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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
$119 nightly
The price is $137 total per night from Oct 26 to Oct 27
$137 total
Oct 26 - Oct 27
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 ...
"We stayed one night. The staff was welcoming, the room clean and quiet, the bed very comfortable."

Reviewed on Oct 12, 2025

Opens in a new windowNew Haven Hotel
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
$110 nightly
The price is $127 total per night from Nov 2 to Nov 3
$127 total
Nov 2 - Nov 3
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 ...
"Always friendly staff. Rooms are clean, beds are comfortable and coffee and breakfast is always ready when I come downstairs."

Reviewed on Oct 9, 2025

Opens in a new windowHyatt Place Milford / New Haven
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight Street, New Haven, CT
Fully refundableReserve now, pay when you stay
$134 nightly
The price is $154 total per night from Oct 19 to Oct 20
$154 total
Oct 19 - Oct 20
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, ...
"Decent comfortable stay. Broken coffee machine. Annoying bright flashing light on safety monitor kept us awake. Staff either very nice or surly, depending."

Reviewed on Oct 11, 2025

Opens in a new windowCambria 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
$167 nightly
The price is $192 total per night from Oct 26 to Oct 27
$192 total
Oct 26 - Oct 27
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 ...
"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
Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
180 Hawley Ln, Trumbull, CT
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $160 total per night from Oct 26 to Oct 27
$160 total
Oct 26 - Oct 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 self parking and free WiFi. ...
"The best"

Reviewed on Oct 12, 2025

Opens in a new windowTrumbull Marriott Shelton
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road, Southbury, CT
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $107 total per night from Oct 30 to Oct 31
$107 total
Oct 30 - Oct 31
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
"Our only complaint was that breakfast is not served on Monday and Tuesday. Our stay was from Saturday until Monday. We had appointments on Sunday that prevented us from enjoying breakfast. We looked forward to breakfast on Monday, only to be disappointed."

Reviewed on Oct 7, 2025

Opens in a new windowWyndham Southbury
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

2.5 out of 5
490 Saw Mill Rd, West Haven, CT
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $120 total per night from Nov 2 to Nov 3
$120 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will ...
"Thank you. The stay as just right."

Reviewed on Oct 10, 2025

Opens in a new windowBest Western Executive Hotel Of New Haven - West Haven
Motel 6 Milford, CT

Motel 6 Milford, CT

2 out of 5
111 Schoolhouse Road, Milford, CT
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $92 total per night from Nov 2 to Nov 3
$92 total
Nov 2 - Nov 3
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 ...
"Safe and quiet"

Reviewed on Oct 12, 2025

Opens in a new windowMotel 6 Milford, CT
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
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $136 total per night from Oct 14 to Oct 15
$136 total
Oct 14 - Oct 15
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the ...
"Facility was under rnovations.. Breakfast was good. Eggs, sausage, waffles..."

Reviewed on Oct 8, 2025

Opens in a new windowLa Quinta Inn & Suites by Wyndham New Haven
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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

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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