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Oct 16 - Oct 18
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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
$124 nightly
The price is $143 total per night from Oct 27 to Oct 28
$143 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 ...
"Spacious room, great location! Didn’t like the noisy bathroom fan and air conditioner."

Reviewed on Oct 14, 2026

Opens in a new windowNew Haven Hotel
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
$224 nightly
The price is $258 total per night from Nov 1 to Nov 2
$258 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 ...
"Beautiful place. Staff were very helpful and polite."

Reviewed on Oct 12, 2026

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
Fully refundableReserve now, pay when you stay
$178 nightly
The price is $204 total per night from Oct 18 to Oct 19
$204 total
Oct 18 - Oct 19
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 ...
"Helpful"

Reviewed on Oct 12, 2026

Opens in a new windowOmni New Haven Hotel at Yale
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 18 to Oct 19
$126 total
Oct 18 - Oct 19
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 ...
"The queen size bed was extremely squeaky and lacked support in that laying on it caused the bed to uncomfortably sink. By the third night my sleep was totally unrestful. I witnessed a cockroach (medium-sized) crawling on the counter alongside the toaster as I was toasting a bagel during breakfast. ..."

Reviewed on Oct 14, 2026

Opens in a new windowBest Western Executive Hotel Of New Haven - West Haven
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 ...
"Close to dining..OK for a one night stay"

Reviewed on Oct 12, 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 25 to Oct 26
$80 total
Oct 25 - Oct 26
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 ...
"We arrived on a pouring rainy day. Staff was great, got into our room and right away I noticed it needed some updating. No coffee maker in the room, had to ask for extra towels and wash clothes even though it was booked for 3 people. Room was clean and beds had clean sheets. Pool and gym signs were ..."

Reviewed on Oct 14, 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 27 to Oct 28
$82 total
Oct 27 - Oct 28
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
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
$77 nightly
The price is $89 total per night from Oct 19 to Oct 20
$89 total
Oct 19 - Oct 20
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 ...
Opens in a new windowPier Blue Inn Old Saybrook - Essex
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3 out of 5
190 Old Gate Lane Milford CT
$135 nightly
The price is $155 total per night from Oct 20 to Oct 21
$155 total
Oct 20 - Oct 21
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 14 hours ago
Travelocity Verified Review
"Spacious room, great location! Didn’t like the noisy bathroom fan and air conditioner."
A verified traveler stayed at New Haven Hotel
New Haven Hotel

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