Top 26 Winter Getaways in the USA for 2025

Best Cities for a Winter Getaway

When the cold weather arrives, it elicits varying emotions in everyone. Some relish the chill, others dread it. However, regardless of your preferences, winter vacations can provide a refreshing escape. From the snowy magic of Central Park in New York City to the sunny beaches of South Beach Miami, explore exciting winter destinations that are both affordable and thrilling.

1. Savannah, Georgia

Fewer tourists and stunning scenery make Savannah a prime winter getaway. The mild temperatures create a perfect atmosphere for exploring cobblestone streets lined with charming Antebellum architecture. Stroll through the Historic District, visit local museums, and enjoy delightful restaurants in the evening.

Where to stay: River Street Inn

2. Asheville, North Carolina

Famous for its mountain scenery without any overwhelming snowfall, Asheville is a fantastic winter vacation spot. Activities abound in the cozy downtown area, from brewery tours to visiting the iconic Biltmore Estate. Outdoor enthusiasts can also venture into the surrounding Blue Ridge Mountains for maximum adventure.

Where to stay: The Inn on Biltmore Estate

3. Chicago, Illinois for Ice Skating

Though it may not be the first city that comes to mind for winter vacations, Chicago is brimming with holiday cheer. With events like Winter Wonderfest and ice skating in Millennium Park, the city offers a lively spirit for visitors. Enjoy the festive atmosphere while dining at top-rated restaurants.

Where to stay: Hotel Audrey

4. Anchorage, Alaska

Despite the chill of winter, Anchorage reveals fantastic winter activities. Experience breathtaking Northern Lights, go ice fishing, or enjoy a thrilling dog sledding adventure. With only a few hours of daylight, embrace the unique beauty of Alaska in the colder months.

Where to stay: The Lakefront Anchorage

5. New York City, New York

As snow blankets the city, New York City transforms into a winter wonderland. Whether you’re ice skating in Central Park or exploring famous museums, winter offers a wonderful way to experience the Big Apple. Don’t miss the giant Christmas tree at Rockefeller Center.

Check out New York City Itinerary – 5 Days in New York for more tips on what to do.

6. San Juan, Puerto Rico

For those looking to escape the cold, San Juan is an ideal warm winter destination. As a U.S. territory, it’s accessible without a passport for American citizens. Enjoy winter temperatures ranging from 70 to 83 degrees while exploring the rich history of Old San Juan.

7. Honolulu, Oahu

Honolulu offers the perfect retreat from winter with its balmy weather and beautiful beaches. Enjoy local delicacies, vibrant nightlife, and cultural experiences in this Hawaiian paradise.

8. Orlando

Orlando is perfect for families seeking adventurous winter vacations. With world-renowned theme parks like Disney World and Universal Studios, it offers special events during the colder months, ensuring unforgettable experiences for all ages.

9. Yellowstone National Park, Montana/Wyoming

Experience the winter beauty of Yellowstone without the summer crowds. Fewer accessible roads mean you can explore pristine landscapes through snowmobiling or guided tours, making it a unique winter adventure.

10. Joshua Tree National Park, California

A popular winter escape, Joshua Tree offers stunning landscapes of unique rock formations and warm temperatures. Enjoy hiking and camping under a magnificent starry sky during your visit.

11. The Grand Canyon, Arizona

Deadly beautiful during winter, the Grand Canyon combines dramatic views with a coat of snow. While some areas may be closed, the park remains accessible for sightseeing and exploring other scenic trails.

12. Death Valley National Park, California

The Halloween-themed landscape of Death Valley becomes more enjoyable with milder winter temperatures. Drive through its majestic scenery while enjoying comfortable trekking amid unique sights.

13. Crater Lake National Park

Winter transforms Crater Lake into an exquisite snowy paradise. With guided tours available for snowshoeing and snowmobiling, it’s a fantastic location to enjoy winter sports amid breathtaking views.

14. Vail, Colorado

Vail is renowned for its exceptional skiing experiences, ample snow, and picturesque surroundings. Explore over 200 trails and enjoy après-ski activities in this iconic ski resort.

15. Big Sky, Montana

With incredible snowfall, Big Sky offers one of the most thrilling skiing experiences in North America. From stunning views to challenging runs, this destination is a winter sports lover’s dream.

16. Lake Tahoe

Lake Tahoe is famous for its golden sands and skiing spots. From family-friendly resorts to scenic views, enjoy a wealth of winter activities in this dazzling destination. Don’t forget to check out its annual Snowfest event.

17. Park City, Utah

As a former Winter Olympic host, Park City stands out for its incredible skiing and vibrant après-ski scene. With numerous outdoor activities, it’s the perfect winter getaway for adventure seekers.

18. Stowe, Vermont

Stowe’s continuous snow cover ensures superb cross-country skiing trails that welcome fewer crowds. Enjoy a peaceful, intimate winter experience surrounded by nature.

19. New Orleans, Louisiana

For a unique warm winter vacation, head to New Orleans. Experience rich culture, delicious cuisine, and a vibrant atmosphere throughout the city.

20. Key West, Florida

Key West is a picturesque oasis for winter travelers. With pleasant weather and beautiful beaches, it’s an ideal spot to unwind and enjoy outdoor activities.

21. Sedona, Arizona

The breathtaking scenery of Sedona shines in winter. Explore hiking trails amidst beautiful surroundings and indulge in its vibrant artistic community.

22. St. John, US Virgin Islands

Known for its stunning beaches and outdoor adventures, St. John offers a tranquil escape. Spend days on sun-soaked shores and immerse yourself in the natural beauty of the island.

23. Austin, Texas

Austin brings a low-key vibe mixed with live music and diverse culture. Enjoy various outdoor activities beneath the mild winter sun.

24. San Diego, California

Experience San Diego’s beautiful beaches and lively downtown, where the fun doesn’t stop when the temperature cools. Enjoy outdoor dining and a vibrant nightlife scene.

25. Maui, Hawaii

Maui enchants visitors with its warm climate, stunning beaches, and numerous hiking trails. Winter is the best time to witness the migration of whales in Hawaiian waters.

26. Kauai

Kauai, often referred to as the “Garden Isle,” presents breathtaking landscapes filled with tropical adventures. Explore the lush terrain and relax on its pristine beaches.

Final Thoughts

Winter opens up a world of diverse geography and experiences throughout the United States. Whether you seek snow-covered peaks or sunny shores, exciting adventure awaits. So when winter arrives, consider these unforgettable vacation destinations!