Thimble Islands Vacations from $1,148
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The Latest Thimble Islands vacation packages
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Manhattan Times Square
Manhattan
$1,240
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (3,902 reviews)
⭐⭐⭐⭐⭐ Outstanding Stay at RIU!
Everything was absolutely perfect from beginning to end. The room was very clean and comfortable, and the attention to detail throughout the hotel was exceptional. The location was excellent—right in the middle of all the action, making it easy to enjoy everything nearby.
The staff provided great service and made us feel welcomed throughout our stay. I also really appreciated that the ballet practice was included, which was a wonderful added touch.
Overall, an excellent experience. I would definitely stay here again and highly recommend this RIU to anyone looking for a great location, beautiful accommodations, and outstanding service!
Reviewed on Aug 26, 2026
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Motel 6 New Haven - Branford, CT
320 E Main St Branford CT
Fully refundable
$72 nightly
$83 total
Sep 1 - Sep 2
Total with taxes and fees
7.4/10 Good! (1,024 reviews)
"Nice safe area. Friendly staff. Great restaurants in walking distance."
Reviewed on Aug 25, 2026
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
$83 nightly
$95 total
Aug 27 - Aug 28
Total with taxes and fees
8/10 Very Good! (1,001 reviews)
"Spider in my bed . Key didn’t work couldn’t get my things and refrigerator was full of my food"
Reviewed on Aug 25, 2026
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
$241 nightly
$278 total
Sep 22 - Sep 23
Total with taxes and 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.
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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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.