5 Winter Travel Destinations That Are Simply Better with Snow

Winter is a magical time of year, and for those who love a bit of seasonal flair, there are some destinations that become even more enchanting as the snow starts to fall. For those looking for an elevated experience, Inspirato offers luxurious stays in some of the world’s most beloved winter travel destinations. Here’s a closer look at why these five hotspots truly shine in the winter. 

Big Sky, Montana

View of Big Sky Mountain in the winter with a variety of ski slopes visible with a mountain village at the base

Big Sky in the winter is a paradise for those who crave wide-open spaces, untouched snow, and world-class skiing. With Inspirato, you can elevate your stay with luxurious accommodations at Montage Big Sky and Flatiron. Nestled in Montana’s Rocky Mountains, Montage Big Sky offers breathtaking alpine views, an expansive spa, and ski-in/ski-out access to some of the country’s best powder. After a day carving down Lone Peak or exploring Yellowstone’s winter wonderland, retreat to the cozy elegance of your Inspirato residence at Flatiron, where roaring fires and sophisticated interiors set the stage for an unforgettable après-ski. Between snowshoeing, sleigh rides, and Montana’s unique brand of winter charm, Big Sky becomes the ultimate winter destination, blending rugged adventure with quiet luxury for both adventurers and nature lovers. 

Aspen, Colorado

The town of Aspen illuminated during a sunset with Aspen Mountain and a light orange sky.

Aspen is iconic in winter, offering world-class ski slopes, five-star dining, and high-end shopping. With Inspirato, elevate your stay at Maroon Creek or Limelight Hotel Aspen. Maroon Creek provides a spacious mountain retreat for post-ski relaxation, while Limelight Hotel Aspen places you in the heart of downtown’s vibrant scene. Inspirato also offers access to private chef services and exclusive mountain experiences, from ice skating to scenic gondola rides. With festive charm and luxurious accommodations, Aspen is the ultimate winter travel destination for indulging in seasonal splendor. 

Vail, Colorado

Skier and snowboarders making turns in the snow with a beautiful mountain vista behind them.

When it comes to ski resorts, Vail is unmatched in charm and allure. As a winter travel destination, it’s celebrated for its vast terrain, Bavarian-style village, and cozy atmosphere. With Inspirato, you can stay at The Sonnenalp or The Sebastian, each offering unique luxury in the heart of this snowy paradise. The Sonnenalp brings a European-style warmth with alpine views and elegant spa amenities, while The Sebastian offers chic mountain vibes and close access to Vail’s famed back bowls, suited for all skill levels. After a day on the slopes, return to your Inspirato residence, unwind with hot cocoa, and soak in views of the Rockies, or enjoy a private hot tub. Vail’s winter wonderland perfectly balances luxury and mountain thrill. 

Wailea, Hawaii

A beach in Wailea with a colorful sky during a sunset with palm trees silhouettes.

For those seeking a warm escape from winter’s chill, Inspirato offers the ultimate tropical getaway in Wailea, Maui. With luxurious accommodations at the Fairmont Kea Lani and Andaz Maui at Wailea Resort, you’re just steps away from some of the world’s most stunning beaches. The Fairmont Kea Lani brings spacious oceanfront suites and serene pools, perfect for unwinding, while the Andaz Maui offers a modern, vibrant resort experience with direct beach access and lush grounds. Enjoy snorkeling, paddleboarding, and beachside dining in this paradise far from the cold, and explore nearby waterfalls, world-class golf, and incredible whale-watching opportunities. Wailea is where relaxation meets tropical paradise—an ideal winter travel destination for sun-seekers. 

Jackson Hole, Wyoming

Skier flying down a ski run at Jackson Hole Ski Resort

For a perfect blend of rugged adventure and luxurious relaxation, Jackson Hole is an unbeatable winter destination. Known for its challenging slopes and stunning scenery, Jackson Hole is a must for thrill-seekers. With Inspirato, experience true mountain luxury at Bison Ridge and Traverse. Bison Ridge provides spacious, cozy interiors with breathtaking views, while Traverse offers a refined mountain retreat close to all the action. Spend your days skiing some of North America’s steepest slopes, or try heli-skiing for an extra adrenaline rush, and your evenings unwinding in a beautifully curated residence. Inspirato’s residences make it easy to explore nearby Yellowstone and Grand Teton National Parks or take a scenic sleigh ride to encounter local wildlife up close. Jackson Hole in winter offers an ideal mix of adventure and tranquility, made unforgettable with Inspirato’s exceptional service. 

Embrace Winter with Inspirato 

These five travel destinations are some of the best places to enjoy a memorable winter getaway. Whether you’re seeking the thrill of fresh powder on the slopes, the charm of a festive town, or the warmth of a tropical beach, Inspirato provides a luxury experience in each of these destinations. Embrace winter and make the season unforgettable by exploring these top winter travel destinations with Inspirato. 

Discover luxury travel with Inspirato, with access to exclusive homes and personalized service that elevate every trip. Schedule a tour to explore how an Inspirato membership can change the way you vacation forever.