Best Winter Vacations In America To Experience The Season’s Magic

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Don’t let winter’s chilly grasp keep you from exploring! With so many U.S. cities at their prettiest under a fresh blanket of snow and enchanting festivals taking place all season long, we’ve highlighted the best winter vacations to satisfy your wanderlust.

Top Winter Vacation Ideas Across America

While everyone else is fleeing frosty temperatures in search of warmer weather, we’re highlighting seven of the most magical winter getaways right here in America. Each place features a one-of-a-kind winter festival and countless attractions, heartwarming for all. Whether you prefer slopeside entertainment or exhilarating outdoor adventures in the snow, our list covers it all.

When you’re visiting one of these idyllic winter escapes, book a vacation home on FlipKeyto enjoy all of the comforts of home, plus extras like luxurious hot tubs, gear rooms, and more. From cabin hideaways tucked away in the mountains to modern apartments in the center of the city, FlipKey has more than 300,000 rentals to choose from for the perfect stay.

Check out our best winter vacations and start planning your trip!

Saint Paul, Minnesota | Saint Paul Winter Carnival

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Photo credit: Visit Saint Paul

Searching for winter vacation ideas that will please the entire family? Then consider Saint Paul! With its vibrant energy, cosmopolitan culture, and kid-friendly Winter Carnival, it’s the perfect winter escape. The Winter Carnival runs for two weeks each season and features more than four dozen events and attractions. From outdoor ice skating to sledding down the hills of Saint Paul, this is one of those rare winter getaways that will keep everyone amused. Book an apartment downtown and enjoy all of the festivities at your fingertips.

Festival Details: Saint Paul Winter Carnival

See all Saint Paul rentals on FlipKey!

Breckenridge, Colorado | International Snow Sculpture Championship

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Not only is Breckenridge considered one of the best winter vacations in America for its world-class skiing, this down-to-earth city is also home to the enchanting International Snow Sculpture Championship. Visit in January for the event, and fill your days strolling around watching as snow sculpture artists transform colossal blocks of ice into incredible masterpieces. In the evening, strip off your layers and soak in the hot tub, taking in views of the surrounding Rockies from your mountain hideaway. Breckenridge is also a great home base if you’re looking to explore Colorado’s surrounding mountain towns—both Denver and Vail are just a short car ride away.

Festival Details: International Snow Sculpture Championship

See all Breckenridge rentals on FlipKey!

Anchorage, Alaska | Fur Rondy

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No matter how cozy you are in your Anchorage rental, you can’t miss the Fur Rendezvous (Fur Rondy to the locals), the ultimate celebration of winter in Alaska. The decades-old tradition features events like snowshoe softball, the running of the reindeer, and the legendary World Championship Sled Dog Race. Whether you participate in all 10 days of Fur Rondy merriment or take some time to explore the Last Frontier’s natural beauty, your winter getaway in Anchorage is sure to bring endless adventure.

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