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

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.
  • 26 Dec - 1 Jan

    PUBLIC, an Ian Schrager hotel + Flight

    Manhattan
    6 nights
    4.0 star property
    8.8/10 - Excellent (4,100 reviews)
    "I loved our stay in New York. I loved our hotel. The only thing I would say specifically about the hotel Colon, the tiny bathroom concept that connects the toilet in the shower is absolutely disgusting. I was also getting engaged and I wanted the Front Desk to arrange"
    Reviewed November 12, 2026
    Return • Auckland (AKL) - New York (JFK)
    AKL - JFK • 1 stop JFK - AKL • 1 stop
    NZ$6,831
    NZ$5,362
    per traveller
    found 2 days ago
    PUBLIC, an Ian Schrager hotel
  • 26 Dec - 1 Jan

    The Wall Street Hotel + Flight

    Manhattan
    6 nights
    5.0 star property
    9.8/10 - Exceptional (826 reviews)
    Return • Auckland (AKL) - New York (JFK)
    AKL - JFK • 1 stop JFK - AKL • 1 stop
    NZ$8,434
    NZ$6,458
    per traveller
    found 2 days ago
    The Wall Street Hotel
  • 26 Dec - 1 Jan

    Hard Rock Hotel New York - Partner of ALL Accor + Flight

    Manhattan
    6 nights
    4.5 star property
    9.4/10 - Exceptional (5,978 reviews)
    "The size of the hotel room was the biggest pull for us. Normally New York hotel rooms are quite small, but this was massive. The extra living space made a huge difference. We travelled with a young child and it meant he could crawl around and explore. The bed was really comfortable and the black-out blinds meant we all slept well. The bath and shower were lovely and everything was very clean. There is a cooler in the room, not refrigerator, but it was cold enough to store the baby milk. Would..."
    Reviewed November 12, 2026
    Return • Auckland (AKL) - New York (JFK)
    AKL - JFK • 1 stop JFK - AKL • 1 stop
    NZ$7,330
    NZ$5,972
    per traveller
    found 2 days ago
    Hard Rock Hotel New York - Partner of ALL Accor

Discover the most popular places to visit in City Island

What to do in City Island

How to find City Island ski packages?

What kind of ski holiday packages are available in City Island?

Expedia offers a wide variety of ski holiday packages. To find out what packages are currently available, just search Expedia for City Island ski packages 2026 and start planning your next ski trip.

How can I book a ski holiday in City Island with Expedia?

Go to the search bar and select “Packages”. Then, choose your destination and the dates of your stay, and browse the list of City Island ski packages to find your perfect ski holiday.

Are ski holidays in City Island suitable for families?

City Island ski holidays can be a great option for families. You can enrol your children in skiing lessons if they’re beginners or spend the days on the slopes with them if they’re already experienced skiers. If your children are too young to ski themselves, look for family-friendly accommodation that offers childcare services and activities for non-skiing family members.

What’s the best way to plan a skiing holiday in in City Island?

Planning a ski holiday to City Island couldn’t be simpler. Just choose your destination and when you want to go, and Expedia will take care of the rest. Once you’ve selected where and when you want to go, Expedia will provide you with several ski packages for that time and place for you to choose from.

What are some tips for choosing a ski package in in City Island?

Before searching for ski packages to City Island, define your priorities. Are you looking for a family-friendly resort, luxury accommodations, budget-friendly options, or specific ski terrain? Knowing your preferences will help you narrow down your choices.

How can I find excellent deals on ski holidays in in City Island?

One of the most reliable ways to get a good deal for 2026 is to book your City Island ski holiday well in advance. Resorts often offer early booking discounts, and you’ll have a wider selection of accommodations to choose from.

How can I grab last-minute ski holiday deals in City Island?

Just enter your dates and see what’s available. This way you might be able to nab some great last-minute City Island ski packages.

Are pet-friendly ski holiday packages available in City Island?

To find pet-friendly City Island ski packages in 2026, once you’ve entered your dates, use the filters on the left and select “Pet-friendly” under “Amenities” and the pet-friendly ski resort packages will show up.

How can I find great weekend ski holiday packages in City Island?

Enter your weekend dates and search Expedia’s City Island ski trip packages to find the ones that are available for the weekend of your choice. You can sort by price to find City Island ski holidays that suit your wallet.

How can I find the cheapest ski holidays in in City Island?

Once you’ve entered your travel dates, use the sort by filter at the top right to sort by price and find City Island ski holidays that won’t break the bank. Plus, booking well in advance can help you find cheaper rates. Be sure to check out Expedia’s City Island ski packages including flights as you could save money by booking everything together.

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

Expedia lets you bundle up your stay, flight, and car rental for some cool discounts on City Island ski packages that will have you carving through the powder without burning a hole in your pocket.

Can I cancel my ski holiday booking in City Island with Expedia?

Yes, numerous City Island ski packages offer free cancellation, giving you the freedom to put the brakes on your trip in the event of unforeseen circumstances.