
City Island Ski Holidays
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Top Ski holiday packages in City Island
Price found within the past 48 hours. Click for updated prices.
Trip length
3 nights4 nights5 nights6-7 nights
Stars
5 star4 star & up3 star & up2 star & up
Flight class
EconomyPremium economyBusinessFirst class
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15 Jan - 21 Jan
414 hotel + Flight
Manhattan
6 nights
6.0/10 - (295 reviews)
Return • London (LON) - New York (JFK)
LHR - JFK • 1 stop JFK - LHR • 1 stop
£948
per traveller
found 1 day ago




4 Feb - 7 Feb
The St. Regis New York + Flight
Manhattan
3 nights
9.2/10 - Wonderful (295 reviews)
"The managers need complete retraining or higher managers that are way more capable in dealing with customers and not fighting and arguing with them and telling them they’re wrong"
Reviewed November 6, 2026
Return • Edinburgh (EDI) - New York (JFK)
EDI - JFK • Direct EWR - EDI • 1 stop
Save 100% on your flight
£1,658
per traveller
found 1 day ago




20 Jan - 25 Jan
JW Marriott Essex House New York + Flight
Manhattan
5 nights
8.8/10 - Excellent (1,000 reviews)
Return • Dublin (DUB) - New York (JFK)
DUB - JFK • Direct JFK - DUB • 1 stop
£1,070
per traveller
found 1 day ago




28 Dec - 1 Jan
1 Hotel Central Park + Flight
Manhattan
4 nights
9.0/10 - Wonderful (1,009 reviews)
"I found slippers from a previous costumer at my room… they def didn’t clean well! I got allergies and despite the demands for ice they would arrive only a day later"
Reviewed November 12, 2026
Return • Dublin (DUB) - New York (JFK)
DUB - EWR • Direct EWR - DUB • 1 stop
£1,925
per traveller
found 1 day ago




3 Feb - 8 Feb
1 Hotel Brooklyn Bridge + Flight
Brooklyn
5 nights
9.2/10 - Wonderful (1,001 reviews)
Return • London (LON) - New York (JFK)
LHR - JFK • Direct JFK - LHR • Direct
£1,701
per traveller
found 1 day ago
Discover the most popular places to visit in City Island
City Island Nautical Museum
You can spend an afternoon studying the exhibits at City Island Nautical Museum during your trip to Bronx. While you're here, you can savour the top-notch restaurants.
What to do in City Island

SUMMIT One Vanderbilt Experience Tickets
£36
per adult
94% of travellers recommend

New York Explorer Pass: Visit 2-10 Attractions and Save Up to 50 Percent
£63
per adult
84% of travellers recommend

Empire State Building Observation Deck & Museum Ticket
£37
per adult
90% of travellers recommend
See all activities in City Island
Planning your City Island ski holiday
How can I book the best ski holiday to City Island in 2026/2027?
Search through alpine adventures on Expedia to plan your perfect snowy ski holiday in City 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 City Island ski holidays?
Boot hire, lift passes, lessons: ski holidays can get pricey, quickly. To make your ski trip more affordable, book City 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 £948. Prices and availability are subject to change. Additional terms may apply.
Can I book last-minute ski holidays to City Island?
Use our handy last-minute deals page to look for ski holidays to City 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 City Island?
City 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 City Island?
All-inclusive ski holidays are fairly rare, but you can use our filter to see if there are any available in City 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 City Island?
Ski season in City 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 City 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 City 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 City Island that offer it.
Why should I book a ski holiday package in City 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.
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