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Top Thimble Islands hotels

New Haven Hotel
229 George Street New Haven CT
$124 nightly
The price is $143 total per night from May 26 to May 27
$143 total
May 26 - May 27
Total with taxes and fees
A gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 2 conference ...
We weren’t happy that parking was $24 a day and that the only part of the breakfast that was free was the coffee. Otherwise, everything else was fine.
Reviewed on May 12, 2026

Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
$264 nightly
The price is $304 total per night from May 20 to May 21
$304 total
May 20 - May 21
Total with taxes and fees
This smoke-free resort features a private beach, a full-service spa, and 3 restaurants. Relax with beach cabanas and sun loungers, and cool off with a drink ...
Great views from the restaurant and bar area. Staff were very friendly and attentive. Will stay here again.
Reviewed on May 8, 2026

Omni New Haven Hotel at Yale
155 Temple St New Haven CT
$142 nightly
The price is $163 total per night from Jun 7 to Jun 8
$163 total
Jun 7 - Jun 8
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and ...
Hotel was very nice staff was excellent especially checking in very helpful friendly
Reviewed on May 11, 2026

Hyatt Place Milford / New Haven
190 Old Gate Lane Milford CT
$113 nightly
The price is $130 total per night from May 25 to May 26
$130 total
May 25 - May 26
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
The facility needs to be properly clean and the bathtub water was stopped up. The facility is old I believe some updating needs to happen.
Reviewed on May 11, 2026

Hilton Garden Inn Shelton
25 Old Stratford Rd Shelton CT
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $127 total per night from May 24 to May 25
$127 total
May 24 - May 25
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
.
Reviewed on May 9, 2026

Best Western Executive Hotel Of New Haven - West Haven
490 Saw Mill Rd West Haven CT
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $126 total per night from May 20 to May 21
$126 total
May 20 - May 21
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will ...
Good continental breakfast, poor hot options. Nice room
Reviewed on May 11, 2026

Red Roof Inn Milford - New Haven
10 Rowe Ave Milford CT
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $100 total per night from Jun 1 to Jun 2
$100 total
Jun 1 - Jun 2
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A safe deposit box and laundry facilities are also provided.
Pretty much what you would expect. The rooms were clean for what they were. The safe didn't work, even though they charged you for it, and the bed was so uncomfortable you could feel every spring when you moved. Was staying with others who wanted a cheaper stay otherwise, I wouldn't have booked ...
Reviewed on May 13, 2026

Motel 6 Milford, CT
111 Schoolhouse Road Milford CT
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $80 total per night from May 26 to May 27
$80 total
May 26 - May 27
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. A snack ...
Nice
Reviewed on May 10, 2026

La Quinta Inn & Suites by Wyndham New Haven
400 Sargent Dr New Haven CT
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $116 total per night from May 14 to May 15
$116 total
May 14 - May 15
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the ...
Ok, seemed to be a homeless population that does the extended stay.
Reviewed on May 12, 2026
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Hotels in Thimble Islands with star-rating
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4 Star Hotels
9 properties
Recent Thimble Islands hotel reviews by fellow wanderers

Red Roof Inn Milford - New Haven
3 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Pretty much what you would expect. The rooms were clean for what they were. The safe didn't work, even though they charged you for it, and the bed was so uncomfortable you could feel every spring when you moved.
Was staying with others who wanted a cheaper stay otherwise, I wouldn't have booked here."
A verified traveler stayed at Red Roof Inn Milford - New Haven
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