Find your winter getaway. Book direct for our best price.
From festive holiday trips to tropical escapes, discover the perfect winter stay at the best price, backed by our Price Match Guarantee. Plus, join Hilton Honors for free to unlock exclusive perks and savings.
Choose your winter escape
Festive destinations you'll love
Experience holiday magic in New York
Plan ahead and discover what makes New York City magical in winter, from
renowned holiday lights and window displays to festive markets and skating.
Walk to the Rockefeller Center Tree and ice rink
Stay at New York Hilton MidtownSee the Saks Fifth Avenue light show
Stay at Waldorf Astoria New York
Stay near Times Square and Broadway
Stay at YOTEL New York Times Square
Discover festive things to do in NYC this winter
Read our NYC holiday guide
Step into Chicago's winter wonderland
Celebrate winter in Chicago and enjoy a cozy stay filled with ice skating, Christmas markets, and holiday charm.
Stroll the Magnificent Mile holiday displays
See the iconic Christmas tree and ice rink
Spend a storybook Christmas in London
Book a festive trip to London while the season lasts and experience celebrated Christmas markets, carol singing, and heart-warming seasonal traditions.
- Stay at London Hilton on Park Lane
Experience Hyde Park Winter Wonderland
London Hilton on Park Lane - Visit DoubleTree by Hilton London - Tower of London
See the Tower of London lit up for the holidays
DoubleTree by Hilton London - Tower of London - Stay at NoMad London
Step into Covent Garden's winter magic
NoMad London
Our favorite tropical escapes
Explore Mexico's coast and ancient wonders
Make time for sun-filled days in Tulum and Cancun complete with ancient
landmarks and memorable moments by the sea.
Journey to ancient ruins in Tulum
Stay at Conrad Tulum Riviera Maya
Enjoy carefree time with the family
Stay at Hilton Cancun, an All-Inclusive Resort
Escape to a sanctuary of wellness
Stay at Waldorf Astoria Riviera Maya
Extend your escape and save up to 20%
Explore the Stay Longer in Paradise offer
Find paradise in Hawaii
Book your winter stay in Hawaii and experience sunny days at the beach, memorable whale watching voyages, and authentic cultural experiences.
- Stay at Grand Wailea, A Waldorf Astoria Resort
Go whale-watching in Maui
Grand Wailea, A Waldorf Astoria Resort - Stay at Hilton Hawaiian Village Waikiki Beach Resort
Catch the sunset on Waikiki Beach
Hilton Hawaiian Village Waikiki Beach Resort - Stay at Hilton Waikoloa Village
Tour the Big Island's volcanic landscapes
Hilton Waikoloa Village
Ideas for your next long weekend
Orlando theme parks and family fun
Unwind by the pool, make new memories, and visit iconic theme parks.
Relax by the crystal-clear lagoon
Stay at Conrad Orlando
Float down the winding lazy river
Stay at Hilton Orlando
Stay close to the theme parks
Stay at DoubleTree by Hilton Orlando Theme Park Resort
Get inspiration for a winter trip to Florida
See what to do in Florida this winter
Eclectic San Francisco stays
Explore San Francisco's famous sights, waterfront views, and vibrant downtown energy on a memorable winter city break.
Take in the view from the city's highest sky bar
Walk to shopping, dining, and iconic cable cars
Ring in the New Year in Las Vegas
Celebrate New Year's Eve on the Strip and plan an unforgettable few days sampling world-class dining, entertainment, and nightlife.
- Stay at Conrad Las Vegas at Resorts World
Stay where chic design meets Vegas energy
Conrad Las Vegas at Resorts World - Stay at Waldorf Astoria Las Vegas
Find serenity away from the buzzing Strip
Waldorf Astoria Las Vegas - Stay at Virgin Hotels Las Vegas, Curio Collection by Hilton
Catch live concerts without leaving the resort
Virgin Hotels Las Vegas, Curio Collection by Hilton
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