Wooster Square Vacations

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Your Wooster Square Vacation

Immerse yourself in the best that Wooster Square offers with a Wooster Square vacation package. From its festivals to every other thing that makes it unique, this neighborhood will charm you from start to finish. Some leading nearby attractions to see during your trip to Wooster Square include Yale University, Yale Bowl and East Rock Park. No matter what your ideal Wooster Square vacation looks like, you can make it a reality with Expedia.

Where to stay in Wooster Square

Find the best Wooster Square areas and neighborhoods for the activities you enjoy most. Learn more about Wooster Square

Wooster Square Hotel Deals

New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
$97 nightly
The price is $112 total per night from Dec 28 to Dec 29
$112 total
Dec 28 - Dec 29
Total with taxes and fees
9/10 Wonderful! (1,924 reviews)
Very clean, convenient parking across the street from the hotel. The staff were very friendly and helpful.

Reviewed on Dec 14, 2025

New Haven Hotel
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight Street New Haven CT
Fully refundable
$106 nightly
The price is $121 total per night from Jan 4 to Jan 5
$121 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8.6/10 Excellent! (992 reviews)
Yes very nice

Reviewed on Dec 14, 2025

Cambria Hotel New Haven University Area
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
$169 nightly
The price is $195 total per night from Dec 21 to Dec 22
$195 total
Dec 21 - Dec 22
Total with taxes and fees
8.4/10 Very Good! (1,007 reviews)
Omni hotel was great. Thanks expedia

Reviewed on Dec 8, 2025

Omni New Haven Hotel at Yale
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.

Discover the most popular places to visit in Wooster Square

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.