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10 Best Fall Weekend Getaways Out West

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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.

See all rentals in Palm Springs on FlipKey!

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