Thimble Islands Vacation Packages
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Top Thimble Islands Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel AKA NoMad
Manhattan
Price was CA $1,701, price is now CA $1,124 per person
CA $1,124
per person
Dec 31 - Jan 3
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,054 reviews)
It’s October in nyc: 70*+ every day. The hotel decided to put the heater on and disable a/c except for the suites on the 16th floor. I cancelled my room after it wouldn’t get below 75* after hours of the window open (only opens like an inch). Staff were accommodating with the cancellation but basically just tried rationalizing the crazy room temps / lack of A/C. Most hotels in the city do this in winter .. not when it’s still hot out.
Reviewed on Oct 30, 2026
Thimble Islands Hotel Deals
New Haven Hotel
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
The price is CA $170 per night from Nov 25 to Nov 26
CA $170
CA $195 total
Nov 25 - Nov 26
includes taxes & fees
9.2/10 Wonderful! (2,401 reviews)
"Unfortunately our room had an order in it that we found out was from a leak in the shower head. The water was leaking into the wall and the carpet was wet next to the bed. Also, the ac would not adjust to under 67degrees and it felt warm during our stay. We did get our parking free for the ..."
Reviewed on Oct 31, 2026
Motel 6 Milford, CT
111 Schoolhouse Road Milford CT
Fully refundableReserve now, pay when you stay
The price is CA $98 per night from Nov 29 to Nov 30
CA $98
CA $112 total
Nov 29 - Nov 30
includes taxes & fees
6.6/10 (1,062 reviews)
"Idk"
Reviewed on Oct 30, 2026
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundable
The price is CA $107 per night from Nov 1 to Nov 2
CA $107
CA $123 total
Nov 1 - Nov 2
includes taxes & fees
8/10 Very good! (1,005 reviews)
"Room was clean. Parking was good. Bed was very uncomfortable."
Reviewed on Oct 31, 2026
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.
