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
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! (1,478 reviews)
"This is absolutely the best hotel I’ve stayed at in my entire 67 years. The room was exceptionally clean, and there was absolutely none of the “hotel room smell” we all know about. I was astounded by the cleanliness and freshness of the room. The bedding was clean and fresh. The staff was very nice ..."

Reviewed on Mar 31, 2025

New Haven Hotel
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! (1,002 reviews)
"Would’ve liked breakfast buffet to have enough food-closed down early. No waffles."

Reviewed on Mar 29, 2025

Clarion Inn
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! (1,005 reviews)
"I enjoyed the location"

Reviewed on Mar 30, 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! (1,003 reviews)
"It was clean and price wa reasonable."

Reviewed on Mar 28, 2025

Hyatt Place Milford / New Haven
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)
"Na"

Reviewed on Mar 30, 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
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! (677 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! (1,028 reviews)
"Only complaint was I couldn't use the television. It worked but the actual cable/entertainment services wouldn't come through, so it made for a quiet stay"

Reviewed on Mar 29, 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! (1,009 reviews)
"Ok"

Reviewed on Mar 29, 2025

Hyatt House Shelton
Home2 Suites by Hilton East Haven New Haven
Home2 Suites by Hilton East Haven New Haven
3 out of 5
30 Frontage Rd, East Haven, CT
Fully refundableReserve now, pay when you stay
Stay at this 3-star business-friendly inn in East Haven. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Shoreline Trolley Museum and ...
9.4/10 Exceptional! (246 reviews)
"The room was spacious. The staff were great! It was a wonderfull stay!"

Reviewed on Mar 31, 2025

Home2 Suites by Hilton East Haven New Haven
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! (1,002 reviews)
"Parking close to my room"

Reviewed on Mar 23, 2025

Red Roof Inn Milford - New Haven
New Haven Village Suites
New Haven Village Suites
3 out of 5
3 Long Wharf Dr, New Haven, CT
Fully refundable
Book a stay at this business-friendly aparthotel in New Haven. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and ...
7.4/10 Good! (2,021 reviews)
"Okay place to stay"

Reviewed on Mar 28, 2025

New Haven Village Suites
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 Silver Sands State Park ...
6.2/10 (1,003 reviews)
"Relaxing"

Reviewed on Mar 24, 2025

Motel 6 Milford, CT
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 $85
  • 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.