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! (1,613 reviews)
"We stayed at this hotel for a wedding and it was situated in an ideal location. The garage parking is connected to the hotel for easy access and commute. Overall, a great stay for a night in downtown New Haven."

Reviewed on Jun 29, 2025

New Haven Hotel
Motel 6 Milford, CT
Motel 6 Milford, CT
2 out of 5
111 Schoolhouse Road, Milford, CT
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly motel in Milford. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Hartford HealthCare Amphitheater ...
6/10 (1,004 reviews)
"Staff super friendly, respectful and helpful! However rooms requires refurbished"

Reviewed on Jun 27, 2025

Motel 6 Milford, CT
Red Roof Inn Milford - New Haven
Red Roof Inn Milford - New Haven
2 out of 5
10 Rowe Ave, Milford, CT
Fully refundableReserve now, pay when you stay
Stay at this hotel in Milford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the clean rooms in our reviews. Popular attractions ...
7/10 Good! (1,005 reviews)
"This is an old not updated hotel. There are alot of new amenities that could be added, but for 100$ a night its hard to complain. There was not a refrigerator or coffee maker in the room. The AC was medicore and a large gap between the door and wall. They do not have USB ports in the room, however ..."

Reviewed on Jun 21, 2025

Red Roof Inn Milford - New Haven
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
Stay at this 3-star business-friendly hotel in New Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
5.8/10 (1,009 reviews)
"I like the hotel."

Reviewed on Jun 28, 2025

La Quinta Inn & Suites by Wyndham New Haven
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! (1,035 reviews)
"Great place"

Reviewed on Jun 26, 2025

Hyatt Place Milford / New Haven
The Blake Hotel
The Blake Hotel
4 out of 5
9 High Street, New Haven, CT
Fully refundableReserve now, pay when you stay
Stay at this 4-star business-friendly hotel in New Haven. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff ...
9.4/10 Exceptional! (1,002 reviews)
"Beautiful hotel and wonderful staff. Would definitely stay here again."

Reviewed on Jun 28, 2025

The Blake Hotel
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! (1,168 reviews)
"Our room keys stopped working every time we left the room. Maybe invest in new room keys. Everyone was very kind and helpful otherwise. The ladies behind the desk were all very sweet and helpful. We enjoyed our stay."

Reviewed on Jun 30, 2025

Best Western Executive Hotel Of New Haven - West Haven
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! (1,005 reviews)
"Nice and clean. Enjoyed the indoor and outdoor pools; in-room dining was a plus !"

Reviewed on Jun 29, 2025

Trumbull Marriott Shelton
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! (1,010 reviews)
Nephews wedding
"Wry nice bar and nice clean room"

Reviewed on Jun 30, 2025

Omni New Haven Hotel at Yale
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 ...
8.6/10 Excellent! (782 reviews)
"Nice room, very updated facility."

Reviewed on Jun 30, 2025

Cambria Hotel New Haven University Area
Courtyard by Marriott Waterbury Downtown
Courtyard by Marriott Waterbury Downtown
3 out of 5
63 Grand St, Waterbury, CT
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! (1,007 reviews)
"The staff was amazing"

Reviewed on Jun 27, 2025

Courtyard by Marriott Waterbury Downtown
Red Roof Inn Meriden
Red Roof Inn Meriden
2 out of 5
10 Bee St, Meriden, CT
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Meriden. Enjoy free WiFi, free parking, and a health club. Our guests praise the helpful staff and the clean rooms ...
7.4/10 Good! (1,005 reviews)
"Great staff and cleanliness."

Reviewed on Jun 26, 2025

Red Roof Inn Meriden
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
  • 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.