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Find hotels in Wooster Square, New Haven from AED 275

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Our top choices for Wooster Square hotels

Comfort Inn & Suites Meriden East

Comfort Inn & Suites Meriden East
2.5 star property
27.4 km from Wooster Square
7.2 out of 10, Good, (1000)
"Very nice property "
United States
DAVIDA
The price is AED 311
AED 357 total
includes taxes & fees
4 Jan - 5 January 2026
Comfort Inn & Suites Meriden East

Extended Stay America Suites Hartford Meriden

Extended Stay America Suites Hartford Meriden
2.5 star property
28.5 km from Wooster Square
7.0 out of 10, Good, (887)
"Stove burners had been left on, room itself smelled of curry spices, hotel smelled deeply of weed at night from people smoking, but halls still emanated from it in the morning. Staff was helpful and pleasant, but the place is a dump "
United States
Shea
The price is AED 331
AED 380 total
includes taxes & fees
20 Dec - 21 Dec
Extended Stay America Suites Hartford Meriden

Holiday Inn Express & Suites Milford by IHG

Holiday Inn Express & Suites Milford by IHG
2.5 star property
12.4 km from Wooster Square
8.0 out of 10, Very Good, (1001)
"Breakfast was fresh and good options."
United States
paulo
The price is AED 320
AED 367 total
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Express & Suites Milford by IHG

Motel 6 Milford, CT

Motel 6 Milford, CT
2.0 star property
17.7 km from Wooster Square
6.2 out of 10, (1003)
"Staff helpful comfortable bed and I love the pillows "
United States
Rebecca
The price is AED 244
AED 281 total
includes taxes & fees
28 Dec - 29 Dec
Motel 6 Milford, CT

Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven
2.5 star property
6.4 km from Wooster Square
8.0 out of 10, Very Good, (1485)
"Carpet in room needs changing Breakfast very good Staff is great"
United States
carolyn
The price is AED 352
AED 405 total
includes taxes & fees
16 Dec - 17 Dec
Best Western Executive Hotel Of New Haven - West Haven

Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown
3.0 star property
29.5 km from Wooster Square
8.4 out of 10, Very Good, (1063)
"Everything was great 👍 "
United States
Janet
The price is AED 327
AED 376 total
includes taxes & fees
14 Dec - 15 Dec
Courtyard by Marriott Waterbury Downtown

Hilton Garden Inn Milford

Hilton Garden Inn Milford
3.0 star property
12.3 km from Wooster Square
8.4 out of 10, Very Good, (1003)
"It was a nice stay for the price "
United States
karla
The price is AED 347
AED 399 total
includes taxes & fees
19 Dec - 20 Dec
Hilton Garden Inn Milford

Hampton Inn & Suites New Haven - South - West Haven

Hampton Inn & Suites New Haven - South - West Haven
2.5 star property
6.5 km from Wooster Square
8.4 out of 10, Very Good, (1002)
"always a very friendly front desk and the location is convenient "
United States
Melissa
The price is AED 317
AED 364 total
includes taxes & fees
19 Dec - 20 Dec
Hampton Inn & Suites New Haven - South - West Haven

Clarion Inn North Haven - New Haven North

Clarion Inn North Haven - New Haven North
3.0 star property
11.9 km from Wooster Square
7.6 out of 10, Good, (1002)
"I would stay there again."
United States
George
The price is AED 297
AED 342 total
includes taxes & fees
19 Dec - 20 Dec
Clarion Inn North Haven - New Haven North

Red Roof Inn Meriden

Red Roof Inn Meriden
2.0 star property
27.5 km from Wooster Square
7.4 out of 10, Good, (1002)
"Room was clean. Plenty of parking spaces. Friendly staff. Good location, several places to eat close by and the hotel is conveniently located near the highway. "
United States
ALLEN
The price is AED 327
AED 376 total
includes taxes & fees
14 Dec - 15 Dec
Red Roof Inn Meriden

Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven
3.0 star property
12.7 km from Wooster Square
8.6 out of 10, Excellent, (1183)
"Hotel for Pleasant Stay"
United States
Rajesh
The price is AED 403
AED 463 total
includes taxes & fees
15 Dec - 16 Dec
Hyatt Place Milford / New Haven

Quality Inn Waterbury East

Quality Inn Waterbury East
2.5 star property
27 km from Wooster Square
7.0 out of 10, Good, (1003)
"People are so very nice we enjoy every time we come will always stay at quality inn "
United States
Cynthia
The price is AED 290
AED 333 total
includes taxes & fees
5 Jan - 6 January 2026
Quality Inn Waterbury East

Quality Inn

Quality Inn
2.0 star property
3.4 km from Wooster Square
6.8 out of 10, (209)
"Very large rooms, that were nice for the price. Very clean and easy to get to. Close to the train station for an easy uber ride. "
United States
ShyAnn
The price is AED 250
AED 287 total
includes taxes & fees
21 Dec - 22 Dec
Quality Inn

Econo Lodge Milldale - Southington

Econo Lodge Milldale - Southington
2.0 star property
28.8 km from Wooster Square
6.6 out of 10, (552)
"For the price it was acceptable. Staff was friendly."
United States
Kevin
The price is AED 250
AED 287 total
includes taxes & fees
28 Dec - 29 Dec
Econo Lodge Milldale - Southington

Waterbury Motel

Waterbury Motel
2.0 star property
30.3 km from Wooster Square
3.6 out of 10, (165)
"Motel for drug addicts."
United States
Brian
The price is AED 239
AED 275 total
includes taxes & fees
14 Dec - 15 Dec
Waterbury Motel

Cheshire Welcome Inn

Cheshire Welcome Inn
2.5 star property
18.8 km from Wooster Square
8.4 out of 10, Very Good, (766)
"This is our 5 th stay, allways clean, friendly staff Very economical, will definitely be a return customer..Quiet and centrally located…no complaints…"
United States
John
The price is AED 294
AED 338 total
includes taxes & fees
14 Dec - 15 Dec
Cheshire Welcome Inn

Springhill Suites Milford

Springhill Suites Milford
3.0 star property
18 km from Wooster Square
8.6 out of 10, Excellent, (1000)
"Nice place"
United States
paul
The price is AED 377
AED 433 total
includes taxes & fees
21 Dec - 22 Dec
Springhill Suites Milford

Hampton Inn Milford

Hampton Inn Milford
2.5 star property
16.3 km from Wooster Square
7.8 out of 10, Good, (1001)
"Staff helpful and rooms clean"
United States
Chris
The price is AED 335
AED 385 total
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn Milford

Fairfield by Marriott Inn & Suites Wallingford New Haven

Fairfield by Marriott Inn & Suites Wallingford New Haven
3.0 star property
22.8 km from Wooster Square
8.6 out of 10, Excellent, (1001)
"Loved the lady in the breakfast area, a real good person!"
United States
Sheila
The price is AED 492
AED 566 total
includes taxes & fees
14 Dec - 15 Dec
Fairfield by Marriott Inn & Suites Wallingford New Haven

Branford Motel

Branford Motel
11.9 km from Wooster Square
5.0 out of 10, (152)
"Nice staff but the room I was in had cockroaches, tv didn’t work and there was cigarette whiles on the bed "
United States
Jasmine
The price is AED 275
AED 317 total
includes taxes & fees
15 Dec - 16 Dec
Branford Motel
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.

Where to stay in Wooster Square

Find the best Wooster Square areas and neighborhoods for the activities you enjoy most.

Downtown New Haven

In the heart of New Haven, this residential downtown area boasts a variety of restaurants, cafes, theaters, and stores. Explore the arts at Chapel Street Historic District, Broadway area, and Ninth Square district, or visit the Shops at Yale.

Mill River

If you're spending some time in Mill River, Wooster Square and Thread City Crossing are top sights worth seeing.

The Hill

Southwesternmost New Haven, this area boasts historic structures, Union Station, and Yale-New Haven Hospital. Explore Trowbridge Square and City Point, or visit the Lupi-Legna Bakery.

Long Wharf

Waterfront district with a mix of commercial, industrial, and recreational facilities, Long Wharf offers attractions like Long Wharf Theatre and Vietnam Veterans Memorial Park. Easily accessible via Interstates 95 and 91, and Church Street Bridge.

East Rock

Prominent trap rock ridge East Rock lends its name to this neighborhood, popular among Yale affiliates and cyclists. Explore East Rock Park or visit the lively Upper State Street commercial district.

Top Wooster Square Hotel Reviews

Find out more about Wooster Square

Top reasons to visit Wooster Square

  • Cultural Charm: Wooster Square features elegant homes and a welcoming atmosphere, perfect for exploring local history.
  • Family-Friendly Activities: The area offers numerous parks and recreational spaces ideal for families to enjoy together.
  • Proximity to Attractions: Located near New York City, Wooster Square makes it easy to explore additional urban experiences.
  • Diverse Accommodations: A variety of pet-friendly hotels and rentals cater to different preferences and budgets.
  • Delicious Culinary Scene: Indulge in local eateries, including famous pizza spots and charming cafes.

Find great hotels near Wooster Square

Wooster Square offers a variety of accommodation options, including hotels and motels, perfect for both business and leisure travelers. Many establishments are pet-friendly and embrace a welcoming atmosphere for the LGBTQIA community. Whether you're seeking modern apartments or cozy rentals, you'll find a range of options that cater to your needs in the heart of New Haven. Enjoy a delightful stay in this charming neighborhood, where comfort and convenience meet.

  • Red Roof Inn Milford - New Haven: Emphasizing inclusivity and comfort, the Red Roof Inn Milford - New Haven is an ideal choice for travelers seeking a welcoming atmosphere for families and LGBTQIA guests. Located 17.7km from Wooster Square, this hotel prides itself on being pet-friendly, allowing you to bring your furry companions along for a fee. Amenities for children, such as free cribs, ensure a family-friendly environment. The property’s commitment to diversity and acceptance makes it a standout choice for those looking for a supportive and accommodating stay.
  • Motel 6 Milford, CT: Perfect for budget-conscious travelers, Motel 6 Milford, CT offers a no-frills accommodation experience with pet-friendly policies at its core. Situated 17.7km away from Wooster Square, this motel is geared towards business travelers and those on the go. With free pet permits and waived fees for service animals, this establishment ensures a hassle-free stay for guests with pets. Its straightforward amenities and convenient location make it a practical option for visitors looking for essential comforts without the luxury price tag.
  • Hyatt Place Milford / New Haven: Combining urban style with modern conveniences, the Hyatt Place Milford / New Haven provides a comfortable retreat just 12.9km from Wooster Square. This 3-star hotel caters to business and leisure travelers alike, offering spacious accommodations in a city-themed atmosphere. Pet-friendly policies allow dogs and ensure your four-legged friends are welcome. With its central location, guests can easily explore local attractions while enjoying amenities like a fitness center, complimentary breakfast, and on-site dining options, making it a great choice for a hassle-free stay.

Where to stay near Wooster Square

Wooster Square, a charming neighborhood in New Haven, offers a delightful blend of culture and family-friendly experiences. Explore its storied streets filled with elegant homes and immerse yourself in the welcoming atmosphere. Enjoy excursions to nearby attractions, including the vibrant city of New York, all within close proximity. Whether you're seeking a cultural getaway or a relaxing family vacation, Wooster Square and its surroundings provide the perfect backdrop for unforgettable memories.

  • New Haven: As the city where Wooster Square is located, New Haven is a vibrant hub of culture and education. Known for its historic college university, the city boasts a rich array of attractions, including art galleries, theaters, and music venues. Visitors can enjoy a leisurely stroll through the bustling downtown area or explore the beautiful parks and squares. New Haven's dining scene is renowned, especially its famous pizza. With a steady influx of tourists year-round, particularly from June to August, this city offers a family-friendly atmosphere paired with cultural experiences that make it a must-visit destination.
  • West Haven: Located a short 4.8km from Wooster Square, West Haven combines cultural experiences with outdoor adventures. This city is known for its beautiful beaches, making it an ideal spot for family outings during the warmer months. The local recreational areas provide plenty of opportunities for outdoor activities, while shopping areas cater to all your retail needs. With visitor numbers peaking in the summer, West Haven offers a welcoming environment for tourists looking to enjoy a laid-back beach vibe along with educational opportunities.
  • Branford: Just 9.7km away from Wooster Square, Branford is a scenic town perfect for those seeking outdoor experiences and romantic getaways. This charming city features picturesque beaches and lakes, ideal for relaxation and leisure activities. With a range of music concerts and educational venues, Branford attracts visitors year-round, especially in the summer months. The beautiful landscape and quaint atmosphere create a perfect backdrop for exploring nature and enjoying quality time with loved ones, making Branford a delightful addition to your travel itinerary.

Things to do near Wooster Square

Wooster Square in New Haven offers a delightful blend of culture, family-friendly activities, and recreational spaces. Visitors can explore local attractions, enjoy shopping at nearby centers, and take in the area's vibrant atmosphere. It's also a great place to discover rental options by neighborhood, making it easy to find the perfect spot for your stay. Experience the charm of this historic area while enjoying its many offerings.

Shopping

For shopping in Wooster Square, visit Louis' Lunch, renowned for its historic burgers, located 1.1km away. For a larger selection, the Westfield Connecticut Post Mall, 12.9km away, offers diverse shops and entertainment. Don't miss Polished, a unique store 9.7km from the square.

Recreation

At Connecticut Sportsplex, immerse yourself in energetic sports activities just 8.0km from Wooster Square, perfect for fitness enthusiasts. Enjoy live performances at Woolsey Hall, located 966m away, offering vibrant entertainment. For tranquility, visit East Rock Park, only 3.2km away, where you can relax amidst nature.

Adventure

Experience the thrills at Powder Ridge Mountain Park and Resort, located 25.7km from Wooster Square, where you can enjoy skiing. For water adventures, head to Waterski Connecticut, 17.7km away, for exhilarating water sports. Don’t miss the Foote Memorial Park Tennis Center, just 9.7km away, for some exciting tennis fun.

Nightlife

In Wooster Square, the Shubert Theater and Long Wharf Theatre offer captivating performances, perfect for a romantic night out. For a more family-friendly vibe, the Lighthouse Point Carousel provides a charming outdoor experience, making your evening both delightful and memorable.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Wooster Square

To save money during your visit to Wooster Square, plan your trip between December and February when hotel prices are lower, and aim for a Tuesday stay for the best rates. Consider using Expedia's search tool to find budget-friendly accommodations and explore eco-certified options. Combining your hotel, flights, and activities into a package can also lead to significant savings. For public transport, use local buses or consider bike rentals to explore the area affordably. Look for free activities such as parks or local events to enhance your experience without breaking the bank.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Wooster Square are December to February, where the prices are slightly lower. This is in comparison to May and July to August, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay around Wooster Square is Tuesday. The most expensive day to stay around Wooster Square is Saturday.
  • Find cheap hotels on Expedia: Expedia's search tool enables you to set your budget, choose your desired location, and customize various preferences. You can arrange your search results to display prices from lowest to highest, allowing you to find the most affordable hotels first. Additionally, you have the option to refine your selections by hotel type; for instance, checking the Eco-certified filter will show you sustainable and eco-friendly accommodations that you can book.
  • Consider bundling your trip: You can save money by combining your hotel stay in Wooster Square with your flights and activities through an Expedia package.

Find the best attractions near Wooster Square

Wooster Square in New Haven, Connecticut, offers a delightful blend of culture, family-friendly activities, and outdoor experiences. Visitors can explore historic colleges and universities, enjoy relaxing moments at the beach, or unwind in urban parks like Wooster Square Park. This vibrant area caters to diverse interests, making it an excellent destination for travelers seeking a memorable vacation filled with rich cultural experiences and family fun.

  • Yale University: Immerse yourself in the rich history and cultural vibrancy of Yale University, located only 1.3km from Wooster Square. Explore stunning architecture, renowned museums, and the beautiful campus that has shaped many influential minds.
  • Wooster Square: Just 161m away, Wooster Square is a charming piazza known for its cultural atmosphere and community events. Enjoy the scenic surroundings, historic homes, and seasonal farmers' market featuring local produce.
  • New Haven Green: Situated 966m from Wooster Square, New Haven Green is a picturesque urban park perfect for families. Relax in its open spaces, enjoy various outdoor events, and take in the vibrant city life around you.

The nearest major airports for your trip to Wooster Square

When planning your visit to Wooster Square in New Haven, Connecticut, you have several airport options. Hartford's Bradley International Airport (BDL) is 72.4km away, with nearby hotels like the DoubleTree by Hilton Hartford - Bradley Airport, just 1.6km from the airport, and the Marriott Hartford Downtown, 19.3km away. White Plains' Westchester County Airport (HPN) is 70.8km away, offering hotels such as The Opus Westchester, 6.4km from the airport, and the Hyatt Regency Greenwich, 11.3km away. Additionally, Islip's MacArthur Airport (ISP) is 311.3km from Wooster Square, with accommodations like the Hyatt Regency Long Island, only 6.4km from the airport.

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Frequently asked questions

What is Wooster Square like?
You'll be sure to have fun visiting New Haven's Wooster Square neighborhood. Consider a visit to Wooster Square as part of your Wooster Square travel plans.
How many hotels will I be able to find in Wooster Square?
If you're searching for places to stay in New Haven, Expedia has something to meet your needs with 21 Wooster Square hotels and other accommodations to choose from.
If I need to cancel my hotel reservation in Wooster Square, will I receive a refund?
Yes! The majority of hotel bookings are refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you booked a non-refundable reservation, it may still be possible to cancel it and receive a refund within 24 hours of booking. Put your dates in and click on "Search", then you can filter by "fully refundable" to view the best deals available in Wooster Square.
Where can I learn more about changing or cancelling my trip to Wooster Square?
For additional details about updating your trip to Wooster Square or cancelling it, click here.
What is there to do around this New Haven neighborhood?
Wooster Square is an attraction you might want to check out while you're in Wooster Square. When you're sightseeing in New Haven, Thread City Crossing and Connecticut Children's Museum are also worth a stop.