Thimble Islands Ski Holidays 2025

Top flight + Ski hotel deals in Thimble Islands

Price found within the past 48 hours. Click for updated prices.

Hotel 48LEX New York

Manhattan

per person

24 Oct - 26 Oct

found 1 hour ago

Return flight included

Los Angeles (LAX) to New York (JFK)

8.2/10 Very Good! (1,003 reviews)

The hotel was fine and located well in midtown. It was much smaller than I thought it would be and our room wasn’t very spacious considering the sq ft. The lobby was very small and checking in took long. Our bed was comfortable. All in all it was fine and we had a great time during our stay. It’s easy to get to 5th avenue and we enjoyed walking over to all the shops and restaurants.

Reviewed on 11 Aug. 2025

Hotel Seville Nomad, in the Unbound Collection by Hyatt

Manhattan

Save 100% on your flight

per person

24 Oct - 26 Oct

found 1 hour ago

Return flight included

Los Angeles (LAX) to New York (JFK)

8.6/10 Excellent! (1,074 reviews)

V nice room for a family stay - we got the "king bed suite". Only complaint is the sofa bed was quite uncomfortable (compared to other sofa beds we have used). But the hotel is really nice otherwise.

Reviewed on 12 Aug. 2025

The Prince Kitano New York

Manhattan

per person

24 Oct - 26 Oct

found 1 hour ago

Return flight included

Los Angeles (LAX) to New York (JFK)

9.4/10 Exceptional! (2,107 reviews)

Overall, this hotel was a nice and comfortable stay in an excellent location. Be aware before your visit: Check to make sure you have breakfast vouchers for everyone if that was part of the room deal. We spent time getting that straightened out the first morning. The beds in our room were very firm; there may be softer options. The "do not disturb" signal (a small light by the door latch) was not explained even after several complaints on several days of no service. Front desk service could be improved! Breakfast staff were very helpful.

Reviewed on 14 Aug. 2025

The St. Regis New York

Manhattan

Save 100% on your flight

per person

24 Oct - 26 Oct

found 1 hour ago

Return flight included

Los Angeles (LAX) to New York (JFK)

9/10 Wonderful! (235 reviews)

Beautiful hotel from the gilded age. Outstanding service. Beautiful and delicious breakfast.

Reviewed on 4 Jul. 2025

The Michelangelo Hotel

Manhattan

per person

24 Oct - 26 Oct

found 1 hour ago

Return flight included

Los Angeles (LAX) to New York (JFK)

9.2/10 Wonderful! (1,376 reviews)

The bed was way too soft. Carpet felt older, curtains seemed too old and too big for the space, and the towels were not that fluffy for a 4 star, and the drip coffee was too expensive. BUT The room was clean and large, and most of the staff were superb, especially the doornan, the bellman and the morning lounge/restaurant staff. Overall, because the room cost was fair, we would stay again.

Reviewed on 15 Aug. 2025

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5* Ski holidays in Thimble Islands

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33 Hotel, New York City, Seaport

Manhattan

per person

24 Oct - 26 Oct

found 1 hour ago

Return flight included

Los Angeles (LAX) to New York (JFK)

9.2/10 Wonderful! (812 reviews)

The hotel has a great location with easy access to all Peet's of the city. The staff was very helpful and always accommodating. I would return.

Reviewed on 12 Aug. 2025

The St. Regis New York

Manhattan

Save 100% on your flight

per person

24 Oct - 26 Oct

found 1 hour ago

Return flight included

Los Angeles (LAX) to New York (JFK)

9/10 Wonderful! (235 reviews)

Beautiful hotel from the gilded age. Outstanding service. Beautiful and delicious breakfast.

Reviewed on 4 Jul. 2025

The Knickerbocker Hotel

Manhattan

per person

24 Oct - 26 Oct

found 1 hour ago

Return flight included

Los Angeles (LAX) to New York (JFK)

9/10 Wonderful! (1,569 reviews)

From the first person who checked us in (Lucy) to Jay, the concierge to Andre, one of the excellent bellman our stay was perfect. Will never stay at another place in New York. Rooms were great, rooftop bar was beautiful and had great cocktails. Great location especially if you are theatre people. Walked everywhere easily! 5+stars

Reviewed on 12 Aug. 2025

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3 Night Ski holidays in Thimble Islands

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Hotel 32 32

Manhattan

per person

21 Oct - 23 Oct

found 9 hours ago

Return flight included

Los Angeles (LAX) to New York (JFK)

8/10 Very Good! (2,135 reviews)

My flight got canceled so I needed a room. Finding this hotel helped me out and made my night better. Lots of space and comfortable.

Reviewed on 16 Aug. 2025

Hotel Riu Plaza Manhattan Times Square

Manhattan

Save 100% on your flight

per person

21 Oct - 23 Oct

found 9 hours ago

Return flight included

Los Angeles (LAX) to New York (JFK)

9.2/10 Wonderful! (3,368 reviews)

Great experience from check in to check out. I observed the frontdesk representatives kept an eye on 2 little child while their parents stepped away. He and the security kept a close eyes on the kids to ensure they didn't leave the lobby by themselves and contacted their parents to return asap to pick up their child. Thank you for ensuring safety of the little ones. Very polite services from everyone in the hotel, especially the breakfast arrangement is awesome! Great processes involved to ensure efficiency during the busy morning. Of course the breakfast is 100% , great food, good quality with lots of options. Last but not least, thanks for the champaign, what a great surprise for the family and celebrations.

Reviewed on 15 Aug. 2025

Hotel Riu Plaza New York Times Square

Manhattan

Save 100% on your flight

per person

21 Oct - 23 Oct

found 9 hours ago

Return flight included

Los Angeles (LAX) to New York (JFK)

9/10 Wonderful! (2,737 reviews)

The complimentary breakfast was very robust with every thing that one would want to start the day. The bed was extremely comfortable and although the room was small, it was designed in such a way that it was amble enough including all of the amenities that two people could enjoy.

Reviewed on 15 Aug. 2025

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What kind of ski holiday packages are available in Thimble Islands?

Expedia offers a wide variety of ski holiday packages. To find out what packages are currently available, just search Expedia for Thimble Islands ski packages 2025 and start planning your next ski trip.

How can I book a ski holiday in Thimble Islands 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 Thimble Islands ski packages to find your perfect ski holiday.

Are ski holidays in Thimble Islands suitable for families?

Thimble Islands 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 Thimble Islands?

Planning a ski holiday to Thimble Islands 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 Thimble Islands?

Before searching for ski packages to Thimble Islands, 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 Thimble Islands?

One of the most reliable ways to get a good deal for 2025 is to book your Thimble Islands 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 Thimble Islands?

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

Are pet-friendly ski holiday packages available in Thimble Islands?

To find pet-friendly Thimble Islands ski packages in 2025, 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 Thimble Islands?

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

How can I find the cheapest ski holidays in in Thimble Islands?

Once you’ve entered your travel dates, use the sort by filter at the top right to sort by price and find Thimble Islands 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 Thimble Islands ski packages including flights as you could save money by booking everything together.

Why should I book a ski holiday package in Thimble Islands with Expedia?

Expedia lets you bundle up your stay, flight, and car rental for some cool discounts on Thimble Islands 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 Thimble Islands with Expedia?

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