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

$149 nightly

$172 total

Jul 20 - Jul 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 business center, free WiFi in public areas, and ...

8.6/10 Excellent! (1,029 reviews)

"It was a lovely hotel stay. They friendly staff made sure that that had everything promised & more."

Reviewed on Jun 18, 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! (1,001 reviews)

"Having the restaurant on location was great, serving food and drinks."

Reviewed on Jun 14, 2026

Graduate by Hilton New Haven

1151 Chapel Street New Haven CT

Fully refundableReserve now, pay when you stay

$180 nightly

$207 total

Jul 1 - Jul 2

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! (997 reviews)

"Clear room; friendly staff."

Reviewed on Jun 16, 2026

The Blake Hotel

9 High Street New Haven CT

Fully refundableReserve now, pay when you stay

$214 nightly

$247 total

Jul 3 - Jul 4

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! (1,003 reviews)

"Beautiful hotel, spacious rooms and great staff"

Reviewed on Jun 13, 2026

Madison Beach Hotel

94 West Wharf Road Madison CT

$491 nightly

$565 total

Jun 29 - Jun 30

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! (372 reviews)

"This was our second stay at the Madison. We loved this property and may return at some future date. Our experience with staff members were short of the standard set during our first visit. Check in was lengthy. The desk attendant was off eating dinner. The valet parking attendant filling in (unable ..."

Reviewed on Jun 9, 2026

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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Jay's Ranch

54 Country Hills Rd Hamden CT

$88 nightly

$101 total

Jun 22 - Jun 23

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 ...

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

Trumbull Marriott Shelton

4 out of 5

Posted 4 hours ago

Travelocity Verified Review

"Staff incredible. Got stuck in elevator. The next day only 1 out of 3 were even functioning. Indoor pool GREEN. Weedy outside. Very soft beds for sleeping. Great breakfast buffet, but pricey. Yummy dinner options! Again, no better staff around, just please, please fix your elevators!!! ."

A verified traveler stayed at Trumbull Marriott Shelton

Best Western Executive Hotel Of New Haven - West Haven

5 out of 5

Posted 1 day ago

Travelocity Verified Review

"Excellent experience from check-in to check-out. Friendly and helpful staff. Hotel was very clean and our room was very comfortable. We were only in town for one night to attend a graduation so didn't have time to take advantage of the indoor pool, but it looked very inviting! The full breakfast was very good, too! We enjoyed our stay! "

A verified traveler stayed at Best Western Executive Hotel Of New Haven - West Haven