Winter wonderland getaways inspired by your favorite holiday movies
Make this holiday season unforgettable with a winter escape inspired by your favorite films.
Edited by Robin Reetz | October 1, 2025
With the holidays just around the corner, we’re nostalgic for the iconic rom-coms and heartwarming movies that make up the season. Holiday movies from the 1990s and early 2000s are loved for capturing holiday magic. Why not take inspiration from these classic holiday films and create your own wintertime adventures? Below, we’re sharing tips on how to plan a winter wonderland escape with the charm and romance of your favorite holiday movie.
Discover the magic of London
If you (like the leading lady of a popular holiday movie) dream of a solo-stay-turned-picturesque-getaway in England, a visit to 100 Queen's Gate Hotel London Kensington, Curio Collection by Hilton is a must. This stylish hotel offers elegant rooms, a relaxing atmosphere, and a prime location near Kensington Palace and Hyde Park. Imagine sipping hot cocoa by the fireplace in the hotel's cozy library lounge or sampling freshly baked scones and sweet treats during the botanical-themed afternoon tea.
To really feel like you’re in a winter wonderland, embrace the holiday magic by making time to explore London's festive markets, ice skating rinks, and holiday lights. Each year, the famous Kensington High Street (less than 10 minutes away from your hotel) transforms into a festive paradise, complete with twinkling lights, holiday decor, colorful decorations, and charming shops. It’s the perfect setting to stage your own holiday rom-com. When the day is done, head back to your cozy room at the 100 Queen’s Gate Hotel for rest and relaxation.
Experience the charm of Chicago
If your go-to holiday film centers around the Chicago Transit Authority and finding love amid a case of mistaken identities, there’s a high chance you’ll be drawn to the charm of Chicago's winter landscape. Hilton Chicago is an excellent choice for a magical getaway, offering stunning views of Lake Michigan and the city's iconic skyline from many of its rooms and suites.
Guests can enjoy ice skating at the McCormick Tribune Ice Rink in Millennium Park, or cozy up at 720 South Grill & Bar, the hotel’s on-site restaurant. Commit your festive trip to memory (and social media) with an iconic photo op in front of the famed "Cloud Gate" sculpture, also known as "The Bean".
Explore the excitement of New York City
Love the charm of the big city? A visit to New York City during the holiday season is a must. You might not be able to travel through a candy cane forest, but a walking tour to take in the famous holiday windows on Fifth Avenue is guaranteed to be just as magical. Add in a stop at the Empire State Building and ice skating in front of the iconic Rockefeller Center tree, and your holiday movie-inspired getaway is off to a great start. Anchor your trip with a stay at Waldorf Astoria New York, which offers stunning city views and a chance to immerse yourself in a piece of New York history. The hotel is known for its lovingly restored Art Deco architecture, as well as its long legacy of hosting celebrities. Between the hotel and the jolly offerings found at the city's holiday markets and theatrical shows, you’ll feel like you’re part of your own real-life holiday movie.
Insider tip: Tap the hotel’s expert concierge team to organize a few special touches throughout your stay, like a romantic dinner or a festive holiday show.
As you start your holiday planning, remember that the magic of the season lies in the memories you create. By drawing inspiration from your favorite festive films and incorporating personal touches, you can book a winter wonderland getaway that feels like a dream come true. So, grab some hot cocoa, settle in by the fire, and let the joy of the season unfold.
Disclaimer: We used AI assistance to generate this content. All information was reviewed by Hilton's team to ensure it meets our standards for accuracy and ethics, allowing us to better match your travel needs and connect you with the right stay.
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