Thimble Islands Vacations from ￥247,622
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The Latest Thimble Islands Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Ink 48 Hotel
Manhattan
￥247,622
per person
Dec 23 - Dec 28
found 20 hours ago
Roundtrip flight included
Tokyo (HND) to New York (JFK)
8.4/10 Very Good! (1,777 reviews)
They charged almost 100 additional to what I paid on Expedia for "amenities" when I asked what that included they said sheets, towels, wifi things like that. There was no free water in the room or a coffee maker. They did have bottled water for 10 bucks. There wasn't even a view and it was in an extremely noisy section. There was banging and yelling at all hours. I would highly recommend you steer clear of this hotel
Reviewed on Oct 10, 2026
Find the Best Thimble Islands Vacation Packages
Thimble Islands Hotel Deals
New Haven Hotel
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
￥19,256
￥22,144 total
Oct 27 - Oct 28
includes taxes & fees
9.2/10 Wonderful! (2,373 reviews)
"The room was clean enough, I have been in better. The staff was fine, nothing special to note. The amenities - well I didn't see many perks to staying there, just overpriced beverages and snacks for purchase."
Reviewed on Oct 10, 2026
Motel 6 Milford, CT
111 Schoolhouse Road Milford CT
Fully refundableReserve now, pay when you stay
￥11,080
￥12,742 total
Oct 20 - Oct 21
includes taxes & fees
6.6/10 (1,049 reviews)
"I wouldn’t recommend staying here from the lobby to the room and especially when you turn the heat on it reeks of smoke the lobby reeked of weed and there’s no smoking signs everywhere. I wouldn’t recommend staying here. oh and to top it off check-in’s at three. The clerk told me I had to come back ..."
Reviewed on Oct 11, 2026
Motel 6 New Haven - Branford, CT
320 E Main St Branford CT
Fully refundable
￥10,379
￥12,093 total
Nov 1 - Nov 2
includes taxes & fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Frequently asked questions
How much does a Thimble Islands vacation package cost?
Tailor make your Thimble Islands package from as low as ￥247,622. 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 vacation 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 vacation 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 vacation 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 vacation?
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 traveling 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 vacation package is the easiest way to organize 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 vacation package?
Yes — that's one of the best things about an Expedia vacation 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 vacation package?
Plans can change unexpectedly, so yes. You may be able to change or cancel your Thimble Islands vacation 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
