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Oct 9 - Oct 11
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Top Thimble Islands hotels

New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $148 total per night from Oct 27 to Oct 28
$148 total
Oct 27 - Oct 28
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 ...
"Room is average but more spacious than we thought. AC fan is loud. TV remote is sticky, it might not be wiped and cleaned for a while. Location is good but parking is a problem. Public parking lot charges less if you check out early. Reception people are indifferent and reluctant to introduce details ..."

Reviewed on Oct 7, 2026

Opens in a new windowNew Haven Hotel
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $97 total per night from Nov 5 to Nov 6
$97 total
Nov 5 - Nov 6
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers ...
"I would not recommend this property. Very expensive -244- for a smelly room, one small packet of shampoo, stained mattress pad."

Reviewed on Oct 4, 2026

Opens in a new windowPier Blue Inn Old Saybrook - Essex
Red Roof Inn Meriden

Red Roof Inn Meriden

2 out of 5
10 Bee St Meriden CT
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $93 total per night from Nov 1 to Nov 2
$93 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-out. There's ...
"It’s $97 a night for a reason and I expected that going in. It’s outdated, and many things did not work properly - tv and remote, shower, and shower curtain. Pillow are two big and cause neck"

Reviewed on Oct 5, 2026

Opens in a new windowRed Roof Inn Meriden
Motel 6 Milford, CT

Motel 6 Milford, CT

2 out of 5
111 Schoolhouse Road Milford CT
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $80 total per night from Oct 20 to Oct 21
$80 total
Oct 20 - Oct 21
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 ...
"The bathtub was peeling and nasty. The property itself is nice. Beds are comfy. Staff is helpful and nice. Rooms could be a little nicer for the price, but still better than some other hotels."

Reviewed on Oct 6, 2026

Opens in a new windowMotel 6 Milford, CT
Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

2 out of 5
320 E Main St Branford CT
Fully refundable
$71 nightly
The price is $82 total per night from Oct 14 to Oct 15
$82 total
Oct 14 - Oct 15
Total with taxes and fees
A restaurant, free self parking, and a 24-hour front desk are among this motel's amenities. WiFi in public areas is free. A snack bar/deli is also provided.
Opens in a new windowMotel 6 New Haven - Branford, CT
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

2.5 out of 5
490 Saw Mill Rd West Haven CT
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $126 total per night from Oct 11 to Oct 12
$126 total
Oct 11 - Oct 12
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 ...
Opens in a new windowBest Western Executive Hotel Of New Haven - West Haven
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
$193 nightly
The price is $222 total per night from Nov 1 to Nov 2
$222 total
Nov 1 - Nov 2
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 ...
Opens in a new windowWater's Edge Resort & Spa
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St New Haven CT
$161 nightly
The price is $185 total per night from Oct 11 to Oct 12
$185 total
Oct 11 - Oct 12
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 ...
Opens in a new windowOmni New Haven Hotel at Yale
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3 out of 5
190 Old Gate Lane Milford CT
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $136 total per night from Oct 12 to Oct 13
$136 total
Oct 12 - Oct 13
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 ...
Opens in a new windowHyatt Place Milford / New Haven
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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.

Recent Thimble Islands hotel reviews by fellow wanderers

New Haven Hotel

New Haven Hotel

4 out of 5
Posted 11 hours ago
Travelocity Verified Review
"Room is average but more spacious than we thought. AC fan is loud. TV remote is sticky, it might not be wiped and cleaned for a while. Location is good but parking is a problem. Public parking lot charges less if you check out early. Reception people are indifferent and reluctant to introduce details about the hotel."
A verified traveler stayed at New Haven Hotel
New Haven Hotel

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