Explore top 2025 4 Star Hotels in Wooster Square

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Top Wooster Square 4 Star hotels

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
$167 nightly
The price is $192 total per night from Oct 27 to Oct 28
$192 total
Oct 27 - Oct 28
Total with taxes and fees
This smoke-free hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public ...
8.4/10 Very Good! (1,009 reviews)
"Super clean, friendly staff, fast elevators and easy parking. A no brainer for staying in New Haven."

Reviewed on Oct 7, 2025

Opens in a new windowOmni New Haven Hotel at Yale
The Blake Hotel

The Blake Hotel

4 out of 5
9 High Street, New Haven, CT
Fully refundableReserve now, pay when you stay
$229 nightly
The price is $263 total per night from Oct 28 to Oct 29
$263 total
Oct 28 - Oct 29
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! (1,002 reviews)
"It’s my favorite hotel in New Haven!"

Reviewed on Oct 4, 2025

Opens in a new windowThe Blake Hotel
Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
1151 Chapel Street, New Haven, CT
Fully refundableReserve now, pay when you stay
$180 nightly
The price is $207 total per night from Nov 2 to Nov 3
$207 total
Nov 2 - Nov 3
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! (889 reviews)
"Loud tv in adjoining room, went on late, but i covered my head with a pillow"

Reviewed on Oct 11, 2025

Opens in a new windowGraduate by Hilton New Haven
Hotel Marcel New Haven, Tapestry Collection By Hilton

Hotel Marcel New Haven, Tapestry Collection By Hilton

4 out of 5
500 Sargent Drive, New Haven, CT
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $159 total per night from Oct 26 to Oct 27
$159 total
Oct 26 - Oct 27
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. ...
9.2/10 Wonderful! (807 reviews)
"Value"

Reviewed on Oct 6, 2025

Opens in a new windowHotel Marcel New Haven, Tapestry Collection By Hilton
Madison Beach Hotel

Madison Beach Hotel

4 out of 5
94 West Wharf Road, Madison, CT
$303 nightly
The price is $348 total per night from Nov 4 to Nov 5
$348 total
Nov 4 - Nov 5
Total with taxes and fees
This hotel features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Enjoy the ...
9.4/10 Exceptional! (322 reviews)
"Beautiful sunrise from balcony and sunset from other parts of the property. Staff was very very helpful and attentive. Restaurant offers many wonderful food options"

Reviewed on Oct 9, 2025

Opens in a new windowMadison Beach Hotel
Jay's Ranch

Jay's Ranch

4 out of 5
54 Country Hills Rd, Hamden, CT
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 ...
7.6/10 Good! (46 reviews)
"I only stayed for one night , but the house is spotless and I was served a nice breakfast too. I also enjoyed the room. wish I could have stayed longer!"

Reviewed on Sep 18, 2025

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Opens in a new windowJay's Ranch
Luxury Apartments by Hyatus at Pierpont

Luxury Apartments by Hyatus at Pierpont

4 out of 5
9 Tower Ln, New Haven, CT
This aparthotel features a 24-hour gym and a seasonal outdoor pool. Enjoy the a rooftop terrace and perks like free self parking and a free area shuttle. Free ...
9.4/10 Exceptional! (21 reviews)
"My accommodations were perfect. Minor house keeping observations. Just make sure you meet your Instacart/ DoorDash delivery person in the lobby. They wont be able to get into the property."

Reviewed on Oct 9, 2025

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Opens in a new windowLuxury Apartments by Hyatus at Pierpont
Holiday Inn Bridgeport-Trumbull-Fairfield, an IHG Hotel

Holiday Inn Bridgeport-Trumbull-Fairfield, an IHG Hotel

4 out of 5
1070 Main St, Bridgeport, CT
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, laundry service, and airport ...
"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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Opens in a new windowHoliday Inn Bridgeport-Trumbull-Fairfield, an IHG Hotel
Renovated 1 bedroom Cozy Apt-Madison

Renovated 1 bedroom Cozy Apt-Madison

4 out of 5
Madison
This apartment featured laundry facilities and barbecue grills.
10/10 Exceptional! (2 reviews)
Great stay!
"I stayed for two nights, and the apartment was clean (always important to me!), pretty, with a comfortable bed. It might be noted that there is a downstairs apartment as well, which I don't think was described on the website. I mention this only because of possible noise issues - I did hear music ..."

Reviewed on Jan 20, 2025

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Opens in a new windowRenovated 1 bedroom Cozy Apt-Madison
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Recent Wooster Square hotel reviews by fellow wanderers

New Haven Hotel

New Haven Hotel

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"We stayed one night. The staff was welcoming, the room clean and quiet, the bed very comfortable. "
A verified traveler stayed at New Haven Hotel
New Haven Hotel

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