Thimble Islands Vacations from ￥306,814

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The Latest Thimble Islands Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Benjamin Royal Sonesta New York

The Benjamin Royal Sonesta New York

4.5 out of 5
Manhattan
per person
Aug 29 - Sep 5
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
8.6/10 Excellent! (1,003 reviews)
The room was clean and comfortable and the staff was incredible. I would absolutely return.

Reviewed on Jun 13, 2025

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
per person
Sep 8 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
9/10 Wonderful! (2,729 reviews)
Great clean neat facility!!!!

Reviewed on Jun 16, 2025

Hotel Beacon

Hotel Beacon

4 out of 5
Manhattan
per person
Aug 29 - Sep 5
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
9.4/10 Exceptional! (1,229 reviews)
great place for the upper west side

Reviewed on Jun 16, 2025

The Manner, The Unbound Collection by Hyatt

The Manner, The Unbound Collection by Hyatt

5 out of 5
Manhattan
per person
Jul 29 - Aug 3
found 14 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (JFK)
9.4/10 Exceptional! (31 reviews)
it was cute, only negative was no tv in the room but it was such a great experience

Reviewed on Jun 16, 2025

Omni Berkshire Place

Omni Berkshire Place

4 out of 5
Manhattan
per person
Aug 29 - Sep 5
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
9.2/10 Wonderful! (1,867 reviews)
I enjoy the property’s proximity to Midtown sights and shopping. I feel it’s a nice property for a reasonable (NYC) price. Staff is always helpful. Only improvement would be coffee machine and water should be provided as a standard especially for premium rooms. We didn’t eat in the hotel this time but not sure a “tiki” hut motif is consistent with the hotel for a dining in option. Don’t mind something fairly casual we’ll have to try it next time. Overall always a pleasure to stay!

Reviewed on Jun 17, 2025

Find the Best Thimble Islands Vacation Packages

Thimble Islands Hotel Deals

New Haven Hotel
New Haven Hotel
3.5 out of 5
229 George Street, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is ￥18,689 per night from Jun 30 to Jul 1
￥18,689
￥21,493 total
Jun 30 - Jul 1
includes taxes & fees
8.8/10 Excellent! (1,604 reviews)
"Nice location"

Reviewed on Jun 16, 2025

New Haven Hotel
Motel 6 New Haven - Branford, CT
Motel 6 New Haven - Branford, CT
2 out of 5
320 E Main St, Branford, CT
Fully refundable
The price is ￥10,256 per night from Jun 26 to Jun 27
￥10,256
￥11,939 total
Jun 26 - Jun 27
includes taxes & fees
6.8/10 (1,003 reviews)
"N/A"

Reviewed on May 31, 2025

Motel 6 New Haven - Branford, CT
Clarion Inn
Clarion Inn
3 out of 5
201 Washington Avenue, North Haven, CT
Fully refundableReserve now, pay when you stay
The price is ￥14,631 per night from Jul 14 to Jul 15
￥14,631
￥16,826 total
Jul 14 - Jul 15
includes taxes & fees
7.4/10 Good! (1,008 reviews)
"Elevator out of service closest to room. Not offered better directions to room felt like walked for miles. Halls do need upgrade but would return again"

Reviewed on Jun 16, 2025

Clarion Inn
See all 999 properties in Thimble Islands
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 ￥306,814. 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.