A river winding through a densely populated residential area with numerous houses and docks along the water.

City Island Ski Vacations

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Top Ski vacation packages in City Island

Price found within the past 48 hours. Click for updated prices.
  • The exterior of Hotel St. James with a prominent entrance, a sign for Connelly's Pub, and a view of the street.
    Jan 12 - Jan 14

    Hotel St. James + Flight

    Manhattan
    2 nights
    3.0 star property
    8.8/10 - Excellent (8,202 reviews)
    "All was good. Good value"
    Reviewed November 12, 2026
    Roundtrip • Orlando (MCO) - New York (JFK)
    MCO - LGA • Nonstop LGA - MCO • Nonstop
    NT$16,975
    NT$11,876
    per traveler
    found 4 hours ago
    Hotel St. James
  • A historic building with ornate architectural details, multiple floors, and illuminated windows.
    Jan 12 - Jan 14

    The St. Regis New York + Flight

    Manhattan
    2 nights
    5.0 star property
    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
    Roundtrip • Orlando (MCO) - New York (JFK)
    MCO - LGA • Nonstop LGA - MCO • Nonstop
    NT$96,456
    NT$56,560
    per traveler
    found 4 hours ago
    The St. Regis New York
  • A dining area with a large window overlooking a cityscape, featuring a table with chairs and a meal.
    Jan 12 - Jan 14

    Hotel Riu Plaza Manhattan Times Square + Flight

    Manhattan
    2 nights
    4.0 star property
    9.2/10 - Wonderful (4,184 reviews)
    "The whole elevator experience is dreadful! If you are trying to access the elevator during peak times expect 20min plus wait times. This becomes very annoying when the only lobby bathroom and gym is in the cellar and you have to wait a long time to go up or down one flight. The hotel refused to let us use the stairs even to go down just the one flight of stairs. The happy hour menu looked good, however the drinks were horrible. Only part took in it once. $24.00 for breakfast is outrageous. Spend..."
    Reviewed November 12, 2026
    Roundtrip • Orlando (MCO) - New York (JFK)
    MCO - LGA • Nonstop LGA - MCO • Nonstop
    NT$20,088
    NT$14,621
    per traveler
    found 4 hours ago
    Hotel Riu Plaza Manhattan Times Square
  • A building with a black awning displaying "THE WILLIAM" sign, a set of stairs leading to the entrance, and decorative iron railings.
    Jan 12 - Jan 14

    The William Hotel Midtown, New York + Flight

    Manhattan
    2 nights
    3.5 star property
    9.4/10 - Exceptional (304 reviews)
    Roundtrip • Orlando (MCO) - New York (JFK)
    MCO - LGA • Nonstop LGA - MCO • Nonstop
    NT$23,246
    NT$16,961
    per traveler
    found 4 hours ago
    The William Hotel Midtown, New York
  • Lobby sitting area
    Jan 12 - Jan 14

    Belvilla District 6 Residences, Battery Park, Financial District + Flight

    Manhattan
    2 nights
    2.0 star property
    8.8/10 - Excellent (711 reviews)
    "Sonder "
    Reviewed January 26, 2026
    Roundtrip • Orlando (MCO) - New York (JFK)
    MCO - LGA • Nonstop LGA - MCO • Nonstop
    NT$24,086
    NT$17,989
    per traveler
    found 4 hours ago
    Belvilla District 6 Residences, Battery Park, Financial District

Discover the most popular places to visit in City Island

City Island Nautical Museum

You can spend an afternoon browsing the exhibits at City Island Nautical Museum during your trip to Bronx. While you're here, you can savor the top-notch restaurants.
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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 NT$11,876. 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 NT$11,876. 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.