Find a Hotel in Wooster Square

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

Tonight
Apr 15 - Apr 16
Tomorrow
Apr 16 - Apr 17
This weekend
Apr 17 - Apr 19
Next weekend
Apr 24 - Apr 26

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Property amenities
Property amenities
Accessibility
Accessibility

Top hotels in Wooster Square

New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $123 total per night from Apr 29 to Apr 30
$123 total
Apr 29 - Apr 30
Total with taxes and fees
A gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 2 conference ...
Great location and friendly staff.

Reviewed on Apr 15, 2026

Opens in a new windowNew Haven Hotel
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
$163 nightly
The price is $187 total per night from Apr 22 to Apr 23
$187 total
Apr 22 - Apr 23
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 ...
The room was dusty and dirty especially the bathroom, Please be aware of noise at night! There is a nightclub across the street and you won’t be able to sleep at all. The staff are okay. Do not recommend to stay here. Please go to another Hotel.

Reviewed on Apr 13, 2026

Opens in a new windowOmni New Haven Hotel at Yale
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3 out of 5
190 Old Gate Lane Milford CT
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $136 total per night from Apr 26 to Apr 27
$136 total
Apr 26 - Apr 27
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 24-hour business center and free WiFi in public ...
I've been coming to this location for a number of years. The breakfast is so so ( not that tasty). The staff was fine. Liked the floor covering change from carpet in the rooms, but the bathroom needs updating. The parking lot seems fine.

Reviewed on Apr 13, 2026

Opens in a new windowHyatt Place Milford / New Haven
Courtyard by Marriott New Haven Orange-Milford

Courtyard by Marriott New Haven Orange-Milford

3 out of 5
136 Marsh Hill Rd Orange CT
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $127 total per night from Apr 26 to Apr 27
$127 total
Apr 26 - Apr 27
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
The TV didn't work, the wifi was in and out, property basic upkeep was deficient including plugs, lighting fixtures pulling from wall. The shouwer handle also pulled out from the fixture which a simple tightening of a set screw would have solved.

Reviewed on Apr 12, 2026

Opens in a new windowCourtyard by Marriott New Haven Orange-Milford
Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

3 out of 5
63 Grand St Waterbury CT
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $108 total per night from Apr 21 to Apr 22
$108 total
Apr 21 - Apr 22
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Self parking, a 24-hour business center, and a coffee shop are ...
Customer service was extremely poor. Rashheda was fabulous getting me in early, but that’s it. The amenities were terrible.. one pack of coffee, one sugar and one creamer and that’s all you get in your room. Are you kidding me? You turn on the heater or the air conditioner it’s so loud that you have ...

Reviewed on Apr 13, 2026

Opens in a new windowCourtyard by Marriott Waterbury Downtown
Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
180 Hawley Ln Trumbull CT
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $175 total per night from Apr 26 to Apr 27
$175 total
Apr 26 - Apr 27
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an indoor pool, and a 24-hour gym. Enjoy the seasonal outdoor pool and perks like free WiFi. You'll appreciate ...
Housekeeping only came twice in my 4 day stay. The second time they came only emptied the garbage

Reviewed on Apr 15, 2026

Opens in a new windowTrumbull Marriott Shelton
Hilton Garden Inn Shelton

Hilton Garden Inn Shelton

3 out of 5
25 Old Stratford Rd Shelton CT
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $136 total per night from Apr 23 to Apr 24
$136 total
Apr 23 - Apr 24
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
The room was clean and staff was great

Reviewed on Apr 15, 2026

Opens in a new windowHilton Garden Inn Shelton
Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

2 out of 5
320 E Main St Branford CT
Fully refundable
$72 nightly
The price is $83 total per night from Apr 20 to Apr 21
$83 total
Apr 20 - Apr 21
Total with taxes and fees
A restaurant, free self parking, and a 24-hour front desk are among this motel's amenities. WiFi in public areas is free. A snack bar/deli is also provided.
Appreciate the services but there was a stench lingering in room

Reviewed on Apr 15, 2026

Opens in a new windowMotel 6 New Haven - Branford, CT
Motel 6 Milford, CT

Motel 6 Milford, CT

2 out of 5
111 Schoolhouse Road Milford CT
Fully refundableReserve now, pay when you stay
$65 nightly
The price is $75 total per night from Apr 28 to Apr 29
$75 total
Apr 28 - Apr 29
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. A snack ...
The best part of my state was the lady that checked me in she was very amazing she was the only one there but she got her job done she was very instrumental and very excellent horrible position

Reviewed on Apr 12, 2026

Opens in a new windowMotel 6 Milford, CT
Don't see what you're looking for?
See all available properties in Wooster Square
View all properties
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.

Wooster Square Hotel Guide

Don’t keep your travel plans on repeat year after year. The same city with the same hotel every season will bore you and give you an itch to go looking for something new. Expand your geographical horizons to more than just those five blocks around your usual haunt.

Nowhere else can you find better deals on Wooster Square area hotels. You’ll find the best prices on the quirky, the haunted, the old, the new, and the legendary. If you’re wondering what side of the pricing scale some of these hotels fall on, you need not to worry. Compare cheap hotels near Wooster Square to find the perfect one to will fit your budget.

Leave the ordinary routine you’re set on behind and go. Go anywhere you want. Anywhere that makes you think, “I wonder what that’s like?” Part of Travelocity’s mission is to get you off-the-beaten path and the hotels near Wooster Square are perfect for that. Find your new favorite watering hole on a quiet street. Discover a place to escape for the weekend with tasty local fare and unique sights. We want you to consider the places outside your normal comfort zone. Browse our selection and find the ideal hotel, in a place you’d like to explore.

Recent Wooster Square hotel reviews by fellow wanderers

Hilton Garden Inn Shelton

Hilton Garden Inn Shelton

5 out of 5
Posted 2 hours ago
Travelocity Verified Review
"The room was clean and staff was great"
A verified traveler stayed at Hilton Garden Inn Shelton
Hilton Garden Inn Shelton

Explore More Ways to Travel with Travelocity