
Thimble Islands Vacations from $527
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The Latest Thimble Islands vacation packages
Price found within the past 48 hours. Click for updated prices.

The Harbor Front Inn
Save 100% on your flight
per person
Oct 17 - Oct 20
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (492 reviews)
My only issue was the bed pillows need updating. They weren’t very comfortable, felt old and were faded.
Reviewed on Jul 22, 2025

Sound View Greenport
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.4/10 Very Good! (544 reviews)
The location can’t be beat. You walk out your door and onto the beach. The staff is wonderful. All the kids working there are so attentive and sweet. We had a fantastic time.
Cons: the room was so damp, everything we left with smelled. Windows didn’t open (they are all being replaced at some point but none in our building opened). The AC was old and I believe this is what caused the room to be damp. That plus no air circulation. The finishes are old. It feels tired.
All of that said, I’d stay there again in a heartbeat but know what I’m signing up for. You’re not staying in a “luxury” room.
Reviewed on Aug 6, 2025



Hotel Riu Plaza Manhattan Times Square
Manhattan
Save 100% on your flight
per person
Oct 18 - Oct 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (3,398 reviews)
The staff was very friendly and helpful. The hotel was very clean. The location was very central to everything. Parking was the only thing that was a bit of a hassle, but expected for Manhattan I guess.
Reviewed on Aug 5, 2025
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Cambria Hotel New Haven University Area
20 Dwight Street, New Haven, CT
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $155 total per night from Aug 24 to Aug 25
$155 total
Aug 24 - Aug 25
Total includes taxes and fees
8.6/10 Excellent! (838 reviews)
"Very near Yale university. The hotel is very clean and the hotel staff were kind and helpful. I got a work out in their nice fitness room. I enjoyed my stay before making my self into NYC."
Reviewed on Aug 2, 2025

Best Western Executive Hotel Of New Haven - West Haven
490 Saw Mill Rd, West Haven, CT
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $120 total per night from Aug 11 to Aug 12
$120 total
Aug 11 - Aug 12
Total includes taxes and fees
7.8/10 Good! (1,250 reviews)
"Clean and efficient. Family friendly."
Reviewed on Aug 5, 2025

Omni New Haven Hotel at Yale
155 Temple St, New Haven, CT
Fully refundableReserve now, pay when you stay
$159 nightly
The price is $183 total per night from Aug 24 to Aug 25
$183 total
Aug 24 - Aug 25
Total includes taxes and fees
8.2/10 Very Good! (1,010 reviews)
"Nice hotel and great location."
Reviewed on Aug 4, 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.