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Thanksgiving-getaways

If you’re itching to fit in one last fall vacation—or searching for a place that’s big enough to host your entire extended family—consider renting a vacation home and enjoying a change of scenery this Thanksgiving. 

Top Thanksgiving Getaways Across America

With Thanksgiving right around the corner, you’re probably already thinking about digging out your fine china and frantically tidying your home for guests. To save yourself the stress, why not plan a Thanksgiving getaway that’ll allow you to truly enjoy one of the longest holiday weekends of the year? For some inspiration, we’ve spotlighted seven of the most festive Thanksgiving destinations that host a cornucopia of events everyone will love. We know, NYC’s parade is the crowned jewel of Turkey Day events—which is why we didn’t need to include it in our list! Instead, we’re suggesting some other top celebrations across the country you may not have considered.

Book a vacation rental for your Thanksgiving getaway, and you won’t have to miss out on any of your Thanksgiving traditions while you’re away. In fact, you might even be inspired to start a few new ones! Prepare a home-cooked meal in your gourmet kitchen, unwind as a family by the outdoor fire pit, or challenge each other to a game of billiards. From sprawling rural retreats to stylish city apartments, there’s plenty to choose from on FlipKey.

Whether you’re traveling solo, as a couple, or with your entire family in tow, here are seven Thanksgiving getaways where you can make the most of your holiday weekend.

St. Louis, Missouri

Saint-Louis-Thanksgiving

Grab your family and inch to the front of the crowd at St. Louis’s Thanksgiving Day Parade. With musical floats, giant helium balloon figures, antique cars, and more, the event is a must-see in November. Even Santa Claus comes to spread some holiday cheer! In addition to its Thanksgiving events lineup, the rapidly growing city offers lots to do. Admire the view from the top of the iconic Gateway Arch, tour the Anheuser Busch factory, or stroll through Forest Park. At the end of the day, unwind in your vacation home, enjoying amenities like a private sauna and multiple family rooms.

Parade Details: Ameren Thanksgiving Day Parade

See all St. Louis rentals on FlipKey!

Plymouth, Massachusetts

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Thanksgiving is a weekend-long affair in Plymouth, a town best known as the famous landing site of the Mayflower. This charming New England destination is home to America’s Hometown Thanksgiving Parade—the only historically accurate chronological parade—which breathes life into authentic Americana. Rent a cozy Cape-style home or find a place with panoramic harbor views for an idyllic Thanksgiving getaway. No matter where you stay in Plymouth, you’ll never be far from the festivities!

Parade Details: America’s Hometown Thanksgiving Celebration

See all Plymouth rentals on FlipKey!

Fountain Hills, Arizona

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For more than 30 years, Fountain Hills has been hosting its annual Thanksgiving Day Parade—referred to locally as the Parada de Los Cerros (Parade of the Hills). As one of the only places in Arizona with an official parade to celebrate the holiday, it tops most lists of Thanksgiving getaways in the Southwest. Another perk of spending Thanksgiving in the desert is the option to dine al fresco on your private patio. With warm temperatures year-round, book a spacious Fountain Hills vacation home to enjoy the upcoming holiday poolside.

Parade Details: Parade of the Hills

See all Fountain Hills rentals on FlipKey!

Charlotte, North Carolina

charlotte-north-carolina-thanksgiving-getaways

Every November Charlotte buzzes with energy in anticipation of its 70-year-strong Thanksgiving Day Parade. Arrive early to snag a prime spot on the sidewalk before the floats start their colorful crawl down the streets. Prefer to sleep in? No problem! The event is televised locally, so you can watch without having to leave the couch at your Charlotte rental. Other must-see Charlotte attractions during your Thanksgiving getaway include the NASCAR Hall of Fame and Freedom Park.

Parade Details: Novant Health Thanksgiving Day Parade

See all Charlotte rentals on FlipKey!

Philadelphia, Pennsylvania

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For travelers with the urge to immerse themselves in American history, look no further than Philadelphia. It’s one of the most celebrated cities in America and its storied past is palpable. Translation: it’s the perfect place for Thanksgiving getaways that blend education with fun. Tour the Philadelphia Museum of Art, step inside Independence Hall (where the Declaration of Independence was signed), or relax in your turn-of-the-century row house rental. Just make sure you keep Thanksgiving morning clear for the Philadelphia Thanksgiving Day Parade, the oldest of its kind in America.

Parade Details: 6ABC Dunkin’ Donuts Thanksgiving Day Parade

See all Philadelphia rentals on FlipKey!

Silver Spring, Maryland

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All of Montgomery County buzzes with anticipation every November for the annual Thanksgiving Day Parade, held in downtown Silver Spring. The spirited celebration takes place the Saturday before Thanksgiving and heralds the start of the holiday season. Don’t fret if you’re not in town by then—the event is rerun on television, so you can watch it in the comfort of your Silver Spring vacation home. At just 20 minutes from Washington, DC, it’s an ideal spot for travelers who want access to downtown, without the big city price tag.

Parade Details: Montgomery County Thanksgiving Parade

See all Silver Spring rentals on FlipKey!

Detroit, Michigan

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Don your Thanksgiving-themed costume and kick off your day with the annual Turkey Trot, a road race through downtown Detroit. Often called “the parade before the parade,” the family-friendly event bursts with cheer and is the perfect way to make that second slice of pie less guilt-inducing. Cross the finish line then head to America’s Thanksgiving Day parade, a decades old tradition in Detroit. After an action-packed day, retreat to your spacious Detroit rental for your Thanksgiving meal (and a well-earned nap!).

Parade Details: America’s Thanksgiving Day Parade

See all Detroit rentals on FlipKey!

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According to travel reviewers on FlipKey, these US spots have the top-rated vacation rentals for hosting a girls’ weekend getaway. 

USA’s Top Girls’ Weekend Getaway Ideas

Millions of travelers have written about their bachelorette weekends and annual girlfriend getaways, so we dove into their reviews to identify the most popular girls’ trip ideas in the country. Put simply, our algorithm analyzed every property review on FlipKey* to identify the destinations with the highest-rated rental homes for hosting a girls’ trip. Whether you’re looking to head to the beach, visit a spa, or dance the night away in the city, we’ve spotlighted 15 of our favorite places (and their must-visit spas!) that are sure to offer an unforgettable girls’ weekend.

Once you’ve chosen your destination, use FlipKey to find the right rental for the right price. Booking a vacation home will score you extra bedrooms and bathrooms, while many also offer fun extras like private hot tubs, fire pits, beach gear, and more. Whether you’re searching for an urban oasis or waterfront condo, you’ll find plenty to choose from for your girls’ weekend getaway.

So, what are you waiting for? Call up your girlfriends and pack your weekend bag—we bet it won’t take much convincing once they see our list of top spots for a girls’ trip.

Savannah, Georgia

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“This house is beautiful and impeccably kept! We will be returning next year for another girlfriends weekend—hopefully for many more birthday celebrations!”FlipKey Traveler

Relaxing on vast verandas, sipping mint juleps, and touring historic antebellum mansions—Savannah is the picture of the ultimate girls’ weekend getaway. Known for its Southern charm and abundant hospitality, it’s one of the oldest cities in Georgia and a popular spot for travelers, young and old. Explore Savannah on foot, pose for a photo in Forsyth Park, or dine on fresh seafood and creamy grits. No matter what you choose to do during your stay, everyone in your group will agree that Savannah is the ideal spot for your next girls’ trip!

Our Top Spot to Relax: Spa Bleu

See all Savannah rentals on FlipKey!

Saratoga Springs, New York

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Grand old Victorians, natural springs spas, spirited nightlife, and thrilling horse races: Saratoga Springs has everything a girl needs for a one-of-a-kind weekend with the girls. The Upstate New York destination’s bubbling mineral springs put it on the map, and today city’s the waters are still touted for their healing powers. Spoil yourself at the Roosevelt Baths and Spa after the adrenaline rush of betting on horses at the Saratoga Race Course. Use your down time to sweat it out on a jog around Congress Park or unwind in the comfort of your vacation rental. With so many things to do in Saratoga Springs, you might need two trips!

Our Top Spot to Relax: Complexions

See all Saratoga Springs rentals on FlipKey!

Wilmington, North Carolina

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There’s no better way to relax and recharge than by spending 48 hours at the beach in Wilmington with your best girlfriends. Tucked away on the picturesque coast of North Carolina, this spot offers countless things to do. When you arrive, head to the Riverwalk, a central location for checking out the local shops and restaurants, and explore this scenic mile of boardwalk. Later, pamper yourself at the spa or acquaint yourself with the local history at Bellamy Mansion. Whether you choose to rent a spacious home in the historic district or a coastal retreat on the water, you’re sure to enjoy a carefree weekend getaway in Wilmington!

Our Top Spot to Relax: Coastal Massage & Bodywork

See all Wilmington rentals on FlipKey!

Fredericksburg, Texas

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“Myself and a few of my girlfriends rented The Painted Buffalo for my bachelorette party in Fredericksburg, and it was over the top spectacular!”FlipKey Traveler

Situated in the heart of Texas Hill Country, Fredericksburg is a small city with big-time charm. It’s known for its authentic German heritage, which is celebrated by the town’s music, architecture, festivals, and more. Kick off your girls’ weekend getaway with a stroll down Main Street, browsing the boutiques and sampling German pastries at bakeries along the way. The surrounding region is home to renowned vineyards where you and your girlfriends can tour wineries and taste the local blends. Wrap up your trip with a visit to the spa for luxurious treatments that will leave you positively refreshed.

Our Top Spot to Relax: European Day Spa of Fredericksburg

See all Fredericksburg rentals on FlipKey!

West Palm Beach, Florida

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Planning a girls-only weekend in West Palm Beach? You’re in for a treat! With nearly perfect year-round weather, trips to the beach are a must during your girls weekend here. Lather on the sunscreen and bask in the Florida warmth. When you need a break from the sun, saunter down the palm-lined streets of downtown West Palm Beach where you’ll find a treasure trove of designer stores and unique boutiques. Make sure you save some energy for a night out on the town, thought—the nightlife in West Palm Beach is unrivalled!

Our Top Spot to Relax: Kaffee’s Garden Spa

See all West Palm Beach rentals on FlipKey!

Newport, Rhode Island

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“Perfect place for a weekend with friends. Would love to come back again.”FlipKey Traveler

Whether you live in New England or it’s been on your travel bucket list for years, Newport is an idyllic setting for your next girls’ trip. From touring the town’s opulent mansions nestled along the Rhode Island coastline to wine tasting at a local vineyard, there’s no shortage of things to do. Rent an apartment near the cobblestone streets of downtown Newport to be close to restaurants and shopping, or book a home near the ocean and fall asleep to the sound of waves lapping the shore—you can’t go wrong!

Our Top Spot to Relax: Lockstar Salon & Spa

See all Newport rentals on FlipKey!

Paso Robles, California

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“It was the perfect location for a weekend with the girls and wine tasting!”FlipKey Traveler

Sip, relax, repeat: experience the most perfect weekend getaway with your girlfriends in Paso Robles. Located just north of San Luis Obispo, this destination is known for its exquisite wineries and thriving olive groves. Whether you spend the weekend exploring the local vineyards or soaking up the California sun from your rental’s backyard patio, Paso Robles doesn’t disappoint. This burgeoning new wine country is just the place for your next girls’ trip!

Our Top Spot to Relax: Salon Roux

See all Paso Robles rentals on FlipKey!

Sag Harbor, New York

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Located on beautiful Long Island and nestled within the prestigious Hamptons, Sag Harbor should be on everyone’s list for a girls’ trip. The area is legendary for its wealthy enclaves and celebrity sightings, but you don’t have to be a superstar to vacation here. Plan your trip for the summertime and experience the town bustling with activity, or visit during the offseason when the crowds are gone and vacation rental prices drop.

Our Top Spot to Relax: Salon Xavier

See all Sag Harbor rentals on FlipKey!

Charleston, South Carolina

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“I pulled into the driveway and just said ‘WOW!’ We spent hours on the back porch and enjoyed the very inviting pool area. My high school girlfriends and I enjoyed this lovely home!”FlipKey Traveler

It’s no surprise that Charleston makes our list of the best girlfriend getaways in the U.S. Bursting with Southern charm and home to a flourishing food scene, historic landmarks, and much more, girls and guys alike flock to this coastal city from all over the country. Snap a group photo in front of Rainbow Row, shop the stalls at Charleston City Market, or relax along the water’s edge at Riley Waterfront Park. Your trip to Charleston can be as relaxing or action-packed as you and your girlfriends want it to be!

Our Top Spot to Relax: Sweet 185

See all Charleston rentals on FlipKey!

San Antonio, Texas

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Looking to let loose with the girls? Then consider San Antonio, a vibrant city in central Texas. Famous for being home of the Alamo (it’s a must-visit while you’re in town!), San Antonio also boasts award-winning chili (its signature dish), historic landmarks, and thrilling nightlife. When you’re not exploring the city, relax at a spacious home just minutes away. Book a girls’ weekend getaway in San Antonio, and you might end up staying longer than planned!

Our Top Spot to Relax: Loma de Vida Spa & Wellness

See all San Antonio rentals on FlipKey!

Nashville, Tennessee

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“Pictures live up to the real thing!! Will definitely return in the near future, this time with family, so that they can get the great experience the girls and I had!”FlipKey Traveler

Plan a girls weekend getaway like never before—from spirited honky tonks and historic music venues to five-star dining, Nashville offers non-stop fun for everyone. Tap your toes to live music at the Bluebird Cafe or explore the Country Music Hall of Fame and Museum to learn about country music’s greatest artists. When you get hungry, hop from barbecue joint to barbecue joint along Broadway downtown. Now all you need to do is find the perfect Nashville rental for your girls’ weekend.

Our Top Spot to Relax: Escape

See all Nashville rentals on FlipKey!

York, Maine

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With your besties by your side, step onto the sandy beaches of York, and let your worries wash away during your girls weekend getaway. Grab coffee at a cafe downtown then explore the beautiful coastline on foot. Scenic cliff walks and beachfront paths provide spectacular views of rippling waves, endless blues skies, and Cape Neddick Light, an authentic Maine lighthouse still in use today. If that’s not relaxing enough, head home for a lobster feast (Maine is famous for its lobster!), and unwind in the comfort of your cozy beach cottage.

Our Top Spot to Relax: Euphoria Salon and Spa

See all York rentals on FlipKey!

Aspen, Colorado

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No matter what brings you to Aspen—whether it’s the scenic mountain setting, thrilling outdoor adventures, or the cozy taverns—this destination is the ideal place for girls’ weekend getaways. Often thought of as a winter wonderland, Aspen has plenty to do all year long. Visit before the snow arrives and take a horseback tour of the iconic Maroon Bells, a favorite spot for wildlife-watchers. Planning a winter escape? Rent a lodge near the slopes and take advantage of fresh powder daily.

Our Top Spot to Relax: O2 Aspen

See all Aspen rentals on FlipKey!

Asheville, North Carolina

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“Relaxation and fun all in one place! I stayed at this cabin with five of my BEST girlfriends and we had the BEST time ever!”FlipKey Traveler

From hiking and mountain biking to shopping and dining, Asheville boasts something for everyone in your group. When planning the itinerary for your girls’ trip, leave time to visit the city’s thriving microbreweries (New Belgium Brewing Company is a must!). You’ll also want to climb Black Balsam Knob and watch the sunset while sipping a glass of wine at the Biltmore Estate, George Vanderbilt’s historic country estate. Whether you choose a cabin with a view near the Blue Ridge Parkway or a hip apartment downtown, you’ll make memories that will last a lifetime during your Asheville stay.

Our Top Spot to Relax: Spa Theology

See all Asheville rentals on FlipKey!

Laguna Beach, California

laguna-beach-california-girls-weekend

With its beautiful beaches and laid-back vibe, Laguna Beach serves as a fabulous girls’ trip idea for those seeking fun in the sun. Take a dip in the dazzling Pacific Ocean then enjoy a picnic lunch at Heisler Park. The town’s spectacular clifftop setting provides the perfect backdrop for outdoor exploration and ample group photo-ops. When you’re not basking in the California sun, pamper yourself at the spa or unwind by the firepit at your rental for a sweet dose of relaxation!

Our Top Spot to Relax: Hand & Stone Massage and Facial Spa

See all Laguna Beach rentals on FlipKey!

America’s Top Girls’ Trip Ideas

  • Savannah, Georgia
  • Saratoga Springs, New York
  • Wilmington, North Carolina
  • Fredericksburg, Texas
  • West Palm Beach, Florida
  • Newport, Rhode Island
  • Paso Robles, California
  • Sag Harbor, New York
  • Charleston, South Carolina
  • San Antonio, Texas
  • Nashville, Tennessee
  • York, Maine
  • Aspen, Colorado
  • Asheville, North Carolina
  • Laguna Beach, California

*FlipKey is a TripAdvisor company. Our algorithm analyzed all vacation rental reviews on TripAdvisor—which includes FlipKey’s properties—to identify the top-rated destinations. 

Spain-Affordable-European-Hidden-Gems-Featured

Looking for an excuse to use up those last few vacation days before the end of the year? To help you break your daily routine—without breaking your budget—FlipKey has rounded up 15 of the most affordable hidden gem destinations in Europe, where the average nightly cost of a two-bedroom property is under $90 (€80) this November. 

Affordable Europe Trips

Take a step back in time to the historic and idyllic French town of Dinan or stroll through the cobblestone streets of the Bronte sisters’ Haworth, England. If you’re searching for somewhere closer to home, explore the picturesque Azores island of São Miguel (a direct flight from Boston is under five hours), or float along the colorful canals that earn Comacchio its nickname, “Little Venice.” Whether you prefer the tranquil alpine ski slopes of Bansko, Bulgaria, the sandy white beaches of Croatia or the breathtaking cliffs of County Clare, Ireland, a rental is an affordable option for your unexpected European getaway.

Check out the full list below and average nightly rates for each European gem!

DestinationAverage Nightly Rate, 2BR Rentals (November 2017)Average Nightly Rate Per Person (Based On Four-Person Occupancy)
Bansko, Bulgaria$55$14
Llafranc, Spain$55$14
Haworth, England$58$15
Comacchio, Italy$61$15
Sarandë, Albania$61$15
County Clare, Ireland$64$16
Chianni, Italy$72$18
Bucharest, Romania$80$20
Dugi Island, Croatia$80$20
São Miguel Island, Portugal$83$21
Faro, Portugal$83$21
Dinan, France$84$21
Lochaber, Scotland$85$21
La Oliva, Canary Islands, Spain$86$22
Lower Bavaria, Germany $87$22

 

Methodology: Average nightly rates are for all two-bedroom properties on FlipKey in each destination during the month of November 2017.

No matter where you’re planning your next trip, use FlipKey to find the best deals in Europe, and closer to home in the US, for an affordable getaway you’ll never forget.


This post was originally published on the TripAdvisor Rentals blog. FlipKey is a TripAdvisor company.

Camden-Maine-New-England-Foliage-Rainbow

Don’t think you can afford a picture-perfect fall getaway? Take a look at these optionsperfect for a wallet-friendly weekend (or even weeklong) escape. Bye, bye budget woes. Hello gorgeous New England fall foliage.

Budget Breaks For New England Foliage

At this time of year, we’re surrounded by tempting images of iconic New England foliage ablaze with red, orange, gold, and yellow. But you don’t need to empty your bank account to get those views in person. The following locations make fantastic fall weekend getaways for travelers on tighter budgets.

How are they so affordable? Well, once you’ve picked your prime New England fall foliage trip, pair it with a comfortable FlipKey rental. Vacation rentals can bring your costs down dramatically, giving you a better deal on your accommodation, not to mention more space and the freedom to choose a home that suits your personal style. Having a full kitchen saves money on meals out, and the laundry means you can pack less. Here are 10 affordable New England vacation spots where you can see breathtaking fall foliage without overspending.

Prices reflect the median cost for a weeklong stay in a two-bedroom rental in that destination, between the months of September, October, and November.

Sandwich, Massachusetts: $899/Week

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Image from TripAdvisor.com courtesy of RideAway Kayak in Sandiwch, MA.

Cape Cod Bay location, historic center, village-esque charm: that’s already three bonus points for Sandwich as a top New England foliage getaway. Enjoy uninterrupted autumnal views from the Sandwich Boardwalk, watch traditional glassblowers in action, or cycle the Cape Cod Canal Bike Path.

See all FlipKey rentals in Sandwich!

Rangeley, Maine: $925/Week

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This cozy town offers a spectacular array of oranges, reds, golds, and lingering evergreens in the fall. Pack up a lunch in your private rental kitchen and head off for a day of walking, picnics, and moose-spotting, served with majestic views of Rangeley Lake encircled in a riot of leafy color.

See all FlipKey rentals in Rangeley!

Dover, Vermont: $1000/Week

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“Great condo. Right behind the Tin Lizzy Trail with easy access to everything. Perfect for families.” — FlipKey Reviewer

Dover is located in the Mount Snow Valley, and is well known for its summertime and snowbound appeal. But it’s just as spectacular in the fall. Try a scenic ride on a chairlift for soaring leafy views from Mount Snow, or see the changing foliage on a drive culminating in a hearty meal at the West Dover Inn.

See all FlipKey rentals in Dover!

Bartlett, New Hampshire: $1066/Week

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Bartlett offers up classic New England fall foliage views in several exhilarating ways. At the Attitash Mountain Resort you can choose from chairlift rides, speedy ziplines, and the Alpine Slide, where two chutes zoom you down the mountainside. Alternatively, take in the colors at a slower pace aboard a vintage train on the Conway Scenic Railroad.

See all FlipKey rentals in Bartlett!

Camden, Maine: $1099/Week

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There are plenty of leafy trails to explore in Camden Hills State Park, where you can look down from Mount Battie onto the harbor and bay below. You can see some more New England foliage by driving the Mount Battie Auto Road, camera at the ready.

See all FlipKey rentals in Camden!

Warren, Vermont: $1106/Week

Warren-Vermont-Best-Fall-Vacations

Here’s a good New England fall getaway for those who prefer the quiet life. Walk the Warren Path through the hardwood forest for sublime views of the area and don’t miss pretty Warren Falls, with its pools, waterfalls, and natural rock formations.

See all FlipKey rentals in Warren!

Lincoln, New Hampshire: $1190/Week

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“There is so much to do in the Lincoln area that keeping a large group entertained was not a problem. Strenuous hikes on the Appalachian Trail for some; sitting poolside in lounge chairs for others. This unit was especially nice for family gatherings, with the open kitchen connected to a family room and deck, with a small sitting room in a loft above.” — FlipKey Reviewer

This understated little town of clapboard frontages is blessed with soaring natural mountain views all around it. Now’s a beautiful time of year to hike the Flume Gorge, let a gondola lift you up the mountainside, walk along the Pemigewasset River, or join a Pemi Valley Moose Tour.

See all FlipKey rentals in Lincoln!

Bar Harbor, Maine: $1266/Week

Greenville-Maine-Cottage-Rental-Fall-Foliage

Bar Harbor’s town is charming and has fantastic water views, but autumn’s leaves will no doubt tempt you up for a hike through neighboring Acadia National Park. The colors are apparently at their finest in mid-October, so what are you waiting for?

See all FlipKey rentals in Bar Harbor!

Rockport, Massachusetts: $1399/Week

Rockport is located approximately 25 miles northeast of Boston at the tip of the Cape Ann peninsula.

This seaside village is just lovely in the autumn. Set out to discover Halibut Point State Park, with its granite quarries and tide pools, crunch along the stones on Pebble Beach, or take a picnic to Millbrook Meadow.

See all FlipKey rentals in Rockport!

The Berkshires, Massachusetts: $1400/Week

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This magically scenic area boasts a handful of terrific towns that make for a great New England foliage getaway. Get back to nature in Beartown State Forest or October Mountain State Forest, then sit down to a farm-to-table meal and enjoy the fruits of this glorious rural setting.

See all FlipKey rentals in the Berkshires!

Laconia-New-Hampshire-affordable-family-vacations

Thanks to crisp air, fewer crowds, and several long holiday weekends where kids are out of school, fall is the perfect time to plan a family getaway. 

Affordable Family Vacations Across America

Whether you want to admire the vibrant foliage in Laconia or hit the beaches of Hawaii, we’ve rounded up 12 idyllic vacation spots to take your family this fall. Each is full of kid-friendly fun and boasts budget-friendly rental prices all parents will love. Need more reasons to book a fall getaway? We’ve also included our favorite family activity in each city, so you’re sure to spend more time making memories than planning.

Once you’ve chosen your family vacation destination, opt for a vacation rental from FlipKey and enjoy having everyone together under one roof. Secure a place with an open concept floor plan to keep an eye on your little ones while they run free, or rent a home with a fully-loaded rec room where your teenagers can unwind. With more than 300,000 rentals to choose from on FlipKey, there’s a space to fit every family’s needs.

Prices reflect the median cost for a week-long stay in a two-bedroom rental in that destination, between the months of September, October, and November.

Gulf Shores, Alabama | $852/Week

affordable-family-vacations-gulf-shores-alabama

Pristine beaches, soothing waters, and plenty of kid-friendly activities are what draw families to Alabama’s Gulf Shores. Whether you let your teenagers hit the beach on their own while you relax at the spa, or you channel your inner child at The Track—a thrilling recreation center with go-karts, mini golf, and more—there’s never a dull moment here. Book an oceanfront condo and be at the heart of it all in Gulf Shores.

Our Top Family Activity: USS Alabama Battleship Memorial Park

See all Gulf Shores rentals on FlipKey!

Branson, Missouri | $878/Week

affordable-fall-vacations-branson-missouri

Branson boasts everything needed for a fun, family getaway: a world class theme park, mysterious caverns, limitless opportunities for outdoor recreation, and spacious accommodations that don’t break the bank. It’s a true gem in the heart of the Ozarks where families can go to let loose and spend some quality time together. From taking in the beauty of the Ozark Mountains to discovering the region’s rich history and culture, you’ll find something that captures everyone’s interest in Branson.

Our Top Family Activity: Butterfly Palace & Rainforest Adventure

See all Branson rentals on FlipKey!

Laconia, New Hampshire | $944/Week

Laconia-New-Hampshire-affordable-family-vacations

Nestled within New Hampshire’s scenic lakes region and just a short drive from the picturesque White Mountains lies Laconia, a playground for outdoor enthusiasts. Watch the sunset over Lake Winnipesaukee, picnic at Ahern State Park, or look for wildlife along the surrounding nature trails. In Laconia, you’ll fill your days with fun adventures and one-of-a-kind memories that’ll last a lifetime!

Our Top Family Activity: Funspot

See all Laconia rentals on FlipKey!

Depoe Bay, Oregon | $1,147/Week

affordable-family-vacations-depoe-bay

Searching for a new city to discover as a family? Look no further than Depoe Bay. The picturesque destination sits along the coast of Oregon and combines jaw-dropping natural scenery with the restaurants and activities you’d expect from a major city. Rent a spacious vacation home overlooking the ocean, and enjoy the city’s main attractions right outside your door. Often overlooked when it comes to affordable family vacations, Depoe Bay is a must-visit in the fall!

Our Top Family Activity: Cape Foulweather

See all Depoe Bay rentals on FlipKey!

Waikoloa, Hawaii | $1,190/Week

affordable-family-vacations-waikoloa-hawaii

Located on the South Kohala coast of the island of Hawaii, Waikoloa is much more than just a picture-perfect beach town. It’s an ideal base for exploring the awe-inspiring beauty of nearby Hawaii Volcanoes National Park and a home to ancient Hawaiian history. Whether you opt for the beach or choose to tackle a new outdoor adventure each day, Waikoloa is an unforgettable family vacation destination everyone will love.

Our Top Family Activity: Essential Hawaii Tours

See all Waikoloa rentals on FlipKey!

Orlando, Florida | $1,200/Week

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World-famous theme parks, thrilling performances, fabulous shopping—you name it! Orlando provides endless entertainment for the entire family. Spend your days embracing the magic of Disney World, screaming from a Universal Studios roller coaster, and sampling international cuisine at Epcot. Need a break from the theme parks? Continue the family fun in the comfort of your Orlando vacation home.

Our Top Family Activity: Madame Tussauds

See all Orlando rentals on FlipKey!

Blowing Rock, North Carolina | $1,200/Week

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Situated along the scenic Blue Ridge Parkway, Blowing Rock is a blank canvas for kid-approved outdoor activities. Hike the Glen Burney Trail, climb to the top of Blowing Rock, or take a leisurely horseback ride through the Moses H. Cone Memorial Park—the sky’s the limit! Choose a rustic cabin in the mountains, so your little ones can explore the wonders of nature during your stay.

Our Top Family Activity: Tweetsie Railroad

See all Blowing Rock rentals on FlipKey!

Lake Havasu City, Arizona | $1,260/Week

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Lake Havasu City was made for families in search of fun in the sun. With warm temperatures that linger well into the fall, vacationers can indulge in a variety of water sports on the lake or hit the hiking trails that cut through the nearby desert. Choose from a variety of affordable rentals in Lake Havasu City, and see for yourself why travelers describe it as “a great family getaway” and the perfect place for a “hassle-free vacation.”

Our Top Family Activity: Lake Havasu Museum of History

See all Lake Havasu City rentals on FlipKey!

Bozeman, Montana | $1,345/Week

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Autumn brings colorful foliage, crisp temperatures, and an abundance of family-friendly adventures to Bozeman. Drive through Gallatin National Forest, hike to Palisade Falls, or make the drive to Yellowstone and discover the area’s dramatic landscape. For ultimate access to nature in Bozeman, rent a spacious farmhouse or cozy log home, and enjoy the land all to yourself.

Our Top Family Activity: American Computer & Robotics Museum

See all Bozeman rentals on FlipKey!

Denver, Colorado | $1,422/Week

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For a family vacation that doesn’t break the bank, consider Denver. With loads of free museums, countless hiking trails, and a charming downtown area that buzzes with life, you’ll never run out of things to do here. Visit during the fall when the mountains are ablaze with color and pleasant temperatures invite vacationers to explore the great outdoors.

Our Top Family Activity: Forney Museum of Transportation

See all Denver rentals on FlipKey!

Santa Fe, New Mexico | $1,575/Week

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Whether you rent a casita surrounded by the splendor of the Southwest, or book a condo in the center of the city, Santa Fe is easy to explore with (or without!) kids. Venture into the rugged foothills of the Sangre Cristo Mountains, discover decades of history and culture at local museums, or feast on the city’s legendary Southwestern cuisine. With its fiery landscape and unique attractions, Santa Fe is a popular destination for affordable family vacations, especially during the fall.

Our Top Family Activity: Meow Wolf

See all Santa Fe rentals on FlipKey!

San Diego, California | $1,642/Week

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With the beach as its backdrop and the magic of Disneyland just a car ride away, San Diego rounds out our list of budget-friendly family vacations. It’s known for year-round 70-degree temperatures that make exploring the dazzling Pacific Coast a possibility during any season. Stroll around Balboa Park, come face-to-face with giraffes at the San Diego Zoo, or pack a picnic to eat at the beach—there’s something to delight visitors of all ages here.

Our Top Family Activity: Birch Aquarium at Scripps

See all San Diego rentals on FlipKey!

12 Affordable Family Vacations To Take This Fall

  • Gulf Shores, Alabama
  • Branson, Missouri
  • Laconia, New Hampshire
  • Depoe Bay, Oregon
  • Waikoloa, Hawaii
  • Orlando, Florida
  • Blowing Rock, North Carolina
  • Lake Havasu City, Arizona
  • Bozeman, Montana
  • Denver, Colorado
  • Santa Fe, New Mexico
  • San Diego, California

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Your next vacation is written in the stars, you just haven’t noticed it yet.

At FlipKey, we’re all about offering our travelers the best accommodation possible during their trips. After all, a vacation rental provides extra living space, a full kitchen, and private outdoor areas with amenities like a BBQ grill, swimming pool, or hot tub.

That’s why we’ve rounded up the perfect getaways—and specific rental properties to stay in—according to every zodiac sign. These stunning villas have qualities that align with each sign. The décor, location, and amenities are key elements for matching to every sign’s tastes. Whether a fiery, energetic Aries bound for a colorful villa in Mexico, or an adventurous Sagittarius booking an enchanted treehouse in the forest, you’re destined for a great trip.

Aquarius (January 21 – February 19)

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Villa Sophia | Los Angeles, California

Aquarius are trendsetters and visionaries with eclectic taste, not unlike celebrities. So why not splurge on a Hollywood-worthy home like Villa Sophia Guest House in Los Angeles? LA Weekly named it “The Best Place To Pretend You’re A Celebrity” and it’s been featured in numerous TV shows and movies, such as Entourage.

See all FlipKey rentals in Los Angeles!

Pisces (February 2 – March 20)

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Mojo Camper | Northamptonshire, England

Pisces are dreamers who are always on the move. They crave the flexibility to follow their imaginations—so plan an open-ended trip and see where your path takes you. This MoJo Camper in England is perfect for hitting the road in style.

See all FlipKey rentals in Northamptonshire!

Aries (March 21 – April 20)

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Orange Sunset Villa | Puerto Vallarta, Mexico

Aries are bright and enthusiastic, and are drawn to excitement. Aries is a fire sign, ruled by the planet Mars, so your rental should be anything but boring. Choose a colorful rental in a bustling location, like the Orange Sunset Villa in Puerto Vallarta.

See all FlipKey rentals in Puerto Vallarta!

Taurus (April 21 – May 21)

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Palais Royal Apartment | Paris, France

Taurus signs are solid, sometimes stubborn, and want a home that mixes comfort with luxury. While Taurus’ can be work-oriented, they have a romantic side—mix romance with practicality in this downtown Paris apartment, part of the original Palais Royal, built in 17th century. Enjoy easy access to the top attractions, like the Louvre, and come home to a luxe interior after a long day of exploring.

See all FlipKey rentals in Paris!

Gemini (May 22 – June 21)

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Library House | Hobart, Tasmania

Geminis are social butterflies who crave variety and don’t want to commit to one style. Pick a home where you don’t have to choose, like the Library House in Hobart, Tasmania. The front of the house maintains the traditional colonial style, in complete contrast to the modern glass that makes up the back of the home. This unique home is perfect for vibrant Geminis (yes, it really is the same house).

See all FlipKey rentals in Hobart!

Cancer (June 22 – July 22)

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Boutique Townhouse | Dublin, Ireland

Cancers love the security and coziness of home, and are attached to the important people in their lives. Look for an affordable, group-friendly rental to appease your financial sensibilities, while keeping an eye out for welcoming touches like this warm Dublin Townhouse. It sleeps 15, has plenty of living areas for gathering, and starts at just $60 per person per night when split among the group.

See all FlipKey rentals in Dublin!

Leo (July 23 – August 21)

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Le Bijou Penthouse | Zurich, Switzerland

Leos are bright, proud and generous. They want their homes to be beautiful and ornately decorated, while still being welcoming to guests. Head to the dazzling Le Bijou Penthouse in Zurich and enjoy a private roofdeck Jacuzzi, fully-equipped kitchen and cozy living room with your group (it sleeps up to 8 guests).

See all FlipKey rentals in Zurich!

Virgo (August 22 – September 23)

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Villa Bamboo | Bali, Indonesia

Virgos are analytical and practical, and their tendency toward perfection lends itself nicely to a meticulously decorated home. Villa Bamboo in Bali perfectly balances chic style with modern touches, making it the perfect places for Virgos to unwind by the pool.

See all FlipKey rentals in Bali!

Libra (September 24 – October 23)

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The Spa House | Cape Town, South Africa

Libras let their expensive taste shine, so go all out with a stunning modern rental, like The Spa House in Cape Town. Luxe furnishings and amenities, like an infinity pool, plush leather couches, and massage rooms make this South African rental the perfect Libra escape.

See all FlipKey rentals in Cape Town!

Scorpio (October 24 – November 22)

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Zafra Residence | Santorini, Greece

Scorpios are hardworking, loyal and intense. For a perfect getaway, pick a rental with a thoughtful design, handpicked decor, and a location near the water (the dominant Scorpio element). The Zafira Residence in Santorini is  a winning combination—and offers enough privacy for independent Scorpios.

See all FlipKey rentals in Santorini!

Sagittarius (November 23 – December 22)

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Enchanted Treehouse | Orcas Island, Washington

Adventurous Sagittarius love the outdoors, so stay right in the heart of the forest in this amazing Washington state enchanted treehouse.

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Glass Pod | New Zealand

The Sagittarius sign also represents the global traveler—so plan your next trip to another stunning location—we recommend this far flung glass pod in New Zealand.

Capricorn (December 23 – January 20)

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Sierra Shores Townhome | South Lake Tahoe, California

Practical Capricorns want to get the most out of every aspect of their vacation. Pick an amenity-laden rental to get the most of your trip, like this Lake Tahoe escape. Enjoy stunning views, a central location by the pool, lake access, a fully-equipped kitchen, and gym.

See all FlipKey rentals in South Lake Tahoe!


This post was originally published on the TripAdvisor Rentals blog. FlipKey is a TripAdvisor company.

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Harvest festivals, cider tasting, and crunchy forest trails. We’re loving the cool fall evenings and rediscovering our local parks in their new finery—with the top Midwest vacations for some autumn splendor and fun fall activities.

Best Midwest Vacations In The Fall

This roundup includes small towns with lively hearts and big, bold cities where anything goes. In the fall, these places offer up colorful landscapes (whether they’re urban or rural) plus a range of festivals and events themed for the autumn season.

Whether you favor compact cabins, stylish condos, or multi-story townhouses, book yourself a rental home on FlipKey to come back to after a day of autumnal adventures. Rentals make sense in terms of cost, space, and independence, meaning you end up with a great Midwest vacation trip that’s tailor made for you.

Here’s our 10 top towns and cities in the Midwest where you can pick a pumpkin, try a tasting, and see some fantastic seasonal scenery.

Hocking Hills, Ohio

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“Everything was there. The kitchen was fully stocked with pots, pans, cups, glasses, plates, etc. Bedrooms/bathroom clean as can be. It was like coming into your own home.” — FlipKey Reviewer

Book yourself a cabin and set out to enjoy fall in Hocking Hills. Kick off at Old Man’s Cave, named after a local hermit who made this spot his home, and take advantage of the area’s excellent hiking terrain. Swing by the Circleville Pumpkin Show, with its parades, contests, and stalls selling all the pumpkin-based foods you can think of, and then some.

See all FlipKey rentals in Hocking Hills!

Kansas City, Missouri

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Kansas City offer several fall festivals and events. If you’ve got the family in tow, check out the Great Pumpkin Fest at the Worlds of Fun amusement park, where there’s a hay bale maze and kids’ pumpkin patch. You could also try Kansas City Zoo for beer and wine tasting, Halloween-themed events, and of course, plenty of animal fun.

See all FlipKey rentals in Kansas City!

Custer, South Dakota

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Stay in this quiet mountain town and you’ll have the fall foliage of the Black Hills National Forest right on the doorstep. Climbing, hikers, motor-bikers—they all come here to enjoy Custer’s historic center and the views from the roads and trails around it. Make sure you seek out the passageways and caverns of the Jewel Cave National Monument and the iconic profiles of Mount Rushmore.

See all FlipKey rentals in Custer!

Des Moines, Iowa

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Image courtesy of TripAdvisor. © Kasal Was Here Productions.

Start at Geisler Farms, with s’mores over a fire pit, then pick your way through the corn maze, and choose your own pumpkin to take home. Des Moines has more than 800 miles of trails to explore on foot or by bike, leading you around the city’s fall foliage and further out into the glorious Iowa countryside.

See all FlipKey rentals in Des Moines!

Galena, Illinois

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Start your tour of Galena boating down the mighty Mississippi River, watching leaves on the turn, or fishing for bass and catfish. You might prefer the aerial view from a hot air balloon with Galena on the Fly, or the arts and crafts at Galena Country Fair, amid the gorgeous autumnal setting of Grant Park. In the evening, try Matthew’s Haunted Pub Crawl for a ghostly local tour washed down with a few drinks.

See all FlipKey rentals in Galena!

Wisconsin Dells, Wisconsin

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“Our condo worked out perfectly for us for the vacation. We loved having the water park on site! Everything was very clean and any request we made was addressed very quickly. Would highly recommend!” — FlipKey Reviewer

The Waterpark Capital of the World is understandably popular year-round, but there are plenty of other things to do here. In the fall, board Dells Boat Tours to appreciate the beauty of the Wisconsin River and the Dells rock formations. The views are arguably even better on the sunset cruise, which comes with dinner provided. This is also a good time of year to zipline through the treetops and see those changing colors up close.

See all FlipKey rentals in Wisconsin Dells!

Ann Arbor, Michigan

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This lively college town has plenty in store in the autumn. Begin with a self-guided tour of Matthaei Botanical Gardens and Nichols Arboretum, bursting with shrubs and trees, and truly breathtaking at this time of year. Nearby Dexter hosts the Apple Daze festival, with hayrides, a pie-eating competition, and plenty of cider to toast the new season. Lest we not forget the main draw in Ann Arbor: The University of Michigan football team. Experiencing a game at the Wolverine’s stadium—the largest in America with a capacity of 111,000 (!) people—is a memorable experience.

See all FlipKey rentals in Ann Arbor!

Minneapolis, Minnesota

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“This property has everything you could need, including anything you might have forgotten. The atmosphere is lovely… We rented bikes from the owner, picnicked in the backyard under the sunshade, walked to groceries, restaurants, and coffee, biked to the beach.” — FlipKey Reviewer

Don’t miss the lovely Minnesota Landscape Arboretum, with its seasonal scarecrows, Sensory Garden, and Pumpkin House. If you’re already getting into the Halloween spirit, you might want to bag a ticket for October’s Zombie Pub Crawl, where you’ll be able to taste the best of the excellent Minneapolis craft beer scene (in full zombie garb).

See all FlipKey rentals in Minneapolis!

Traverse City, Michigan

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Warm days, cool nights, and leaves crunching underfoot. This is a great time to book a rental in Traverse City, where you’ll find entertainment in the museums and casinos, and plenty of fall color around the inland lakes and on the sweeping drives from winery to winery. Taste farm-to-fork flavours at a local restaurant, catch your own meal from a fishing boat, or take off on a biking excursion among gorgeous autumn scenery.

See all FlipKey rentals in Traverse City!

Nashville, Indiana

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“We loved everything about this place. It was in a perfect spot—not far from town, but out of the craziness. The owner was great to deal with, the place was very clean, and it felt like a home away from home! Beautiful setting and backyard, and everything we could possibly need was provided.” — FlipKey Reviewer

By day, admire the colorful landscapes of Brown County, catching the changing leaves of Yellowwood State Forest and Brown Country State Park. In the evening, you can see a bluegrass show, grab a first-rate Nashville dinner, and round the night off in a hot tub.

See all FlipKey rentals in Nashville!

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Having children doesn’t have to slow you down on vacation! Whether you’re an adventure enthusiast, road trip-lover, or relaxation seeker, you can do it all—even with kids in tow. 

Expert Tips For Family Travel

We asked top mom bloggers from around the world to share their tips and tricks for traveling with kids—along with their favorite family vacation destinations—to help inspire your next trip. From where to go and when to start planning to what you absolutely can’t forget to pack, these moms are experts when it comes to family travel. Heed their advice, and make this the year you finally plan a vacation that pleases everyone.

While you might not be able to control the number of meltdowns or bathroom breaks needed while you’re away, you can control where your family stays each night. Opt for a vacation rental and ensure that your family has the perfect place to stay during your trip. Enjoy amenities that come with renting an entire home, like extra room, outside space for energetic little ones, enough proper beds for everyone, a fully-stocked kitchen, and in-home laundry. All you need to do is set your budget, choose your rental, and go!

Fun Money Mom | Florida

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Favorite family vacation destination: Living in Florida, our favorite family vacation destination is Walt Disney World. It’s an easy drive and no matter how many times we go, we have a different experience each time.

Top tip: Planning ahead is so important! I try to find the least popular times to visit destinations and, if possible, that’s when we go. I also search the internet for deals before we leave. There are sites online with discounted tickets to popular events like Mickey’s Not So Scary Halloween Party. If it’s a beach vacation, I look for places where kids eat free or two-for-one deals on attractions like mini-golf.

Don’t forget to pack: I’d be completely lost if I forgot my camera. After all, part of the fun of a great family vacation is reminiscing over the photos when you get back home.

 

Harrassed Mom | South Africa

Favorite family vacation destination: The Western Cape has come to be one of my favorite places. Last year we stayed in Botrivier and it was such a stunning spot! Kid-friendly, close to the beach, and the weather was perfect. The beach is a great destination because it is “free” fun for the kids.

Top tip: Space! Your accommodation needs to have space for the kids to run. And preferably a restaurant/shop nearby.

Don’t forget to pack: WETWIPES! And water for everyone.

KreativemommyFlorida and India

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Favorite family vacation destination: Our first family-fun trip was to Disney World in Florida with our eldest child when she was just four years old. I would love to take my younger one there too, as Disney World is truly magical. Not only did our daughter love it, but my husband and I did too. More recently, our favorite family destination is Goa, India. Goa is famous for its beautiful beaches, yummy seafood, flea markets, and water sports. It was a memorable trip and we are looking forward to going back soon.

Top tip: Traveling with kids means a lot of pre-planning and a lot of things to be carried along on a trip. The most important tip for other moms traveling with kids is to book everything in advance. It’s always better to book the accommodation, cabs, or anything else you will need a reservation for before your arrival. It saves time, and you don’t want any kind of hassle when you are traveling with kids.

Don’t forget to pack: There are many things that I make sure to pack on a family trip, but the three that top the list are: books (very helpful on long drives with kids), food (cookies, cakes, fruits, or anything that the kids can easily eat while traveling), and medicines (better to be prepared than running around on a vacation).

One more thing you can’t forget to pack: a camera. Traveling with family is all about creating memories to be treasured.

Lady and the Blog | Spain

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Favorite family vacation destination: We recently returned from Spain and had the most wonderful time. Between the hustle and bustle of Madrid, the beauty and design of San Sebastiàn and then the relaxing beachfront escape that El Vendrell provided, the trip offered the best of all worlds! I have to say, as someone who has been to dozens of countries all around the world, Spain was my favorite yet!

Top tip: I think it’s important to remember that there needs to be a third of your day that is scheduled specifically for downtime. Your children can only do so much. Keep your accommodation centrally located for sightseeing and dining and easily accessible for afternoon naps.

Don’t forget to pack: Some people may not appreciate this one, but chargers! My family needs our electronics. While in Spain, we took two 6-hour train rides and they were both managed all thanks to game apps and downloaded movies. Thank goodness for battery packs and plugs!

Merlot Mommy | Florida

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Favorite family vacation destination: We’re big Disney fanatics in our house. I went to Walt Disney World with my parents and grandparents for the first time when I was 6 years old. Those memories have lasted my whole life, and we’ve been helping to create lasting memories with our family since our kids were little, too. WDW is our favorite family vacation destination because of that. Our kids love the magic of the Mouse.

Top tip: We love traveling in the shoulder season—fewer people, often better rates. We look for dates that work for us, and it’s always a more pleasant trip. Our kids help with the planning so it’s a team effort and everyone helps to make some of the planning decisions.

Don’t forget to pack: Water bottles and sunscreen—two musts for a hot, sunny day at a theme park!

Mommy Scene | Oregon Coast

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Favorite family vacation destination: We love exploring the Oregon Coast when traveling with kids because we can keep going back and always see something new! Our favorite Oregon destinations are the seaside boardwalks that are perfect for family hikes, Newport Aquarium, and visiting old landmark lighthouses.

Top tip: We have three small children, and it’s important for us to plan flexible activities for each day. We generally research an area using a service such as TripAdvisor and we choose several destination options. I love when a travel resource also includes reviews of each attraction in an area! We also enjoy staying at a vacation rental rather than a hotel because vacation rental houses often include multiple rooms and more amenities (such as a kitchen or hot tub right outside the door) for a young family of five. Our experience at a vacation rental is often unique each time, allowing us to build fun memories with our kids on our family vacation.

Don’t forget to pack: We can’t forget to pack the double stroller! A reliable compact stroller is a must-have for traveling with kids through a new city. But make sure it easily folds up to fit in the trunk of any rental car.

Mommy’s Memorandum | South Dakota

Favorite family vacation destination: Ask my family and hands down we will all say South Dakota.family-travel-tips-mommys-memorandum It was a family vacation that made us curious, allowed us relaxation, and kept us going out for more. We toured Mount Rushmore and Bear Country and everything in between. It is wide open land with scenic views and a pace that allows for relaxation.

Top tip: We’re always looking for someplace new. Our first question is “where have we never been?” and then we start searching for things to do and places to stay in that location. We’ve planned destinations based on books we’ve read, movies seen (Oak Island for Nicholas Sparks fans), and also places we’ve read about on the internet or in books. We keep a running list, and as our life takes us down different roads, we check in with our list.

Don’t forget to pack: Our one thing is a day pack. We each have one loaded with high protein snacks, extra water, a walkie talkie (in case we get separated), and bandannas. It makes spontaneous travel easy…sometimes we just pull off to the side of the road, grab the day pack and see where the trail takes us. Other times, we follow a tour guide. We’re always ready with our day pack. As soon as we come in at night, we restock any items used.

Rockin Mama | Maui

Favorite family vacation destination: Our favorite family destination is Maui. The island offers some of the most beautiful scenery in the world and begs to be discovered and explored. As a family, we have the option of simply relaxing by the beach or making the trek up the mountain to see the sunrise at Haleakala. Whether you crave adventure or want to unplug, the island offers a myriad of activities, water sports, and more.

Top tip: My best tip for selecting a destination is to plan ahead with sufficient time. Not only will this ensure the best prices, you have the most options when it comes to selecting accommodations and activities you desire, particularly during high season.

Don’t forget to pack: The one thing we can’t forget to pack is a camera to document all of our incredible memories together as a family.

Role Mommy | Jamaica

family-travel-tips-role-mommyFavorite family vacation destination: My all-time favorite family destination is Treasure Beach, Jamaica. We fell in love with it when we visited for the first time six years ago and discovered the adventurous way to travel with your family through community tourism. Over the course of one week, we went out with our boat captain Dennis Abrahams (who happens to earn a #1 rating as the most popular activity tour to take in Treasure Beach). Captain Dennis took us to Pelican Bar (a bar in the middle of the ocean), cooked us a jerk lobster beach lunch on a private island, and navigated our way through Black River where we observed wildlife and crocodiles and swung off tree vines to cool off on a hot summer day. On another trip, we even stopped to meet a farmer who gave us watermelons before ending our journey at the beach with a lobster dinner under the stars. I could go on and on, but if you have older kids and are in for adventure, fun and great food, then Treasure Beach is the place for you!

Top tip: Absolutely check out reviews that real people have written about the places you’re visiting. I have to say, even though we have been to Treasure Beach a few times, when we wanted to try new places to eat or visit, I definitely checked out TripAdvisor to see what places people raved about and which restaurants or cafes they loved. And of course, I loved the fact that Captain Dennis has the #1 tour in Treasure Beach—I know firsthand he’s earned the recognition!

Don’t forget to pack: One thing I have found to be a huge resource now is to make sure we get International data and calling when we are out of the country. That helps when searching for things to do or navigating your way to a destination if you’re on your own. In terms of packing, sunscreen and bug spray are always high on our list!

The Mommyhood Chronicles | Hawaii

Favorite family vacation destination: Hawaii is a great family vacation because of the vast amount of kids activities in one of the most gorgeous places in the world. We love the various fresh foods and the different family trips you can take there. I highly recommend Kauai and Maui for great family fun. Don’t forget to try the pineapple and shaved ice!

Top tip: You have to make sure everyone in your family can enjoy the trip. We have kids at various ages and if one kid is not occupied, it can get boring quickly and end up being a bad vacation. We also try to make sure there are family-friendly activities at the various places we visit.

Don’t forget to pack: Sunscreen and medicines.

The Multitasking Mom

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Favorite family vacation destination: Our family loves to take road trips where we spend a few days at accommodations with some fun local sites nearby. We like to stay in places that have nearby activities and preferably a pool, so we can choose how active we want to be and just enjoy each other’s company. We also might take one or two days to see local sights. Especially with young kids, we like to have a plan, but not be over-planned.

Top tip: I’d put together a list of must-dos and nice-to-dos. Include any time restrictions, like if a museum you want to see is closed on certain days. Fill in the must-dos on your schedule. Then keep your list of nice-to-dos with you so if you feel like you need another activity, you have a whole list already compiled.

Don’t forget to pack: Since we love road trips, we can’t forget car activities. No one wants hours of driving with a cranky toddler.

The Taylor House | Colorado

Favorite family vacation destination: Our favorite family vacation destination has to be Colorado! We love the mountains and all of the outdoor adventures that await us there. We’re huge outdoor people so we love to hike, fish, swim, and everything that goes along with a Colorado adventure vacation!

Top tip: I think about what it is we want to do—is it hiking, riding rides at a theme park, lying on the beach? Then I narrow it down from there. I try to pick a location that we’ve never been to before, because we like to see new things and discover new places. Consider the busy times of year too, and avoid those when you’re planning.

Don’t forget to pack: My camera!!!! Photos are so important to me, I want to be able to look back at them and remember that amazing time my family had!

 

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October is an ideal month to plan a vacation: fall foliage is at its peak, the weather has found a comfortable midpoint between scorching summer highs and chilly winter lows, and autumn activities abound.

Where To Go In October For Fall Vacations

From the shores of Cape Cod to the mountains of New York, we’ve handpicked 10 fall getaways that are at their peak in October. Each brims with fun—apple picking or wine tasting, anyone?—guaranteeing a great day out at any of our top October vacation spots. Since it’d be impossible to mention all of the classic fall attractions in each city, we’ve highlighted our favorites to check off your fall bucket list.

Make your seasonal stay extra special by booking a vacation rental on FlipKey, and enjoy a comfortable place to relax after a day of merriment. Choose a log cabin and take in the colorful mountain landscape from your private hot tub, or rent a spacious vacation home so your family can spread out at the end of the day. With more than 300,000 rentals to choose from, you’re sure to find just what you’re looking for!

Accord, New York | Westwind Orchard & Cidery

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Located in the shadow of the Catskill Mountains, Westwind Orchard & Cidery is the place to be every weekend from Memorial Day through the end of October. Stroll down the rows of apple trees, filling your sack with handpicked fruit along the way. At the Cidery, sample traditional apple cider, cider with a raspberry twist, and more—all made from the fruits grown on site. And what could be more fall than a mug of sweet apple cider? A freshly baked doughnut dunked in cider!

View all rentals in Accord on FlipKey!

Kansas City, Kansas | Cider Hill Family Orchard

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Cider Hill Family Orchard is just one of the many fall attractions that make Kansas City a top spot for October getaways. Whether you’re in the mood for pumpkin and apple picking, pond fishing, or a relaxing hayride, this family-run orchard has it all. Pack a picnic lunch to enjoy under the shade of one of the big trees out back, or purchase yummy treats like cider doughnuts and kettle corn to enjoy in the comfort of your Kansas City vacation home. Your visit to the Cider Hill Family Orchard will undoubtedly be fun-filled.

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Richmond, Virginia | Richmond Folk Festival

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Mid-October, Richmond floods with folk music enthusiasts from around the country. The city’s eclectic festival features a mix of musicians, dancers, artists, and more, celebrating unique traditions from all over the world. Bounce from stage to stage swaying to the beat of the music, sample a variety of regional, ethnic, and traditional foods, or check out the cultural presentations—there’s no shortage of things to do here.

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Guilford, Connecticut | Bishop’s Orchards

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“I will drive an hour to go to Bishop’s,” said one TripAdvisor traveler. We recommend saving yourself the long car ride though, and booking a rental in Guilford for an unforgettable fall getaway. From tasty fruit wine tastings and a gourmet market to the pick-your-own apple orchards and winding corn maze, there’s fun for all ages at Bishop’s Orchards. Here, you get to experience all of the classic fall activities your heart desires right in one place.

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Grosse Pointe Park, Michigan | Core Orchards Detroit

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Surround yourself with nature just minutes from downtown Detroit at Core Orchards. It’s the first and only u-pick apple orchard in the area and a source of pride in the community. Designed to increase access to fresh, nutritious foods for those in the neighborhood, the orchard also serves as a welcoming fall attraction. Grab a bag of doughnuts to sweeten your tractor ride out to the farm where you can pluck mouthwatering honey-crisp apples straight from the branches. Once you visit Grosse Pointe Park, you’ll never wonder where to go in October again.

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Steamboat Springs, Colorado | Strawberry Park Natural Hot Springs

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Take a break from crisp fall temperatures with a dip in the natural mineral springs at Strawberry Park. Located in Steamboat Springs, these balmy, 104-degree pools are particularly soothing after a day spent hiking through the foliage at Pike’s Peak. Unwind with watsu therapy in one of the private pools or enjoy a massage in the quiet of your own hut. These impressive hot springs are sure to make your autumn escape memorable.

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Plymouth, Michigan | Plymouth Orchards & Cider Mill

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Apples and fall go hand in hand at Plymouth Orchards & Cider Mill in southeast Michigan. With several apple varieties ripe for the picking, award-winning, fresh-pressed cider, and family-friendly wagon rides, it’s the ultimate fall attraction packed into 60 acres of land. The best part though? Admission is free! Plan a trip to Plymouth this season to see for yourself why travelers describe Plymouth Orchards & Cider Mill as a “must visit in the fall!”

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Hampton Falls, New Hampshire | Applecrest Farm

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What’s fall without a weekend getaway in New England? Just 45 minutes north of Boston, the charming coastal town of Hampton Falls is where you’ll find Applecrest Farm, a picture-perfect place to indulge in all things autumn. With pick-your-own-fruit offerings, weekly fall festivals, and a farm-to-table dining experience, it’s no surprise that visitors describe it as a place with “something for everybody!” Plan your trip to this 4th generation gem, and stay just down the road at a spacious rental overlooking the ocean.

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Flat Rock, North Carolina | Sky Top Orchard

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Does your ideal fall vacation involve colorful foliage, scenic mountain drives, picking apples and sipping on warm cider? In that case, we know just the place the travel to this October: Flat Rock, North Carolina. This quintessential fall vacation spot is home to Sky Top Orchard, a family favorite with lots of fun and memory-making in store for visitors. Pick a wagon-load of pumpkins, say hello to sheep, goats, chickens, and more in the barnyard, or simply take in the panoramic views. Book a vacation rental in Flat Rock and you’ll have your own u-pick orchard right in your backyard (well, almost!).

View all rentals in Flat Rock on FlipKey!

Wellfleet, Massachusetts | Wellfleet OysterFest

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Are you a foodie wondering where to go in October for a fall getaway? Consider Wellfleet, a quaint fishing town situated at the tip of Cape Cod. While many think of it as a summer destination, the annual Wellfleet OysterFest in October draws visitors to town from all over the region. The event celebrates Wellfleet’s eponymous shellfish grown in the cold, salty waters of Cape Cod Bay. From oyster shucking competitions and cooking demonstrations to spelling bees and live entertainment, there’s something for everyone at Wellfleet OysterFest.

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Best October Vacation Spots

  • Accord, New York
  • Kansas City, Kansas
  • Guilford, Connecticut
  • Grosse Pointe Park, Michigan
  • Steamboat Springs, Colorado
  • Plymouth, Michigan
  • Hampton Falls, New Hampshire
  • Flat Rock, North Carolina
  • Wellfleet, Massachusetts

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Searching for a weekend getaway out West? FlipKey has handpicked 10 top destinations that show their true colors every fall. Whether you’re an adrenaline junkie or a relaxation seeker, you won’t be disappointed. 

Best Fall Weekend Getaways

The arrival of autumn brings cooler weather, colorful foliage… and the urge to get away for a weekend amidst nature. Sip on fine wines in California’s majestic vineyards, marvel at the beauty of the Alaskan wilderness, or enjoy warm weather a little while longer in the Sonoran Desert. No matter your preference, the cities on our list are at their best during the fall.

Now that we’ve narrowed it down for you, all that’s left to do is find the perfect rental on FlipKey. Whether you prefer a cozy retreat tucked away in the woods or an urban oasis just minutes from nature, we’ve got you covered. So what are you waiting for? Call your friends and start planning your unforgettable fall weekend getaways out West this season.

Napa Valley, California

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While there’s no wrong time to visit California Wine Country, Napa Valley is particularly stunning during autumn. The change of seasons brings the grape harvest, and fall color isn’t limited to the trees—gold and russet vines stretch as far as the eye can see. In between wine tastings, tour the vineyards on foot or drift through the air in a hot air balloon. After a fall weekend getaway in Napa Valley, you might just be ready to move here!

See all rentals in Napa Valley on FlipKey!

Portland, Oregon

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Portland is home to picturesque parks, bustling microbreweries and distilleries, and a thriving arts scene that will keep you entertained all weekend long. Stroll along the gallery-lined streets of the Alberta Art District, or spend a leisurely morning browsing at the Portland Saturday Market. Looking to add a splash of color to your photos? Explore the surrounding Willamette Valley mid-autumn when the leaves are at their most vibrant. Whether you choose a modern apartment in the center of the city or an old Victorian home near the river, it won’t be long before Portland feels like home.

See all rentals in Portland on FlipKey!

Anchorage, Alaska

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Score a front row seat to Mother Nature’s breathtaking beauty by renting a cozy cabin in Anchorage. Every autumn, the city glows with the golden hues of leaves and the awe-inspiring aurora borealis illuminates the night sky. Hop on a train to Fairbanks for stunning views of aspen and birch trees, or explore the outskirts of Anchorage on foot. Just keep your camera at the ready—moose are known to cluster at the edges of the city. Another benefit of booking your cabin rental on FlipKey during the fall? You’ll avoid the summer rush in Anchorage.

See all rentals in Anchorage on FlipKey!

Bainbridge Island, Washington

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Just a short ferry-and-bus-ride away from Seattle, Bainbridge Island transforms into a leaf peeper’s paradise every fall. Visitors will be blown away by the blazing red Japanese maple leaves at Bloedel Reserve, a stunning public garden on the island. Prefer an activity the entire family can enjoy? Pick pumpkins off the vine at Suyematsu Farm. If you’re feeling extra ambitious, whip up a homemade pumpkin pie with your day’s pickings in the comfort of your Bainbridge Island rental. We don’t think there’s a better way to cap off the perfect fall weekend getaway out West.

See all rentals in Bainbridge Island on FlipKey!

Aspen, Colorado

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Everyone knows that Aspen is a world-class winter destination. But, it’s also the perfect spot for fall weekend getaways. From hiking scenic trails that meander through Aspen’s iconic Maroon Bells to taking in a bird’s eye view of the foliage from the Silver Queen Gondola, the area is chock-full of fun things to do. Plan your trip here from September through November, and experience the beauty of this destination… before the ski crowds arrive and the bone-chilling winter temperatures set in.

See all rentals in Aspen on FlipKey! 

Coeur D’Alene, Idaho

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Coeur D’Alene should be on everyone’s list of idyllic fall weekend getaways. It boasts a sparkling lakefront location, an all-American atmosphere, and a rugged landscape that attracts outdoor enthusiasts from around the country. Cast your fishing line into Coeur D’Alene’s namesake lake on a crisp fall morning, follow the Tubbs Hill Nature Trail through the wilderness, or go golfing along the water. After a day of adventure, retreat to your rental and enjoy all the comforts of home while on vacation.

See all rentals in Coeur D’Alene on FlipKey!

Bend, Oregon

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Bend has everything fall lovers look for: fiery foliage, an abundance of beautiful nature trails, and mild temperatures. Nestled along the eastern edge of the Cascade Range, it’s the outdoor recreation capital of Oregon and an ideal spot for your fall vacation. Kayaking in the Deschutes River and hiking Pilot Butte are among the best activities during autumn, but there are plenty of craft breweries for those feeling less adventurous. Book a cottage rental just steps from the Deschutes River or stay in an historic home downtown—you’ll find it all in Bend!

See all rentals in Bend on FlipKey!

Flagstaff, Arizona

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Known for its ponderosa pine forests, astounding scenery, and invigorating outdoor activities, a trip to Flagstaff will leave you rejuvenated. The city is set at the base of the San Francisco Peaks, which offer plenty of options for fun in the fresh air. Whether you witness the changing foliage up close on a guided hike or you soar above it on a chairlift ride, there’s plenty to do during a fall weekend getaway in Flagstaff. Book your cabin on FlipKey, and see for yourself why travelers describe this city as a “perfect base-camp to enjoy Northern Arizona.”

See all rentals in Flagstaff on FlipKey!

Palm Springs, California

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For those more interested in chasing summer-like temperatures than seeing colorful foliage, Palm Springs is the place! Located in the desert of Southern California and surrounded by mountains and canyons, this literal hot spot offers ample opportunities for outdoor recreation. Lace up your sneakers for a hike up San Jacinto Mountain, or rent a bicycle to cruise around downtown. Don’t pack your schedule too much though—the refreshing pools and luxurious spas are part of Palm Springs’s appeal.

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Sun Valley, Idaho

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Sun Valley shines during the fall: warm weather lingers, the crowds are gone, and the leaves begin to change color. Grab your camera and follow the exhilarating trails up Bald Mountain. Don’t settle for halfway up the mountain though—the panoramic views from the top are too phenomenal to miss. In the evening, toast to the day’s adventures at one of the local breweries. Choose Sun Valley for your fall weekend getaway this season, and hit the trails before the snow arrives.

See all rentals in Sun Valley on FlipKey!

Top Fall Vacations Out West

  • Napa Valley, California
  • Portland, Oregon
  • Anchorage, Alaska
  • Bainbridge Island, Washington
  • Aspen, Colorado
  • Coeur D’Alene, Idaho
  • Bend, Oregon
  • Flagstaff, Arizona
  • Palm Springs, California
  • Sun Valley, Idaho