Thimble Islands Ski Holidays

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Top Ski holiday packages in Thimble Islands

Price found within the past 48 hours. Click for updated prices.
  • 26 Dec - 30 Dec

    Sela V Hotel + Flight

    Brooklyn
    4 nights
    4.0 star property
    9.2/10 - Wonderful (422 reviews)
    Return • Montreal (YUL) - New York (JFK)
    YUL - EWR • Direct EWR - YUL • Direct
    €1,012
    €701
    per traveller
    found 20 hours ago
    Sela V Hotel
  • 18 Dec - 23 Dec

    Ink 48 Hotel + Flight

    Manhattan
    5 nights
    4.5 star property
    8.4/10 - Very good (1,837 reviews)
    "The staff are the Superhero of this hotel. The hotel does need to be a little more clean & maybe a humidifier - the room was dry & carpet seems dirty. However amazing location & the staff is A+"
    Reviewed November 9, 2026
    Return • Dublin (DUB) - New York (JFK)
    DUB - EWR • Direct LGA - DUB • 1 stop
    €2,158
    €1,452
    per traveller
    found 1 day ago
    Ink 48 Hotel
  • 18 Dec - 23 Dec

    Margaritaville Resort Times Square + Flight

    Manhattan
    5 nights
    4.0 star property
    9.0/10 - Wonderful (4,179 reviews)
    Return • Dublin (DUB) - New York (JFK)
    DUB - EWR • Direct LGA - DUB • 1 stop
    €2,308
    €1,567
    per traveller
    found 1 day ago
    Margaritaville Resort Times Square
  • 26 Dec - 30 Dec

    Aura Hotel Brooklyn + Flight

    Brooklyn
    4 nights
    4.0 star property
    8.0/10 - Very good (1,352 reviews)
    "Very convenient, clean , friendly staff"
    Reviewed November 10, 2026
    Return • Montreal (YUL) - New York (JFK)
    YUL - EWR • Direct EWR - YUL • Direct
    €1,142
    €790
    per traveller
    found 20 hours ago
    Aura Hotel Brooklyn
  • 18 Dec - 23 Dec

    The St. Regis New York + Flight

    Manhattan
    5 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
    Return • Dublin (DUB) - New York (JFK)
    DUB - EWR • Direct LGA - DUB • 1 stop
    €7,982
    €5,585
    per traveller
    found 1 day ago
    The St. Regis New York

Frequently Asked Questions

How much does a Thimble Islands holiday package cost?

Tailor make your Thimble Islands package from as low as €701. Pick from any combination of flights, hotels and rental cars to craft the escape you've been dreaming about for ages. Be sure to add on a few activities!

How do I get a cheap travel package to Thimble Islands?

Bundle your bookings with Expedia to save big bucks on your next big adventure. With over 550 partner airlines and 1,000,000 hotels worldwide, your Thimble Islands holiday package can be tailored exactly to suit your travel style. With all that extra cash, why not throw in a few interesting activities and tours? It's an easy way to unlock even more bargains. That holiday you've always dreamed of in Thimble Islands is much closer than you thought!

Where should I stay in Thimble Islands?

A getaway to Thimble Islands isn't complete without seeing Stony Creek Museum. Why not book a hotel near this popular tourist attraction?

What are the top hotels in Thimble Islands?

Get your holiday off to a great start by staying at Private Island Victorian Estate. It's one of most sought-after hotels in Thimble Islands. Another leading option is Money Island Home With Deck, Kayak And Paddleboards.

How far in advance should I book my Thimble Islands holiday?

It can be tricky to know when is the ideal time to book your trip to Thimble Islands. But typically the earlier you book, the more affordable the prices. Sometimes, you can lock in your flights and hotels up to 12 months prior to your departure date. If you're eager to escape on a last-minute getaway, no need to stress! There are unbeatable bargains popping up on Expedia every day.

What does an Expedia Thimble Islands travel package include?

It comes down to what you're after. If you're travelling solo, you might decide to bundle flights and hotels. Taking the whole family to Thimble Islands? A travel package including flights, hotels and rental cars might suit you better. Expedia gives you the freedom to tailor your travel package.

What should I know before booking a Thimble Islands travel package?

Bundling your bookings into a Thimble Islands holiday package is the easiest way to organise your trip. Not only that, you'll save when you combine your flights, hotels and car rentals. Once you've booked, why not add on a tour or an activity?

Can I choose my airline with a Thimble Islands Expedia holiday package?

Yes — that's one of the best things about an Expedia holiday package. You get to decide. We have more than 550 partner airlines all over the world, so you have loads of choice when creating your Thimble Islands getaway.

If I'm not able to travel, can I cancel my Thimble Islands holiday package?

Plans can change unexpectedly, so yes. You may be able to change or cancel your Thimble Islands holiday package at no cost if you've booked in the last 24 hours. For bookings older than that, you can still make the necessary changes, but your car rental company, hotel or airline may charge additional fees. Looking for more information? Look up our Customer Service Portal. We're here to help make sure your getaway goes off without a hitch.