Warm up to your winter wonderland
Whether you’re craving a snowy retreat or a sunshine escape, we’ve got winter stays wrapped up.
Discover the wonders of winter travel with a trip to a magical location.
Stay in Park City
Plan your perfect cold weather getaway at Waldorf Astoria Park City. Perfect for snow-loving thrillseekers, it's the only luxury hotel with slope-side access to Park City Mountain, the largest ski resort in the United States. Hit the slopes, then get cozy by the fire. From skiing and snowboarding to private s’more toasting experiences, you can make holiday memories to last a lifetime.
Cozy Colorado ski retreat
Looking for a ski retreat with mountain views? Highline Vail - a DoubleTree by Hilton is nestled within stunning Colorado scenery, minutes from Vail Mountain. With ski and bike rentals available and convenient shuttle service to the slopes, you can relax after a day on the mountains with a massage, or get cozy by the patio fireplace.
Grand winter getaway
The Benson is a historic boutique dripping with grandeur, in the heart of downtown Portland. With cozy fireplaces and atmospheric interiors, this hotel is the perfect base for experiencing Portland’s winter events and sampling the vibrant local cuisine. Discover the Pearl District on our doorstep, home to cultural hotspots and First Thursday, a monthly art walk.
Warm weather getaways
Craving sunshine over snow days? Leave the cold weather behind and check out these destinations, perfect for sun lovers.
If you’re a fan of balmy temperatures, Miami might be the ideal destination for your warm weather winter vacation. A much loved location for beach fans, Miami enjoys sunshine and warm water temperatures in winter, making it just right for chilling on the sand, swimming and water sports. Spend your days at South Beach or Miami Beach, try kayaking, party in Little Havana or enjoy a helicopter ride with stunning views. Who says summer has to end?
Enjoy the best of both worlds with a winter trip to LA. With temperatures still pleasantly warm in the city, you’ll be just an hour’s drive from the snowcapped mountains. Ride the ski lift at Mount Baldy or follow the Angeles Crest Highway for a snowy escape.
If you're set on shunning the cold, there’s plenty of fun to be had in the city, with museums, shops, dining, and nightlife. Take a walk along the beach or make the most of the milder climate with a hike to the top of Mount Hollywood.
If you really want to get away from it all, consider a winter break to the Maldives. With plenty of sunshine and warm temperatures almost all year round, it's the perfect destination for sun worshippers. With white-sand islands and palm trees galore, this slice of paradise is an ideal spot for travelers who want to snorkel, scuba dive, or simply sunbathe their winter days away.
Sweater season stays
From ski trips to boutique breaks, discover a different kind of Stay.
Where will winter take you?
If you're looking for inspiration for your travels this snowy season, we've got you covered.
Experience the festive magic of a European city break with these hand-picked destinations.
Want to brighten up your holiday season? Check out our exciting winter vacation spots.
Nothing beats the blues like booking a blissful retreat someplace new. Chill mode: activated.
Winter workouts on the move
Keep up your fitness regime over the holidays with Hilton x Peloton. Bikes are free to use for all our guests* – Peloton membership is not required. Already a Member? Use your existing login to sign into the Bike and keep your streak alive.
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