Hotels Near
Wooster Square

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Featured Wooster Square Hotels

New Haven Hotel
New Haven Hotel
3.5 out of 5
229 George Street, New Haven, CT
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star business-friendly hotel in New Haven. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff and ...
8.8/10 Excellent! (1,469 reviews)
"I recently stayed there with family in March 2025. This hotel is very close (walkable) to Yale New Haven Hospital, and so we stayed there while my father endured a challenging hospital stay. This was a difficult time for us as a family, and every member of the hotel staff consistently went above ..."

Reviewed on Mar 25, 2025

New Haven Hotel
Motel 6 New Haven - Branford, CT
Motel 6 New Haven - Branford, CT
2 out of 5
320 E Main St, Branford, CT
Fully refundable
Stay at this motel in Branford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
6.8/10 (1,011 reviews)
"Very nice and staff friendly"

Reviewed on Mar 2, 2025

Motel 6 New Haven - Branford, CT
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
Stay at this 4-star business-friendly hotel in New Haven. Enjoy 2 restaurants, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
8.2/10 Very Good! (1,001 reviews)
"The front desk associate, Kevin, was awesome!"

Reviewed on Mar 25, 2025

Omni 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
Stay at this 3-star business-friendly hotel in Milford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (1,001 reviews)
"They have Great staff and Delicious Free Bfast."

Reviewed on Mar 25, 2025

Hyatt Place Milford / New Haven
Clarion Inn
Clarion Inn
3 out of 5
201 Washington Avenue, North Haven, CT
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in North Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.2/10 Good! (1,000 reviews)
"Nice hotel with free breakfast"

Reviewed on Mar 23, 2025

Clarion Inn
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
Stay at this hotel in Waterbury. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.4/10 Very Good! (1,004 reviews)
"Check-in and check-out were efficient, and the front desk folks were polite and helpful. The Bistro had a nice menu and accommodating staff. Parking garage on-site was very convenient, and access to I-84 on departure was simple. My only concern was finding a VERY slippery shower floor. Before I let ..."

Reviewed on Mar 24, 2025

Courtyard by Marriott Waterbury Downtown
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
Stay at this 3-star business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
8.8/10 Excellent! (676 reviews)
"Very clean"

Reviewed on Mar 26, 2025

Cambria Hotel New Haven University Area
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
Book a stay at this business-friendly hotel in West Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.6/10 Good! (1,022 reviews)
"Walkable to everywhere wexwanted to go. No microwave ir refrigerator in the room."

Reviewed on Mar 21, 2025

Best Western Executive Hotel Of New Haven - West Haven
Hyatt House Shelton
Hyatt House Shelton
3 out of 5
830 Bridgeport Ave, Shelton, CT
Fully refundableReserve now, pay when you stay
Stay at this 3-star business-friendly hotel in Shelton. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
8.4/10 Very Good! (1,003 reviews)
"Very comfortable and quiet easy check-in the room was clean and cozy plenty of towels."

Reviewed on Mar 25, 2025

Hyatt House Shelton
Trumbull Marriott Shelton
Trumbull Marriott Shelton
3.5 out of 5
180 Hawley Ln, Trumbull, CT
Fully refundableReserve now, pay when you stay
Stay at this hotel in Trumbull. Enjoy free parking, an outdoor pool, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.2/10 Very Good! (1,001 reviews)
"I loved the bar, the friendliness of staff and ample enough parking."

Reviewed on Mar 24, 2025

Trumbull Marriott Shelton
Hampton Inn by Hilton Shelton
Hampton Inn by Hilton Shelton
2.5 out of 5
695 Bridgeport Ave, Shelton, CT
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Shelton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
8.6/10 Excellent! (1,002 reviews)
"Hotel and staff were very accomodating"

Reviewed on Mar 25, 2025

Hampton Inn by Hilton Shelton
Holiday Inn Cheshire - Southington by IHG
Holiday Inn Cheshire - Southington by IHG
3 out of 5
64 Knotter Dr, Cheshire, CT
Fully refundable
Stay at this 3-star business-friendly hotel in Cheshire. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.2/10 Very Good! (1,000 reviews)
"La propiedad bien limpia, la comida estaba buena, lo único es que no había nadie que hablara español"

Reviewed on Mar 21, 2025

Holiday Inn Cheshire - Southington by IHG
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.

Hotels in Wooster Square

New Haven is a city that has a lot going on, but you have your sights set on Wooster Square. This part of town is perfect for what you want to be doing, and that is everything that is not on everyone’s radar. For all that Wooster Square has going on, you’ll still need a place to crash, eventually. But you don’t want any old shack, you need something that fits the trip. We have a slew of Wooster Square hotels that will do the trick.

A beautiful day in the neighborhood

As much as you like getting out there, it’s also good to know a part of New Haven so well you’ll be telling the tourists where to go. Make friends with the concierge or be bold and chat up a local. It’s your trip, so choose your own adventure. And when you get in at night, you’ll have a comfy room and plenty of amenities to help you settle in. Call a friend and spin tales from the Wooster Square underground. What’s a journey without a good story to go with it?

Beyond the block

We’re not talking about the Wooster Square city block. We’re talking about looking beyond that block of hotels you always focus on. We give you tons of ways to sort our stash of Wooster Square cheap hotels. And if you feel like living a little, but not killing your vacation vibes, choose the Hotwire Hot Rate deal. Filter by:

  • Hotwire Hot Rate: Snag some of the best hotels in Wooster Square at an almost too good to be true rate. After you book, we’ll reveal the name of the hotel. You can get a luxury hotel at a budget price.
  • Price: You have a price in mind, and we have solutions. Hotels start as low as $79
  • Amenities: Rooftop lounge, designer furniture, 24-7 room service, and everything else you look for to live it up large.

Find the Wooster Square hotel you want, book it, and never look back. Because your great escape is ahead of you.