A cityscape with several high-rise buildings, including a construction crane, and a large park in the background.

East Side Ski Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

  • Top Ski vacation packages in East Side

    Price found within the past 48 hours. Click for updated prices.

    Trip length

    Stars

    Flight class

    Remove all filters

    Discover the most popular places to visit in East Side

    A spacious train station with high ceilings, large arched windows, and an American flag.

    Photo by TM

    Grand Central Terminal

    Rating: 9.0/10 (54,227 reviews)

    Step beneath the celestial ceiling of Grand Central Terminal, where Beaux-Arts grandeur meets bustling city life. Listen for whispers in the acoustic gallery or savor gourmet offerings at the historic food market.

    See properties

    The Chrysler Building's spire against a clear blue sky.

    Chrysler Building

    Rating: 8.6/10 (5,825 reviews)

    Venture into one of the world’s most iconic buildings, which harks back to a time of industrial growth and art deco flair.

    See properties

    A tall, modern skyscraper with reflective glass windows and a grid-like facade.

    One Vanderbilt

    One Vanderbilt is just one of the places to see in New York, so why not enjoy the other things to explore during your travels? Experience the acclaimed theater scene and fascinating museums in this vibrant area.

    See properties

    A dimly lit indoor space with a reflective floor, a stage with a few people, and a large industrial structure in the background.

    Photo by Barry Rowell

    Park Avenue Armory

    Rating: 8.8/10 (3 reviews)

    You can spend time studying the exhibits at Park Avenue Armory during your travels in New York. Experience the acclaimed art scene and entertainment choices in this vibrant area.

    See properties

    92nd Street Y

    Rating: 9.0/10 (7 reviews)

    Enjoy a stop at 92nd Street Y, an entertaining place to visit in New York. Experience the acclaimed art scene and fascinating museums in this vibrant area.

    See properties

    Webster Hall

    You can make plans for a show at Webster Hall during your stay in New York. Experience the entertainment choices and acclaimed art scene in this vibrant area.

    See properties

    Irving Plaza

    After visiting Irving Plaza, make a plan to see the other sights and activities in New York. Experience the acclaimed theater scene and fascinating museums in this vibrant area.

    See properties

    Gracie Mansion

    Find out about the history of New York when you spend time at Gracie Mansion. Experience the acclaimed theater scene and fascinating museums in this vibrant area.

    See properties

    What to do in East Side

    Edge Immersive Observation Deck Ticket

    Edge Immersive Observation Deck Ticket

    $43

    per adult

    94% of travelers recommend

    New York’s Best Skyline View, Top of the Rock at Rockefeller Center

    Top of the Rock Timed Admission

    $41

    per adult

    90% of travelers recommend

    NYC Pub Crawl & Rooftop Clubbing Experience

    NYC Pub Crawl & Rooftop Clubbing Experience

    $25

    per adult

    0% of travelers recommend

    See all activities in East Side

    Top Ski East Side Hotels

    Pod 39

    An outdoor patio with brick flooring, wooden tables and stools, and string lights.
    • Address: 145 East 39th Street, New York, NY, 10016, US
    • Location: 0.8 mi from East Side
    • Star rating: 3/5
    • Guest rating: 9.2/10 (Wonderful, 2037 reviews)
    • Price: $126 nightly, $148 total, Nov 29 - Nov 30, Total with taxes and fees, for Top Ski East Side Hotels
    • Review: "The room was not properly cleaned. There was visible dust, food debris on the table, and even debris on top of the bedsheet. I initially overlooked these issues and cleaned them myself. However, what happened next was far more serious and completely unacceptable. Dark brown, murky, foul-smelling water was coming out of the sink and shower, and the toilet bowl was also filled with discolored water. I let the water run and flushed the toilet several times, hoping it would clear, but the problem...

    HGU New York

    A grand entrance with three arched doors, a central doorway, and a decorative canopy.
    • Address: 34 East 32nd Street, New York, NY, 10016, US
    • Location: Midtown East, 1.2 mi from East Side
    • Star rating: 4/5
    • Guest rating: 8.6/10 (Excellent, 1002 reviews)
    • Price: $148 nightly, $173 total, Nov 29 - Nov 30, Total with taxes and fees, for Top Ski East Side Hotels
    • Review: "Our room was advertised at 230 sf while our room was half that size. The bathroom smelled like mildew, the floors were dirty and the AC was not working. The staff was terribly unaccommodating, and quite rude. They did nothing to compensate for our less than satisfactory experience for a special occasion. It was not even fit for a normal stay - the worst being the very small rooms and cleanliness. We picked this hotel bc of the advertised larger rooms in NYC and could barely walk by each...

    Courtyard by Marriott New York Manhattan/Midtown East

    A modern hotel room with a kitchenette, dining area, and a large window with a city view.
    • Address: 866 3rd Avenue, New York, NY, 10022, US
    • Location: 0.2 mi from East Side
    • Star rating: 3/5
    • Guest rating: 9/10 (Wonderful, 2319 reviews)
    • Price: $163 nightly, $191 total, Nov 22 - Nov 23, Total with taxes and fees, for Top Ski East Side Hotels

    Hilton Garden Inn New York/Midtown Park Ave

    A restaurant with a bar area, wooden tables and chairs, and a green wall with plants.
    • Address: 45 E 33rd St, New York, NY, 10016, US
    • Location: Midtown East, 1.1 mi from East Side
    • Star rating: 3/5
    • Guest rating: 8.8/10 (Excellent, 1294 reviews)
    • Price: $147 nightly, $172 total, Nov 22 - Nov 23, Total with taxes and fees, for Top Ski East Side Hotels

    Nester Finn Grand Central

    A modern lobby with a glass revolving door, red seating, and a view of the street outside.
    • Address: 222 E 39th St, New York, NY, 10016, US
    • Location: 0.8 mi from East Side
    • Star rating: 4/5
    • Guest rating: 9.2/10 (Wonderful, 34 reviews)
    • Price: $172 nightly, $201 total, Nov 15 - Nov 16, Total with taxes and fees, for Top Ski East Side Hotels

    Hyatt Union Square New York

    A restaurant interior with wooden tables, cushioned seating, hanging pendant lights, and a bar area with shelves of bottles.
    • Address: 134 Fourth Avenue, New York, NY, 10003, US
    • Location: 2.1 mi from East Side
    • Star rating: 4/5
    • Guest rating: 8.6/10 (Excellent, 1000 reviews)
    • Price: $189 nightly, $221 total, Nov 22 - Nov 23, Total with taxes and fees, for Top Ski East Side Hotels

    Moxy NYC East Village

    An outdoor bar area with a wooden bar counter, blue bar stools, and a seating area with wicker furniture and cushions.
    • Address: 112 EAST 11TH STREET, New York, NY, 10003, US
    • Location: 2.1 mi from East Side
    • Star rating: 4/5
    • Guest rating: 9/10 (Wonderful, 1420 reviews)
    • Price: $223 nightly, $260 total, Nov 23 - Nov 24, Total with taxes and fees, for Top Ski East Side Hotels
    • Review: Great spot but they need to get rid of that skee ball machine in the lounge. Once a kid gets his hands on those balls, kiss your quiet morning with coffee and a pastry from their coffee bar goodbye.

    Hotel 32 32

    A modern lobby with a fireplace, seating area, and a bookshelf with books and decorative items.
    • Address: 32 E 32nd Street, New York, NY, 10016, US
    • Location: Midtown East, 1.2 mi from East Side
    • Star rating: 4/5
    • Guest rating: 8/10 (Very good, 2651 reviews)
    • Price: $138 nightly, $162 total, Nov 22 - Nov 23, Total with taxes and fees, for Top Ski East Side Hotels
    • Review: Horrible experience. My room was hot, the toilet stopped working, a giant roach appeared in my shower, and the walls were so thin I was kept up every night by my neighbor blasting their tv. In addition, breakfast is not included and the beautiful lobby in their listing does not exist! I ended up checking out two nights early, do not recommend.

    Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

    See all properties in East Side

    Planning your East Side ski vacation

    What are some things I should consider when booking a East Side ski trip package?

    Yes, you want pristine powder and perfect runs, but take a moment to consider how close you want to be to the slopes, what extras you want from your resort, and—of course—how much après ski you intend to indulge in.

    How can I find cheap East Side ski packages?

    Right now, ski trips start at just $404. Prices and availability are subject to change. Additional terms may apply.

    Can I book a beginner ski package in East Side?

    Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in East Side. Book lessons so you can gear up to take on the rest of the mountain with confidence. Après awaits for all after an eventful day in the snow.

    How much does a ski trip to East Side cost?

    Sensational ski trips to East Side start from $404. Use the budget filter to find powder at your perfect price. As always, prices and availability are subject to change. Additional terms may apply.

    When’s the best time of year to plan a ski trip to East Side?

    The best time to hit the slopes in East Side depends on what you’re looking for. If you’re all about powder-packed pistes and brilliant blue-sky skiing conditions, aim for the middle of the season. Alternatively, if you’re willing to take a chance on start or end of season snow, you’ll bag much cheaper prices —just make sure there’s a spa or après bar to shelter in on white-out days.

    Can I book East Side ski packages with airfare?

    Save money on your snow time by booking your accommodation, airfare, and car rental in a brilliant bundle. It’s both convenient and cash-flow friendly.

    Can I book a East Side ski trip with free cancellation and/or flexible dates?

    Flexibility is always a bonus when you’re flying down the slopes—and it makes for an easier booking process, too. Check the payment option filter to find trips with free cancellation as well as buy now, pay later options.

    Why should I book a ski package in East Side with Expedia?

    Simple search and fantastic filters make it easy to find, build, and book your dream East Side ski vacation in just a few clicks. It’s ‘snow’ joke, it really is that easy.

    Explore a world of travel with Expedia