Thimble Islands Vacations from ￥246,930

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The Latest Thimble Islands Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel 27 by LuxUrban

Hotel 27 by LuxUrban

2.5 out of 5
Manhattan
Price was ￥361,524, price is now ￥246,930 per person
￥246,930
per person
Oct 2 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (JFK)
7.6/10 Good! (870 reviews)
It was a great location and the rooms were extremely clean. The front desk staff is always helpful they go above and beyond to accommodate any need you have. I will definitely stay here again.

Reviewed on Aug 19, 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was ￥523,769, price is now ￥311,466 per person
￥311,466
per person
Oct 2 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (JFK)
9.8/10 Exceptional! (1,293 reviews)
Adorable boutique hotel right in between Little Italy and Chinatown. Dozens of dining options right outside the door. Staff very friendly and helpful. Rooftop patio with great views. The best Italian restaurants right around the corner. Location was perfect. Easy uber ride to midtown. Will definitely be returning.

Reviewed on Aug 24, 2025

Hotel 32 32

Hotel 32 32

4 out of 5
Manhattan
Price was ￥396,980, price is now ￥264,040 per person
￥264,040
per person
Oct 2 - Oct 9
found 3 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (JFK)
8/10 Very Good! (2,142 reviews)
This hotel offers some rooms with a kitchen so you can prepare your own meals if, like me, you prefer to keep your costs low by eating in instead of out. The room I had was perfect for that. Check-in was easy and quick; and the location was quite convenient for me.

Reviewed on Aug 25, 2025

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was ￥407,047, price is now ￥276,319 per person
￥276,319
per person
Oct 19 - Oct 23
found 13 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (JFK)
9.2/10 Wonderful! (3,348 reviews)
I like this hotel, Cleaning every day.

Reviewed on Aug 23, 2025

Courtyard New York Manhattan/ Midtown East

Courtyard New York Manhattan/ Midtown East

3 out of 5
Manhattan
Price was ￥466,523, price is now ￥317,786 per person
￥317,786
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (JFK)
9/10 Wonderful! (2,296 reviews)
Good hotel for move in of students at UES colleges

Reviewed on Aug 25, 2025

Find the Best Thimble Islands Vacation Packages

Thimble Islands Hotel Deals

Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

2.5 out of 5
490 Saw Mill Rd, West Haven, CT
Fully refundableReserve now, pay when you stay
The price is ￥15,388 per night from Aug 31 to Sep 1
￥15,388
￥17,696 total
Aug 31 - Sep 1
includes taxes & fees
7.8/10 Good! (1,304 reviews)
"Staff was very friendly and knowledgeable of the area."

Reviewed on Aug 22, 2025

Best Western Executive Hotel Of New Haven - West Haven
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is ￥21,042 per night from Sep 21 to Sep 22
￥21,042
￥24,198 total
Sep 21 - Sep 22
includes taxes & fees
8.2/10 Very Good! (1,008 reviews)
"Staff was amazing, from the lobby staff to the housekeeping and wonderful in room dining. Unfortunately I had a fall in front of the hotel, quite loud as I injured both knees and ankles, however no staff 😟came to assist me, despite having dropped all my packages and bloodied my knees. Please ask ..."

Reviewed on Aug 23, 2025

Omni New Haven Hotel at Yale
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 ￥10,461 per night from Aug 31 to Sep 1
￥10,461
￥12,177 total
Aug 31 - Sep 1
includes taxes & fees
6.8/10 (1,006 reviews)
"The Staff Are Very Pleasant & Polite"

Reviewed on Aug 23, 2025

Motel 6 New Haven - Branford, CT
See all 995 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 ￥246,930. 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.