Where to Travel on Vacation in the Winter

Winter doesn’t have to be a time for hibernation. When the weather turns colder and the days get shorter, it’s the perfect season to hit the road, take to the skies, or even hop on a train. Whether you’re dreaming of snow-covered mountains or sun-drenched beaches, winter offers some of the best travel opportunities of the year. It’s also a season filled with festive holidays, making it an ideal time to explore destinations that celebrate with lights, traditions, and seasonal cheer.

Some of the best places to visit in winter are magical destinations that transform with the season. Others offer a warm-weather escape from frosty mornings and icy sidewalks. From underrated winter destinations in the United States to bucket-list cities abroad, there’s a winter getaway out there for everyone.

In this guide, we explore where to travel in winter — whether you want to embrace the chill or chase the sun. We highlight the best places to go in the winter, uncover some hidden gems, and offer practical tips to help you plan the perfect seasonal escape. And of course, we explain how travel insurance with assistance services can help protect your winter holiday.

Best Places to Embrace the Cold

Winter isn’t just a season — it’s a playground. For those who love snow, the holidays and crisp mountain air, there are incredible places to travel in the winter that deliver the full cold-weather experience. These destinations are ideal for winter sports and activities, including skiing, snowboarding, snowshoeing or simply sipping cocoa by the fire.

Aspen, Colorado

Aspen is one of the best winter vacation destinations in the United States. Known for its world-class ski resorts, upscale lodges, and breathtaking mountain views, it offers something for everyone. Even if you don’t ski or snowboard, you can enjoy fine dining, art galleries, and festive winter events. It’s the perfect mix of luxury and adventure.

Banff, Alberta

Located in the Canadian Rockies, Banff is a winter wonderland that looks like it came straight from a postcard. Ice skating on Lake Louise, snowshoeing through Banff National Park and riding the Banff Gondola are just a few unforgettable winter activities in this stunning destination. With cozy mountain lodges and the soothing Banff Upper Hot Springs, Banff is one of the best places to visit during winter.

Stowe, Vermont

For a classic New England winter, Stowe delivers charm and outdoor fun. It’s an ideal winter travel destination for cross-country skiing, snowmobiling and enjoying small-town holiday spirit. With snow-covered steeples and warm inns, Stowe is one of the most underrated winter destinations in the United States.

Zermatt, Switzerland

If you’re ready for an international adventure, Zermatt is a top pick for winter travel. With dramatic views of the Matterhorn, world-renowned ski runs and charming alpine architecture, it’s one of the best winter destinations in Europe. Add cheese fondue and cozy chalets, and it’s easy to see why Zermatt is a favorite for winter vacations.

Lake Tahoe, California and Nevada

Lake Tahoe offers the best of both worlds — outdoor adventure and relaxation. The area is home to multiple ski resorts, snowshoeing trails, and après-ski hangouts. You can hit the slopes during the day, then unwind by the lake or at a spa in the evening. It’s one of the best places to visit in the winter for families and couples alike.

Best Places to Escape the Cold

Not everyone wants to experience snow on their winter break. If you prefer sandy beaches to ski slopes, there are plenty of warm-weather getaways that make winter feel like summer. These sunny destinations are ideal for escaping the chill without missing out on a memorable holiday.

Maui, Hawaii

Maui is one of the best places to go during winter for beach lovers. With temperatures in the 70s and 80s, winter is an ideal time to hike the lush trails of Īao Valley, watch whales off the coast and relax on golden beaches. Whether you’re exploring waterfalls or enjoying fresh seafood, Maui offers one of the best winter vacations in the United States.

Cartagena, Colombia

Cartagena is a vibrant Caribbean city with a rich cultural heritage, colonial architecture, and warm temperatures all winter long. Its walled old town is full of colorful streets, markets and local music. Plus, with nearby beaches and islands, it’s one of the best places to visit in December or January when you need a change of scenery.

Canary Islands, Spain

The Canary Islands enjoy spring-like weather year-round, making them a favorite winter holiday destination for European travelers. Located off the northwest coast of Africa, this Spanish archipelago offers volcanic landscapes, hiking trails and plenty of sun. Tenerife and Gran Canaria are especially popular spots for winter travel.

Dubai, United Arab Emirates

Dubai combines modern luxury with desert adventure. Winter is the best time to visit due to milder temperatures, clear skies and festive events. Offering experiences ranging from luxury shopping to dune bashing and beach resorts, Dubai is one of the best winter holiday destinations for travelers who want comfort and excitement.

Key West, Florida

If you want a laid-back getaway that doesn’t require a passport, Key West is a great choice. One of the best winter break destinations in the United States, it offers sunny skies, historic sites and a fun, quirky vibe. Enjoy fresh seafood, sunsets at Mallory Square and snorkeling in crystal-clear waters — all without needing a heavy coat.

Protect Your Trip With Travel Insurance and Assistance Services

Winter is full of possibilities. From skiing in the Rockies to lounging on a beach in the Caribbean, you can shape your perfect seasonal adventure based on what you love most. With so many winter vacation ideas to choose from, it’s never been easier to find a destination that fits your style.

Whether you’re planning a cozy holiday escape or looking for the best places to visit in December, winter travel can be magical, especially when you take steps to help protect it. Before you pack your bags and head out, make sure you have reliable travel insurance and assistance services. It’s the best way to travel smarter this winter and beyond.