A lighthouse, a red-roofed building, and a wooden structure near a coastal area.
Photo by Carole Polney
Open Photo by Carole Polney

Fire Island Ski Holidays

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Top Ski holiday packages in Fire Island

Price found within the past 48 hours. Click for updated prices.
  • 11 Jan - 17 Jan

    Sound View Greenport + Flight

    Greenport
    6 nights
    4.0 star property
    8.4/10 - Very good (768 reviews)
    Return • London (LON) - New York (JFK)
    LHR - JFK • Direct JFK - LHR • Direct
    £1,080
    £782
    per traveller
    found 15 hours ago
    Sound View Greenport
  • 11 Jan - 17 Jan

    Topping Rose House + Flight

    Bridgehampton
    6 nights
    4.5 star property
    9.0/10 - Wonderful (165 reviews)
    Return • London (LON) - New York (JFK)
    LHR - JFK • Direct JFK - LHR • Direct
    £10,940
    £6,511
    per traveller
    found 15 hours ago
    Topping Rose House
  • 11 Jan - 16 Jan

    JW Marriott Essex House New York + Flight

    Manhattan
    5 nights
    4.5 star property
    8.8/10 - Excellent (1,001 reviews)
    Return • Birmingham (BHX) - New York (JFK)
    BHX - JFK • 1 stop EWR - BHX • 1 stop
    £2,071
    £1,387
    per traveller
    found 1 day ago
    JW Marriott Essex House New York
  • 11 Jan - 17 Jan

    Gurney's Montauk Resort & Seawater Spa + Flight

    Montauk
    6 nights
    4.0 star property
    8.2/10 - Very good (878 reviews)
    Return • London (LON) - New York (JFK)
    LHR - JFK • Direct JFK - LHR • Direct
    £2,015
    £1,419
    per traveller
    found 15 hours ago
    Gurney's Montauk Resort & Seawater Spa
  • 11 Jan - 16 Jan

    Hotel Riu Plaza Manhattan Times Square + Flight

    Manhattan
    5 nights
    4.0 star property
    9.2/10 - Wonderful (4,178 reviews)
    "The staff was extremely helpful with early checkin and was happy to hold our luggage before our room was ready and after check out so we could enjoy the city. The room was clean, and the complimentary waters were nice. The buffet breakfast was definitely worth the price. We had an amazing view and delicious meal."
    Reviewed November 11, 2026
    Return • Birmingham (BHX) - New York (JFK)
    BHX - JFK • 1 stop EWR - BHX • 1 stop
    £1,449
    £1,048
    per traveller
    found 1 day ago
    Hotel Riu Plaza Manhattan Times Square

Discover the most popular places to visit in Fire Island

Planning your Fire Island ski holiday

How can I book the best ski holiday to Fire Island in 2026/2027?

Search through alpine adventures on Expedia to plan your perfect snowy ski holiday in Fire Island. Just choose your dates and see what’s available. You might prefer a hotel with a heated outdoor pool, or a private chalet for après ski parties; either way, use the property filters to your ideal match. If ski-in-ski-out is important, use the map view to find those idyllic slopeside properties.

How can I find cheap Fire Island ski holidays?

Boot hire, lift passes, lessons: ski holidays can get pricey, quickly. To make your ski trip more affordable, book Fire Island accommodation a little further from the lifts and go self-catering to cut back on eating out. Sort your search results by price to find options from £782. Prices and availability are subject to change. Additional terms may apply.

Can I book last-minute ski holidays to Fire Island?

Use our handy last-minute deals page to look for ski holidays to Fire Island at a steal. If your dates are fixed, simply input the details and see what specials are available.

What should I consider when booking family ski holidays in Fire Island?

Fire Island is well set up for kids. For the teeniest ski-woks, day care in the snow is a blast. As they get older, they love whizzing around on the hill in ski school. Choose a hotel near the lifts and nursery slopes to save a whole lot of ski-carrying hassle in the mornings. With all that extra time and energy, you can take your sweet time to find a family-favourite bolthole on the mountain for hot chocolate with marshmallows ski breaks.

Can I book all-inclusive ski holidays to Fire Island?

All-inclusive ski holidays are fairly rare, but you can use our filter to see if there are any available in Fire Island. If not, consider booking your flights and accommodation together to save money that way instead.

When's the best time of year to plan a ski trip to Fire Island?

Ski season in Fire Island generally starts around December and slopes off around April. Keep an eye on the snow forecasts though, as you can often find some brilliant deals at the start or end of the season, when it’s also much quieter.

How can I find the best deals on Fire Island ski holiday packages?

If you can be flexible with your ski holiday dates, avoid school holidays and instead buckle up your boots at the start or end of season. Sort your search results by price and look out for self-catered accommodation to save on notoriously expensive ski-resort drinking and dining.

Can I book a Fire Island ski trip with free cancellation and/or flexible dates?

If you’re not 100% sure on plans or just want peace of mind, choose a ski holiday with free cancellation. You can use our free cancellation filter to find properties in Fire Island that offer it.

Why should I book a ski holiday package in Fire Island with Expedia?

Schuss your way to the slopes with Expedia’s smooth booking process. From flights to hotels and even car hire, you’ll find everything you need to plan the ultimate winter wonderland ski holiday.