
Thimble Islands Vacations from $287
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The Latest Thimble Islands vacation packages
Price found within the past 48 hours. Click for updated prices.

Radio Hotel
Manhattan
Price was $627, price is now $287 per person
$287
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
8.6/10 Excellent! (2,613 reviews)
We loved it and the restaurant but for Friday night. We were on the 10th floor and the he music from the Event space on the 12th floor shock and pounded us till 4 am. If you like to sleep at night come here weeknights ONLY!
Reviewed on Nov 29, 2025


Harpoon House
Price was $704, price is now $341 per person
$341
per person
Jan 15 - Jan 18
found 3 hours ago
Roundtrip flight included
Miami (MIA) to New York (JFK)
8.4/10 Very Good! (147 reviews)
We were looking for a quick overnight in the East End, and the Harpoon House exceeded our expectations in every way. The room was spacious (a suite!) and well-appointed, blending the charm of the original 1648 (!) building with modern amenities and furnishings. We didn't take advantage of the on-property restaurant (formerly Blu Mar), but the menu - by acclaimed chef Rocco DiSpirito - looked excellent, if a bit pricey. Location was ideal, within easy walking distance of all Main Street shops and restaurants, and less than a mile to the beach. And, although things were a bit quieter than in the height of summer - not a bad thing! - we loved being out there for the fall harvest season, with wineries and farms in full swing. All-in-all, our stay at the Harpoon House made for a perfect fall weekend in the Hamptons - highly recommended.
Reviewed on Oct 20, 2025


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New Haven Hotel
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $92 total per night from Dec 25 to Dec 26
$92 total
Dec 25 - Dec 26
Total with taxes and fees
9/10 Wonderful! (1,907 reviews)
Convenient location for visiting Yale. The hotel lobby area is nice for spending time outside of room when travelling with a family oe friends.
Reviewed on Nov 29, 2025

Cambria Hotel New Haven University Area
20 Dwight Street New Haven CT
Fully refundable
$111 nightly
The price is $128 total per night from Dec 23 to Dec 24
$128 total
Dec 23 - Dec 24
Total with taxes and fees
8.6/10 Excellent! (981 reviews)
They didn't give us the room type we booked on Expedia for our first night. After much back and forth, they made us shift into the right room type on our second day at the property. Guests had to sleep on sofa beds for the first night, hotel blamed this on Expedia not communicating properly with ...
Reviewed on Nov 25, 2025

Motel 6 New Haven - Branford, CT
320 E Main St Branford CT
Fully refundable
$74 nightly
The price is $85 total per night from Dec 29 to Dec 30
$85 total
Dec 29 - Dec 30
Total with taxes and fees
7/10 Good! (1,010 reviews)
No shampoo, no kleenex. Strong marihuana smell on the halls.
Reviewed on Dec 1, 2025
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.
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Thimble Islands Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Tweed - New Haven Regional Airport (HVN) |
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