The 13 Best Places To Go in the Winter, From Ski Resorts to Sunny Beaches

Winter vacations offer an extraordinary mix of experiences, from the excitement of gliding down snow-covered slopes to the serenity of a warm beach under a sunlit sky.

Imagine yourself breathing in the crisp, cool air of a snowy mountain, where the white landscapes present a winter wonderland, perfect for skiing and snowboarding enthusiasts.

You can walk through streets adorned with festive lights, indulge in seasonal treats, and feel the vibrant energy of local celebrations. From historical markets brimming with holiday cheer to cultural hubs alive with art and music, these places transform the winter months into a time of joy and wonder.

Whether it’s the thrill of winter sports or the comfort of warmth you seek, a winter vacation can be a memorable adventure, offering a blend of activities and experiences to suit every taste and preference.

Best Places To Go in the Winter

Sarasota, Florida

Sarasota, Florida
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Sarasota, Florida

Sarasota, a city known for its vibrant arts scene and stunning natural beauty, offers a plethora of activities to enjoy during winter. Explore the area’s farmers’ markets like Sarasota Farmers Market or Phillippi Farmhouse Market, where you can find fresh citrus, avocados, and more.

If you’re into discovering nature’s treasures, head to nearby Venice to search for shells and shark teeth along the beautiful beaches. Museums, including The John and Mable Ringling Museum of Art, provide a perfect blend of education and fun with their vast art collections and historical exhibits.

Don’t miss visiting the Mote Marine Laboratory & Aquarium, an underwater wonderland with diverse marine species. Immerse yourself in Sarasota’s rich cultural scene by visiting local art galleries or enjoying live performances at performing arts venues.

For food enthusiasts, the city’s dining scene ranges from casual brunch spots to fine dining establishments, offering a variety of culinary delights. The craft beer scene is also noteworthy, with numerous local breweries to visit​​​​​​.

Louisville, Kentucky

Louisville, Kentucky
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Louisville, Kentucky

Louisville, Kentucky, is a delightful winter destination offering a unique blend of activities. If you’re into winter sports, head over to Paoli Peaks, just outside the city, for some skiing or snowboarding amidst the beautiful snow-covered trees.

For a more relaxed experience, enjoy ice skating at the quaint Alpine Ice Arena, which gives off a cozy, retro vibe. Explore Louisville’s rich history by visiting the Conrad-Caldwell House Museum, a Victorian castle in Old Louisville, which is particularly enchanting during the spooky season with its ghost tours.

Indulge in some antique shopping for a different kind of historical experience, with plenty of unique finds reflecting Louisville’s heritage.

And of course, don’t miss out on the Urban Bourbon Experience, which takes you on a tour of more than ten distilleries, offering tastings and bourbon-inspired culinary delights. This experience truly captures the essence of Kentucky’s bourbon culture​​.

Burlington, Vermont

Burlington, Vermont
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Burlington, Vermont

Burlington, Vermont, is a winter wonderland with activities that charm and delight. Snowshoeing at North Beach is a popular way to explore the scenic landscape, offering a tranquil escape into nature.

For a more unique and leisurely experience, consider a sleigh ride at Shelburne Farms, a short drive from downtown, where you can also enjoy winter farmers’ markets and educational events.

The Church Street Marketplace, a main thoroughfare, becomes a hub of activity with its festive lights, local boutiques, and cozy eateries like The Farmhouse and E B Strong’s Steakhouse.

Brewery enthusiasts can delight in Vermont’s rich craft beer scene with multiple breweries in and around downtown, including Foam Brewers and Citizen Cider. For a blend of fun and nostalgia, visit The Archives, an arcade bar with vintage games and creative cocktails.

If you’re looking for a bit of culture, catch a live show or visit the Burlington Winter Farmers Market to experience the city’s vibrant community spirit​​​​​​​​.

Pittsburgh, Pennsylvania

Pittsburgh, Pennsylvania
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Pittsburgh, Pennsylvania

Pittsburgh, Pennsylvania, transforms into a festive and lively city during the winter months. The city’s unique topography, with its hills and rivers, becomes a picturesque backdrop for various winter activities.

Cultural enthusiasts can enjoy Pittsburgh’s rich arts scene, which includes museums, galleries, and live performances. For outdoor adventurers, the nearby Allegheny Mountains provide ample opportunities for skiing and snowboarding.

Pittsburgh is also known for its vibrant food scene, with cozy cafes and restaurants offering hearty meals perfect for the chilly weather. The city’s numerous parks, dressed in winter whites, offer a serene escape for walking or just enjoying the snowy scenery.

St. Louis, Missouri

St. Louis, Missouri
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St. Louis, Missouri

St. Louis, Missouri, shines in winter with its own unique charm. The city transforms into a wonderland of lights and holiday cheer, making it a perfect getaway for those who love urban adventures mixed with seasonal festivities.

Picture strolling through the historic streets, illuminated with twinkling lights, or warming up with a hot beverage at a local café.

The city’s rich cultural scene comes alive during the colder months, offering a blend of music, art, and history that’s sure to enrich your visit. Don’t forget to explore the iconic Gateway Arch, which offers a stunning view of the city blanketed in snow.

St. Louis is also home to delightful winter markets and cozy restaurants, where you can savor local culinary delights and experience the warmth of Midwestern hospitality.

Honolulu, Hawaii

Honolulu, Hawaii
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Honolulu, Hawaii

In Honolulu, Hawaii, the winter months are quite mild and enjoyable compared to many other places. The average temperature during winter hovers around 78 degrees Fahrenheit (25.6 degrees Celsius), making it an ideal destination for those looking to escape colder climates.

Imagine strolling along the world-famous Waikiki Beach, feeling the soft sands beneath your feet and the gentle ocean breeze. The city’s warm climate makes it perfect for snorkeling, surfing, and exploring lush landscapes.

Discover the rich history and culture of the Pacific at places like the Polynesian Cultural Center. Embrace the relaxed Hawaiian vibe with a luau under the stars, complete with traditional music and hula dancing. Honolulu offers an escape to a sunny, serene winter, far from the cold and snow.

South Padre Island, Texas

South Padre Island, Texas
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South Padre Island, Texas

South Padre Island in Texas is a winter haven for those seeking warmer climates. This coastal paradise is ideal for bird watching, with the South Padre Island Birding and Nature Center being a prime spot to observe diverse bird species.

The island’s long sandy beaches are perfect for leisurely strolls or exciting water sports. For nature lovers, the Laguna Atascosa National Wildlife Refuge offers opportunities to see local wildlife in their natural habitat.

South Padre Island is also known for its vibrant nightlife, with a variety of bars and restaurants to enjoy after a day of exploring. The area hosts several winter events and festivals, adding to the lively atmosphere of the island.

Fishing enthusiasts can indulge in deep-sea fishing adventures, while those seeking relaxation can enjoy the serene beach settings. 

Palm Springs, California

Palm Springs, California
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Palm Springs, California

Palm Springs, California, is an oasis of warmth and relaxation during the winter. Known for its upscale, fine-living atmosphere, it’s the perfect place for a rejuvenating winter vacation.

You can enjoy outdoor activities like golfing and hiking in the comfortable winter temperatures or relax in one of the many luxurious resorts. The city’s stunning scenery, dotted with palm trees and framed by mountains, provides a serene backdrop for relaxation.

Palm Springs also boasts a vibrant cultural scene, with art galleries, museums, and theaters to explore. Whether you’re looking to engage in outdoor adventures or prefer a more laid-back vacation lounging by the pool, Palm Springs offers an elegant escape from the winter cold.

Jackson Hole, Wyoming

Jackson Hole, Wyoming
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Jackson Hole, Wyoming

Jackson Hole, Wyoming is a winter paradise, offering a magical mix of snow, adventure, and scenic beauty. Imagine dog sledding through pristine landscapes with exuberant Alaskan Huskies, or perhaps you’d prefer the thrill of downhill skiing at Jackson Hole Mountain Resort.

With over 130 trails and breathtaking views of the Teton Range, it’s a skier’s dream come true. For a more serene experience, take a sleigh ride through the National Elk Refuge, where you’ll get up close with wildlife in a stunning winter setting.

Don’t miss out on the scenic U.S. Hwy 26 drive for awe-inspiring views of the Teton Mountain Range and Snake River.

For those who love exploring nature, Grand Teton National Park is just a short drive away, offering snowshoeing adventures and picturesque trails like the ones to Taggart and Bradley Lakes. The experience in Jackson Hole is rounded off with a visit to the cozy fireplace at FIGS or a dip in the Astoria Park Conservancy’s hot springs​​​​.

Sun Valley, Idaho

Sun Valley, Idaho
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Sun Valley, Idaho

Sun Valley, Idaho, is a prestigious winter destination offering an array of outdoor adventures and luxurious amenities. Renowned for its skiing and snowboarding opportunities, Sun Valley caters to all levels of enthusiasts with its well-groomed slopes and picturesque scenery.

The area is also ideal for cross-country skiing, with numerous trails that offer a more serene way to explore the snowy landscape. For those seeking relaxation, Sun Valley’s upscale spas and wellness centers provide a perfect retreat from the cold.

The town is also known for its vibrant arts scene, featuring galleries and cultural events that add a touch of sophistication to the winter experience. Fine dining establishments and cozy lodges further enhance the charm of this idyllic mountain town.

Asheville, North Carolina

Asheville, North Carolina
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Asheville, North Carolina

Asheville, North Carolina, nestled in the Blue Ridge Mountains, is a picturesque destination for winter getaways. The city’s historic downtown area, with its unique architecture and vibrant arts scene, offers an array of shopping, dining, and entertainment options.

Winter in Asheville brings the opportunity to explore the Biltmore Estate, America’s largest home, adorned in festive holiday decor. For outdoor enthusiasts, the surrounding mountains provide numerous hiking trails that offer breathtaking views of the winter landscape.

Asheville’s thriving craft beer scene, with an abundance of local breweries, is perfect for those looking to sample unique brews. The city also hosts various winter events and festivals, showcasing Asheville’s rich cultural heritage. For relaxation, visit one of the many spas in the area for a rejuvenating experience.

St. George, Utah

St. George, Utah
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St. George, Utah

In contrast to the snowy landscapes of Wyoming and Missouri, St. George, Utah, presents a milder winter experience. This destination is ideal for those looking to escape the extreme cold and enjoy outdoor activities in a more temperate climate.

Hiking trails remain open and inviting, allowing you to explore the natural beauty without the hindrance of snow and ice.

St. George is surrounded by scenic landscapes, including majestic red rock formations and serene desert vistas, perfect for photography enthusiasts and nature lovers.

The city also boasts a vibrant arts scene, with galleries and theaters offering a cultural feast. And for the golfers, St. George’s winter is a dream, with its numerous golf courses remaining open and playable throughout the season.

Key West, Florida

Key West, Florida
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Key West, Florida

Key West, Florida, is a winter paradise for those seeking sun, sea, and sand. Its subtropical climate ensures warm temperatures perfect for beach activities. You can explore the beautiful coral reefs by snorkeling or diving, or simply relax on the sandy beaches.

Key West’s laid-back atmosphere is complemented by its rich history and vibrant street life, with plenty of bars, cafes, and galleries to explore. The island is famous for its stunning sunsets, which you can enjoy from Mallory Square, a popular gathering spot for locals and tourists alike.

For a unique experience, visit the Ernest Hemingway Home and Museum, where the famous author lived and wrote for a decade. Key West’s blend of natural beauty, historical charm, and lively street scene makes it an ideal winter getaway.

Final Thoughts

In winter, your vacation choices are as diverse and exciting as the world itself. From the snow-dusted peaks of ski resorts where you can carve down slopes to the sun-soaked beaches where waves gently lap the shore, each destination offers its unique blend of wonder.

Embrace the thrill of snowboarding or find serenity under the sun’s warm embrace. Indulge in local delicacies, soak in rich culture, or simply unwind in nature’s lap.

Whether you’re seeking adrenaline-fueled adventures or peaceful retreats, the perfect winter escape is waiting for you. Let your spirit of exploration guide you to unforgettable experiences this winter.