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Our top choices for Wooster Square hotels

Indoor pool
Holiday Inn Express & Suites Milford by IHG

Holiday Inn Express & Suites Milford by IHG

Holiday Inn Express & Suites Milford by IHG
2.5 star property
12.4 km from Wooster Square
8.0 out of 10, Very Good, (1015)
"Breakfast was fresh and good options."
United States
paulo
The price is ₩125,679
₩144,531 total
includes taxes & fees
Jan 11 - Jan 12
Holiday Inn Express & Suites Milford by IHG
Deluxe Room, 1 Queen Bed, Non Smoking | Premium bedding, pillowtop beds, in-room safe, desk
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven
2.5 star property
6.4 km from Wooster Square
8.0 out of 10, Very Good, (1515)
"The breakfast was phenomenal and the service desk was nice and helpful"
United States
Hannah
The price is ₩132,209
₩152,040 total
includes taxes & fees
Jan 8 - Jan 9
Best Western Executive Hotel Of New Haven - West Haven
Lobby
Comfort Inn & Suites Meriden East

Comfort Inn & Suites Meriden East

Comfort Inn & Suites Meriden East
2.5 star property
27.4 km from Wooster Square
7.2 out of 10, Good, (1003)
"Very nice property "
United States
DAVIDA
The price is ₩122,675
₩141,076 total
includes taxes & fees
Jan 15 - Jan 16
Comfort Inn & Suites Meriden East
Lobby
Hilton Garden Inn Milford

Hilton Garden Inn Milford

Hilton Garden Inn Milford
3.0 star property
12.3 km from Wooster Square
8.4 out of 10, Very Good, (1007)
"Very nice hotel clean friendly convenient location "
United States
Karen
The price is ₩140,963
₩162,107 total
includes taxes & fees
Jan 23 - Jan 24
Hilton Garden Inn Milford
Bar (on property)
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven
3.0 star property
12.7 km from Wooster Square
8.6 out of 10, Excellent, (1218)
"Hotel for Pleasant Stay"
United States
Rajesh
The price is ₩137,525
₩158,154 total
includes taxes & fees
Jan 6 - Jan 7
Hyatt Place Milford / New Haven
Restaurant
Hampton Inn & Suites New Haven - South - West Haven

Hampton Inn & Suites New Haven - South - West Haven

Hampton Inn & Suites New Haven - South - West Haven
2.5 star property
6.5 km from Wooster Square
8.4 out of 10, Very Good, (1004)
"Overall great stay!"
United States
Michael
The price is ₩158,399
₩182,159 total
includes taxes & fees
Jan 11 - Jan 12
Hampton Inn & Suites New Haven - South - West Haven
Combined shower/tub, free toiletries, hair dryer, towels
Motel 6 Milford, CT

Motel 6 Milford, CT

Motel 6 Milford, CT
2.0 star property
17.7 km from Wooster Square
6.2 out of 10, (1007)
"everything was very good."
United States
Marian
The price is ₩79,785
₩91,746 total
includes taxes & fees
Jan 30 - Jan 31
Motel 6 Milford, CT
Desk, blackout drapes, iron/ironing board, free WiFi
Extended Stay America Suites Hartford Meriden

Extended Stay America Suites Hartford Meriden

Extended Stay America Suites Hartford Meriden
2.5 star property
28.5 km from Wooster Square
7.0 out of 10, Good, (893)
"Needs renovations but decent "
United States
Tameika
The price is ₩131,299
₩150,989 total
includes taxes & fees
Jan 9 - Jan 10
Extended Stay America Suites Hartford Meriden
Free daily buffet breakfast
Clarion Inn North Haven - New Haven North

Clarion Inn North Haven - New Haven North

Clarion Inn North Haven - New Haven North
3.0 star property
11.9 km from Wooster Square
7.6 out of 10, Good, (1008)
"I would stay there again."
United States
George
The price is ₩153,488
₩176,511 total
includes taxes & fees
Feb 1 - Feb 2
Clarion Inn North Haven - New Haven North
Lobby
Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown
3.0 star property
29.5 km from Wooster Square
8.4 out of 10, Very Good, (1096)
"Clean room, spacious room, well appointed room, nice common spaces. Very good hotel"
United States
james
The price is ₩128,569
₩147,854 total
includes taxes & fees
Jan 7 - Jan 8
Courtyard by Marriott Waterbury Downtown
Free buffet breakfast
Quality Inn Waterbury East

Quality Inn Waterbury East

Quality Inn Waterbury East
2.5 star property
27 km from Wooster Square
7.0 out of 10, Good, (1005)
"People are so very nice we enjoy every time we come will always stay at quality inn "
United States
Cynthia
The price is ₩113,949
₩131,042 total
includes taxes & fees
Jan 12 - Jan 13
Quality Inn Waterbury East
Exterior
Red Roof Inn Meriden

Red Roof Inn Meriden

Red Roof Inn Meriden
2.0 star property
27.5 km from Wooster Square
7.4 out of 10, Good, (1000)
"Great place, clean, cool people"
United States
Dezmin
The price is ₩128,554
₩147,837 total
includes taxes & fees
Jan 6 - Jan 7
Red Roof Inn Meriden
Exterior
Cheshire Welcome Inn

Cheshire Welcome Inn

Cheshire Welcome Inn
2.5 star property
18.8 km from Wooster Square
8.4 out of 10, Very Good, (773)
"This is our 5 th stay, allways clean, friendly staff Very economical, will definitely be a return customer..Quiet and centrally located…no complaints…"
United States
John
The price is ₩115,712
₩133,069 total
includes taxes & fees
Jan 8 - Jan 9
Cheshire Welcome Inn
Aerial view
Waterbury Motel

Waterbury Motel

Waterbury Motel
2.0 star property
30.3 km from Wooster Square
3.6 out of 10, (166)
"Motel for drug addicts."
United States
Brian
The price is ₩85,231
₩98,016 total
includes taxes & fees
Jan 6 - Jan 7
Waterbury Motel
Reception
The Best Way Inn

The Best Way Inn

The Best Way Inn
2.0 star property
West New Haven, 6.3 km from Wooster Square
4.8 out of 10, (36)
"Good deal the locals are not the best around the hotel they were looking for Sunday stances. The room was fairly clean and the staff seemed to try with what they had wasn't great could have been worse"
United States
Chris
The price is ₩109,789
₩126,257 total
includes taxes & fees
Jan 6 - Jan 7
The Best Way Inn
Reception
Hampton Inn Milford

Hampton Inn Milford

Hampton Inn Milford
2.5 star property
16.3 km from Wooster Square
7.8 out of 10, Good, (1003)
"Staff helpful and rooms clean"
United States
Chris
The price is ₩135,040
₩155,296 total
includes taxes & fees
Jan 11 - Jan 12
Hampton Inn Milford
Lobby
Fairfield by Marriott Inn & Suites Wallingford New Haven

Fairfield by Marriott Inn & Suites Wallingford New Haven

Fairfield by Marriott Inn & Suites Wallingford New Haven
3.0 star property
22.8 km from Wooster Square
8.6 out of 10, Excellent, (1001)
"Always stay here when visting family in CT."
United States
David
The price is ₩193,575
₩222,611 total
includes taxes & fees
Feb 1 - Feb 2
Fairfield by Marriott Inn & Suites Wallingford New Haven
Terrace/patio
Homewood Suites by Hilton Wallingford-Meriden

Homewood Suites by Hilton Wallingford-Meriden

Homewood Suites by Hilton Wallingford-Meriden
3.0 star property
22.7 km from Wooster Square
9.0 out of 10, Wonderful, (909)
"Staff was very friendly and helpful stay was overall very pleasant!"
United States
Angela
The price is ₩172,195
₩198,024 total
includes taxes & fees
Jan 12 - Jan 13
Homewood Suites by Hilton Wallingford-Meriden
Exterior
Super 8 by Wyndham Milford/New Haven

Super 8 by Wyndham Milford/New Haven

Super 8 by Wyndham Milford/New Haven
2.0 star property
13.7 km from Wooster Square
5.6 out of 10, (905)
"Yes stay was wonderful "
United States
Angel
The price is ₩109,283
₩125,676 total
includes taxes & fees
Jan 11 - Jan 12
Super 8 by Wyndham Milford/New Haven
Deluxe Single Room | Desk, laptop workspace, free WiFi
Three Judges Motel

Three Judges Motel

Three Judges Motel
2.0 star property
West New Haven, 6.3 km from Wooster Square
4.4 out of 10, (28)
"The antiquated motel needs some upgrade. "
United States
James
The price is ₩151,682
₩174,434 total
includes taxes & fees
Jan 6 - Jan 7
Three Judges Motel
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.
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Where to stay in Wooster Square

Find the best Wooster Square areas and neighborhoods for the activities you enjoy most.
New Haven which includes a river or creek and kayaking or canoeing as well as a couple
Photo by visitNewHaven.com
Open Photo by visitNewHaven.com

Downtown New Haven

In the heart of New Haven, this residential downtown area boasts a variety of restaurants, cafes, theaters, and stores. Explore the arts at Chapel Street Historic District, Broadway area, and Ninth Square district, or visit the Shops at Yale.

Mill River

If you're spending some time in Mill River, Wooster Square and Thread City Crossing are top sights worth seeing.

Long Wharf

Waterfront district with a mix of commercial, industrial, and recreational facilities, Long Wharf offers attractions like Long Wharf Theatre and Vietnam Veterans Memorial Park. Easily accessible via Interstates 95 and 91, and Church Street Bridge.

The Hill

Southwesternmost New Haven, this area boasts historic structures, Union Station, and Yale-New Haven Hospital. Explore Trowbridge Square and City Point, or visit the Lupi-Legna Bakery.

East Rock

Prominent trap rock ridge East Rock lends its name to this neighborhood, popular among Yale affiliates and cyclists. Explore East Rock Park or visit the lively Upper State Street commercial district.

Top Wooster Square Hotel Reviews

New Haven Hotel

New Haven Hotel

10/10 Excellent
"The staff at this hotel, including Stephanie at the front desk, could not have been nicer and more competent. They were incredibly helpful to my family. The hotel is also well situated to downtown and Yale university. We would stay here again. "
Ann 1-night trip
Posted 6 days ago
New Haven Hotel

Frequently asked questions

What is Wooster Square like?
You'll be sure to have fun visiting New Haven's Wooster Square neighborhood. Consider a visit to Wooster Square as part of your Wooster Square travel plans.
How many hotels will I be able to find in Wooster Square?
If you're searching for places to stay in New Haven, Expedia has something to meet your needs with 21 Wooster Square hotels and other accommodations to choose from.
If I need to cancel my hotel reservation in Wooster Square, will I receive a refund?
Yes! The majority of hotel bookings are refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you booked a non-refundable reservation, it may still be possible to cancel it and receive a refund within 24 hours of booking. Put your dates in and click on "Search", then you can filter by "fully refundable" to view the best deals available in Wooster Square.
Where can I learn more about changing or cancelling my trip to Wooster Square?
For additional details about updating your trip to Wooster Square or cancelling it, click here.
What is there to do around this New Haven neighborhood?
Wooster Square is an attraction you might want to check out while you're in Wooster Square. When you're sightseeing in New Haven, Thread City Crossing and Connecticut Children's Museum are also worth a stop.