City Island Ski Vacations
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Top Ski vacation packages in City Island
- The Wall Street Hotel
Oct 21 - Oct 26The Wall Street Hotel + Flight
Manhattan5 nights5.0 star property9.6/10 - Exceptional (737 reviews)Roundtrip • Tokyo (HND) - New York (JFK)HND - LGA • 1 stop LGA - HND • 1 stop￥650,504￥428,653found 1 day agoper traveler - 1 Hotel Central Park
Oct 21 - Oct 261 Hotel Central Park + Flight
Manhattan5 nights5.0 star property9.0/10 - Wonderful (1,009 reviews)Roundtrip • Tokyo (HND) - New York (JFK)HND - LGA • 1 stop LGA - HND • 1 stop￥718,930￥472,014found 1 day agoper traveler - The Towers at Lotte New York Palace
Oct 21 - Oct 26The Towers at Lotte New York Palace + Flight
Manhattan5 nights5.0 star property9.2/10 - Wonderful (692 reviews)Roundtrip • Tokyo (HND) - New York (JFK)HND - LGA • 1 stop LGA - HND • 1 stop￥873,327￥603,822found 1 day agoper traveler - Mandarin Oriental, New York
Sep 8 - Sep 14Mandarin Oriental, New York + Flight
Manhattan6 nights5.0 star property9.2/10 - Wonderful (658 reviews)Roundtrip • Tokyo (TYO) - New York (JFK)NRT - LGA • 1 stop LGA - NRT • 1 stop - Hotel Riu Plaza New York Times Square
Sep 12 - Sep 18Hotel Riu Plaza New York Times Square + Flight
Manhattan6 nights4.0 star property9.0/10 - Wonderful (3,276 reviews)"Good AC for the summer months Rooms on upper floors have great views although small . Don’t like the tacked on $33 resort fee ( for what ?). Location on 8th Ave can be sketchy at times. The included breakfast was fine but be prepared for huge crowds in the mornings-"Reviewed August 6, 2026Roundtrip • Tokyo (HND) - New York (JFK)HND - LGA • 1 stop LGA - HND • 1 stop￥612,965￥436,143found 23 hours agoper traveler
What to do in City Island
NYC: Museum of Modern Art (MoMA) Entry Ticket
Top of the Rock Timed Admission
Planning your City Island ski vacation
What are some things I should consider when booking a City Island 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 City Island ski packages?
Right now, ski trips start at just ￥428,653. Prices and availability are subject to change. Additional terms may apply.
Can I book a beginner ski package in City Island?
Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in City Island. 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 City Island cost?
Sensational ski trips to City Island start from ￥428,653. 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 City Island?
The best time to hit the slopes in City Island 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 City Island 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 City Island 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 City Island with Expedia?
Simple search and fantastic filters make it easy to find, build, and book your dream City Island ski vacation in just a few clicks. It’s ‘snow’ joke, it really is that easy.