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Your Ultimate Winter Itinerary

Seasonal Experiences to Savor During the Cold Season

Make the most of winter in the city with this can’t-miss itinerary. From cozy lounges and seasonal winter bites to soaking in the energy of Times Square and catching a Broadway show, we’ve curated experiences that capture the magic of Manhattan in winter—right at your doorstep.

Unwind at the 5 o’Clock Somewhere Rooftop Bar

Head up to the 31st and 32nd floors to discover the 5 o’Clock Somewhere Rooftop Bar, where panoramic skyline views pair perfectly with winter-inspired cocktails. Cozy up with seasonal sips, take in the city lights, and toast to winter in Times Square from above.

Unwind at the 5 o’Clock Somewhere Rooftop Bar See More

Winter Magic at Bryant Park Winter Village

Just a short walk from your stay, Bryant Park Winter Village transforms Midtown Manhattan into a festive winter playground through early spring. Explore the charming holiday shops—open through January 4, 2026—for unique gifts and seasonal finds, then lace up your skates for free-admission ice skating on NYC’s iconic rink, which stays open daily through March 1, 2026.

Whether you’re browsing artisan booths with a warm drink in hand or gliding across the ice under shimmering lights, it’s a must-see winter destination in the heart of the city.

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Winter Wellness Series

Reset, recharge, and discover your winter rhythm with our Winter Wellness Series. This special January yoga series brings mindful movement indoors to LandShark Bar & Grill on Saturdays at 9 AM, starting January 10, with more dates coming soon. After class, refuel with refreshing mocktails and a healthy breakfast—an energizing way to start the year feeling balanced, refreshed, and ready for whatever the city brings.

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Cozy Up with Room Service

Stay in and savor winter comforts from the warmth of your room. Margaritaville’s room service delivers cozy seasonal dishes, comforting bites, and festive sips right to your door. Perfect for a slow morning, a laid-back afternoon, or a relaxing night in after exploring Times Square. Settle in, unwind, and enjoy the ultimate in comfort and convenience without ever leaving your suite.

Sip & Snack at the Tiki Bar

Escape to the tropics without leaving the block at the Tiki Bar, tucked inside the Margaritaville Restaurant. Swing by for tiki-inspired drinks, casual bites, and a relaxed island atmosphere, no passport required.

Sip & Snack at the Tiki Bar Explore

Explore Times Square & Broadway

Step outside the resort and dive into the vibrant energy of Times Square in winter. Catch a Broadway show, take advantage of seasonal shopping offers at nearby boutiques, or stroll iconic streets glowing with winter lights. From exclusive dining experiences to can’t-miss local attractions, the neighborhood is filled with moments that make a winter escape in the city truly unforgettable.

Explore Times Square & Broadway Plan Your Adventure

Stay Connected With Margaritaville Times Square

There’s always something going on at Margaritaville, from exciting events to exclusive deals to new facilities for you to enjoy. Sign up for our newsletter, and you’ll be among the first to know our latest offers and updates.

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