Explore top 2026 4 Star Hotels in Wooster Square

Name: Holiday Inn Bridgeport-Trumbull-Fairfield, an IHG Hotel
Rating: 8.2

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Top Wooster Square 4 Star hotels

Omni New Haven Hotel at Yale

155 Temple St New Haven CT

Fully refundableReserve now, pay when you stay

$142 nightly

$163 total

Jul 23 - Jul 24

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 ...

8.6/10 Excellent! (1,034 reviews)

"Overall, nice place to stay. We booked a king room, but when we arrived they said they didn’t have any left and “upgraded” us to a queen room. I told her we did not see that as an upgrade. Very disappointing. The room was mostly clean, but definitely had some dusty baseboards. The view was nice from ..."

Reviewed on Jun 25, 2026

Hotel Marcel New Haven, Tapestry Collection By Hilton

500 Sargent Drive New Haven CT

Fully refundableReserve now, pay when you stay

$139 nightly

$159 total

Jul 5 - Jul 6

Total with taxes and fees

A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the 8 conference rooms, free WiFi in public areas, and express check-in. ...

9.4/10 Exceptional! (1,006 reviews)

"Great hotel"

Reviewed on Jun 24, 2026

Graduate by Hilton New Haven

1151 Chapel Street New Haven CT

Fully refundableReserve now, pay when you stay

$163 nightly

$188 total

Jul 26 - Jul 27

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. A coffee shop and luggage storage are also provided.

9.2/10 Wonderful! (999 reviews)

"Best thing about the Graduate is its wonderful location -- for the Yale campus, restaurants, bookstores, etc. nearby. It's a bit old fashioned -- outdoor stairs up to the lobby, antique-style furniture, college-y atmosphere."

Reviewed on Jun 21, 2026

The Blake Hotel

9 High Street New Haven CT

Fully refundableReserve now, pay when you stay

$217 nightly

$249 total

Jul 4 - Jul 5

Total with taxes and fees

This smoke-free hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the free ...

9.4/10 Exceptional! (1,000 reviews)

"We liked everything about the hotel. Staff was helpful. There were very nice amenities. The room was beautiful clean and had a wonderful features, including a kitchen. The bed was very comfortable. We will definitely return."

Reviewed on Jun 20, 2026

Madison Beach Hotel

94 West Wharf Road Madison CT

$591 nightly

$680 total

Jul 8 - Jul 9

Total with taxes and fees

This smoke-free hotel features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. ...

9.4/10 Exceptional! (374 reviews)

"Our stay was very nice. The hotel is an awesome beach spot and we enjoyed relaxing on our deck all weekend. The shower was okay. Didn’t like the open shower concept and the drain needed to be cleaned. The water pooled very quickly as we were showering. The staff was excellent."

Reviewed on Jun 21, 2026

Jay's Ranch

54 Country Hills Rd Hamden CT

$88 nightly

$101 total

Jun 26 - Jun 27

Total with taxes and fees

Free WiFi in public areas, a picnic area, and a safe deposit box are available at this bed & breakfast. Laundry facilities, barbecue grills, and a virtual front ...

Hyatus Luxury Residences City Crossing

9 Tower Ln New Haven CT

This aparthotel features a 24-hour gym and a seasonal outdoor pool. Traveling for business? Take advantage of the free WiFi in public areas, laundry service, ...

9.2/10 Wonderful! (31 reviews)

"Great stay with many amenities to enjoy within the building!"

Reviewed on Apr 3, 2026

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Black Rock Home - 4 bed - Jacuzzi Bath - Beach

Bridgeport CT

This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden is also provided.

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Holiday Inn Bridgeport-Trumbull-Fairfield, an IHG Hotel

1070 Main St Bridgeport CT

This hotel features an outdoor pool, an indoor pool, and a restaurant. Traveling on business? Take advantage of the business center, laundry service, and airport ...

8.2/10 Very Good! (1,000 reviews)

"Love this property. Walking distance to MetroNorth, and surrounded by much of what u may need. The only disappointment was that the pool was closed, but in the midst of a pandemic surge what can you do. Perfect fo a weekend getaway if you dont drive."

Reviewed on Jan 26, 2022

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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 Wooster Square hotel reviews by fellow wanderers

Wyndham Southbury

4 out of 5

Posted less than an hour ago

Travelocity Verified Review

"Hotel staff very attentive, friendly and helpful. Toom service was excellent, but expensive- just order to go from the restaurant to save money. The outside of the property, pool area and furniture needs work and be updated. Just to clarify what needs to happen with the outside areas- the front of the building had the only outdoor seating available with benches or seating you didn’t have to bring out yourself. It was the smoking section, so there were smokers out and some left cigarettes ashes and butts outside of the recepticales, there were miscellaneous stains on the ground which could have easily been cleared with power washing. The pool area had seating inside, but the tables and chairs were outdated and rusty. There were tables outside behind the pool area but you have to bring the chairs out for yourself. The tables back there were very dated and rusty."

A verified traveler stayed at Wyndham Southbury