Wooster Square Tours

A spiral staircase with a dark interior and white handrails.
A two-story brick house with a balcony, white trim, and a decorative roof.
Watch life go by at Wooster Square. If its well-trodden paths could talk, this historic square would have countless stories to tell.

Located in New Haven, this public square is free to enter. Wooster Square is perfect for a fun and cheap day out! If you're in the mood for more exploring, East Rock Park, Yale Bowl and Shubert Theater are in the area.

Plan a trip to see Wooster Square

Price found within the past 48 hours. Click for updated prices.
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
Downtown New Haven
Save 100% on your flight
Price was $860, price is now $638 per person
$638
per person
Oct 24 - Oct 29
found 1 day ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
8.6/10 Excellent! (1,064 reviews)
It’s a solid .

Reviewed on Aug 7, 2026

Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing

4 out of 5
The Hill
Save 100% on your flight
Price was $900, price is now $648 per person
$648
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
9.4/10 Exceptional! (33 reviews)
Everything about the property & staff was AMAZING! Zero complaints, would 100% stay there again if in the area. Thank you!

Reviewed on Jul 24, 2026

Las Flores Villa

Las Flores Villa

5 out of 5
Save 100% on your flight
Price was $8,810, price is now $6,558 per person
$6,558
per person
Oct 24 - Oct 29
found 1 day ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
10/10 Exceptional! (1 review)

Stay near popular Wooster Square attractions

Wooster Square

8.8/10 (201 reviews)
Find out about the history of New Haven when you take a trip to Wooster Square. Experience the area's art scene and museums.
See properties

Best Lodging Options Near Wooster Square

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St New Haven CT
Omni New Haven Hotel at Yale
New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
New Haven Hotel
La Quinta Inn & Suites by Wyndham New Haven

La Quinta Inn & Suites by Wyndham New Haven

3 out of 5
400 Sargent Dr New Haven CT
La Quinta Inn & Suites by Wyndham 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
Hotel Marcel New Haven, Tapestry Collection By Hilton
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight Street New Haven CT
Cambria Hotel New Haven University Area
Garden Level Suite, Court Street

Garden Level Suite, Court Street

New Haven CT
Garden Level Suite, Court Street
A brick's throw away to Sally's Apizza!

A brick's throw away to Sally's Apizza!

New Haven CT
A brick's throw away to Sally's Apizza!
Prime Yale Living in Modern Wooster Square

Prime Yale Living in Modern Wooster Square

New Haven CT
Prime Yale Living in Modern Wooster Square
The Blake Hotel

The Blake Hotel

4 out of 5
9 High Street New Haven CT
The Blake Hotel
See all 701 properties in Wooster Square
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.

Explore a world of travel with Expedia