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Our top choices for Wooster Square hotels

The Best Way Inn

The Best Way Inn
2.0 star property
West New Haven, 6.3 km from Wooster Square
5.0 out of 10, (38 reviews)
"Staff was nice but can use major renovations "
United States
Irene
The price is NT$2,163
NT$2,488 total
includes taxes & fees
Mar 24 - Mar 25
The Best Way Inn

Three Judges Motel

Three Judges Motel
2.0 star property
West New Haven, 6.3 km from Wooster Square
4.4 out of 10, (29 reviews)
"All around a bad stay. Way too cold, the heating system kept the window open all night. The bathtub was dirty. Will not be returning."
United States
Tahjai
The price is NT$2,815
NT$3,237 total
includes taxes & fees
Feb 23 - Feb 24
Three Judges Motel

Econo Lodge Milldale - Southington

Econo Lodge Milldale - Southington
2.0 star property
28.8 km from Wooster Square
6.6 out of 10, (553 reviews)
"For the price it was acceptable. Staff was friendly."
United States
Kevin
Econo Lodge Milldale - Southington

Waterbury Motel

Waterbury Motel
2.0 star property
30.3 km from Wooster Square
3.6 out of 10, (172 reviews)
"Good place "
United States
Justin
The price is NT$1,866
NT$2,146 total
includes taxes & fees
Feb 23 - Feb 24
Waterbury Motel

Super 8 by Wyndham Milford/New Haven

Super 8 by Wyndham Milford/New Haven
2.0 star property
13.7 km from Wooster Square
5.6 out of 10, (915 reviews)
"Yes stay was wonderful "
United States
Angel
The price is NT$2,097
NT$2,412 total
includes taxes & fees
Feb 28 - Mar 1
Super 8 by Wyndham Milford/New Haven

Cheshire Welcome Inn

Cheshire Welcome Inn
2.5 star property
18.8 km from Wooster Square
8.4 out of 10, Very Good, (785 reviews)
"Great location, comfortable and clean"
United States
MARK
The price is NT$2,533
NT$2,914 total
includes taxes & fees
Feb 23 - Feb 24
Cheshire Welcome Inn

Naugatuck Motor Lodge

Naugatuck Motor Lodge
2.0 star property
21.8 km from Wooster Square
6.0 out of 10, (184 reviews)
"Ok stay wish room had a microwave "
United States
Michael
The price is NT$2,269
NT$2,609 total
includes taxes & fees
Feb 26 - Feb 27
Naugatuck Motor Lodge

Hampton Inn Waterbury

Hampton Inn Waterbury
2.5 star property
29.8 km from Wooster Square
8.0 out of 10, Very Good, (1,001 reviews)
"Clean room , staff was really nice. "
United States
Scott
The price is NT$2,697
NT$3,102 total
includes taxes & fees
Mar 1 - Mar 2
Hampton Inn Waterbury

Quality Inn Waterbury East

Quality Inn Waterbury East
2.5 star property
27 km from Wooster Square
7.0 out of 10, Good, (1,004 reviews)
"Ver nice staff clean but smelled a little like cigarettes "
United States
Grisell
The price is NT$2,558
NT$2,942 total
includes taxes & fees
Mar 9 - Mar 10
Quality Inn Waterbury East

La Quinta Inn & Suites by Wyndham New Haven

La Quinta Inn & Suites by Wyndham New Haven
3.0 star property
Long Wharf, 1.3 km from Wooster Square
6.0 out of 10, (1,237 reviews)
"Great staff, good room"
United States
William
The price is NT$3,387
NT$3,896 total
includes taxes & fees
Feb 23 - Feb 24
La Quinta Inn & Suites by Wyndham New Haven

Mayflower Motel Milford

Mayflower Motel Milford
2.0 star property
11.7 km from Wooster Square
6.0 out of 10, (562 reviews)
"It’s great staying here really friendly "
United States
Ivelisse
The price is NT$2,088
NT$2,401 total
includes taxes & fees
Feb 26 - Feb 27
Mayflower Motel Milford

Motel 6 Milford, CT

Motel 6 Milford, CT
2.0 star property
17.7 km from Wooster Square
6.2 out of 10, (1,004 reviews)
"Good"
United States
carlos
The price is NT$1,747
NT$2,009 total
includes taxes & fees
Mar 12 - Mar 13
Motel 6 Milford, CT

Branford Motel

Branford Motel
2.0 star property
11.9 km from Wooster Square
5.2 out of 10, (153 reviews)
"The room was very clean "
United States
Kathyn
The price is NT$2,277
NT$2,619 total
includes taxes & fees
Feb 25 - Feb 26
Branford Motel

Whitney Inn & Suites

Whitney Inn & Suites
2.0 star property
12.6 km from Wooster Square
7.0 out of 10, Good, (603 reviews)
"The rooms are modern and clean. It's a great place to stay for a reasonable price."
United States
Jamel
The price is NT$3,005
NT$3,455 total
includes taxes & fees
Feb 24 - Feb 25
Whitney Inn & Suites

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, (905 reviews)
"The staff was very helpful and the room qas very very clean."
United States
Esther
The price is NT$2,619
NT$3,011 total
includes taxes & fees
Feb 23 - Feb 24
Extended Stay America Suites Hartford Meriden

Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area
3.0 star property
West River, 2 km from Wooster Square
8.8 out of 10, Excellent, (1,018 reviews)
"The room was nice and the staff seemed friendly. "
United States
Stacy
The price is NT$3,644
NT$4,190 total
includes taxes & fees
Mar 22 - Mar 23
Cambria Hotel New Haven University Area

Red Roof Inn Milford - New Haven

Red Roof Inn Milford - New Haven
2.0 star property
17.9 km from Wooster Square
7.0 out of 10, Good, (1,009 reviews)
"Clean room, great staff, plenty of parking"
United States
Mark
The price is NT$2,509
NT$2,885 total
includes taxes & fees
Mar 1 - Mar 2
Red Roof Inn Milford - New Haven

The Study at Yale

The Study at Yale
3.5 star property
Downtown New Haven, 1.5 km from Wooster Square
9.4 out of 10, Exceptional, (624 reviews)
"Lovely hotel with great service."
United States
Elizabeth
The Study at Yale

Fairfield by Marriott Inn & Suites Wallingford New Haven

Fairfield by Marriott Inn & Suites Wallingford New Haven
3.0 star property
22.9 km from Wooster Square
8.8 out of 10, Excellent, (1,000 reviews)
"Always stay here when visting family in CT."
United States
David
The price is NT$3,530
NT$4,059 total
includes taxes & fees
Mar 8 - Mar 9
Fairfield by Marriott Inn & Suites Wallingford New Haven

Residence Inn by Marriott Milford

Residence Inn by Marriott Milford
3.0 star property
18.1 km from Wooster Square
9.0 out of 10, Wonderful, (469 reviews)
"Great facility. "
United States
Neil
The price is NT$4,241
NT$4,878 total
includes taxes & fees
Mar 22 - Mar 23
Residence Inn by Marriott Milford
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.

City Point

If you're looking for some top things to see and do in City Point and surrounding area, you can visit Long Wharf Theatre and Shubert Theater.

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.

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.

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

  • Historic Charm: Explore the elegant homes and storied neighborhoods that showcase Wooster Square's rich history.
  • Cultural Experiences: Enjoy educational attractions and vibrant local community events that highlight the area's culture.
  • Wooster Square Park: Relax and engage in outdoor activities in this beautiful urban park, perfect for families.
  • Local Cuisine: Indulge in delicious food offerings, experiencing the flavors unique to the region.
  • Accommodations: Find a range of comfortable rental options, catering to diverse traveler needs.

Find great hotels near Wooster Square

Discover a variety of accommodation options in Wooster Square, New Haven, catering to both leisure and business travelers. With pet-friendly amenities and a welcoming atmosphere for the LGBTQIA community, you’ll find the perfect spot for your stay. Explore modern apartments and rentals that offer all the comforts of home, making your visit to this charming neighborhood both enjoyable and convenient.

  • Red Roof Inn Milford - New Haven: Situated 17.7km from Wooster Square, Red Roof Inn Milford - New Haven offers a welcoming atmosphere for all travelers, especially those seeking an LGBTQIA-friendly, family, and pet-friendly experience. This hotel prides itself on inclusivity and is affiliated with LGBTQI travel guides. Families will appreciate the complimentary crib service for infants. The property is also pet-friendly, allowing pets with certain restrictions, making it a convenient choice for guests traveling with furry companions.
  • Motel 6 Milford, CT: Also located 17.7km away from Wooster Square, Motel 6 Milford, CT provides a budget-friendly option for travelers focused on business or pet-friendly accommodations. This motel allows pets for free, making it an economical choice for those traveling with animals. The straightforward, no-frills atmosphere is complemented by essential amenities, ensuring a comfortable stay without breaking the bank. Service animals are welcome at no additional charge, catering to the needs of all guests.
  • Hyatt Place Milford / New Haven: Just 12.9km from Wooster Square, Hyatt Place Milford / New Haven is a 3-star hotel ideal for business travelers and pet owners alike. The hotel features spacious rooms equipped with modern amenities, making it a comfortable base for both work and relaxation. Pets are allowed with some restrictions, and service animals are welcomed without fees. Guests can enjoy an array of facilities, including a fitness center and complimentary breakfast, ensuring a pleasant stay for both business and leisure travelers.

Where to stay near Wooster Square

Discover the charm of Wooster Square, New Haven, where elegant homes and storied neighborhoods create a picturesque backdrop for your vacation. This family-friendly area is perfect for cultural exploration, with close proximity to New York. Stroll through beautiful parks, indulge in local cuisine, and soak in the vibrant atmosphere. With friendly locals and budget-friendly excursions, Wooster Square offers a delightful blend of relaxation and adventure for every traveler.

  • New Haven: As the city where Wooster Square is located, New Haven is a vibrant hub of culture and education. With a steady stream of visitors year-round, it comes alive, especially from June to August. Known for its rich artistic scene, you can explore historic college campuses, enjoy shopping in local boutiques, and attend captivating music concerts. Key attractions include the iconic Yale University and the picturesque Wooster Square itself, famous for its cherry blossoms in spring, making it a delightful spot for both families and solo travelers.
  • West Haven: Just 4.8km from Wooster Square, West Haven offers a blend of cultural and outdoor experiences. Peak tourist season runs from June to August, with visitors drawn to its beautiful beaches and recreational areas. This city is perfect for families looking to soak up the sun or enjoy outdoor activities. Highlights include the historic college university and family-friendly beaches, making it an excellent destination for relaxation and adventure alike.
  • Branford: Located 9.7km from Wooster Square, Branford is an idyllic city known for its stunning scenery and outdoor activities, attracting visitors throughout the year. The summer months see the highest number of tourists, drawn by its beautiful beaches and the peaceful allure of local lakes. Branford offers a romantic setting, perfect for couples, with opportunities for music concerts and recreational pursuits. Don't miss the chance to explore the picturesque waterfront and enjoy the charm of this coastal town.

Things to do near Wooster Square

Wooster Square in New Haven is perfect for culture-themed family vacations. Visitors can enjoy educational attractions, explore local shopping centers, and relax in recreational areas. The neighborhood is rich in history and offers various rental options for a comfortable stay. With its vibrant atmosphere, Wooster Square provides a delightful mix of activities for everyone, making it an ideal destination for a memorable getaway.

Shopping

Visit Louis' Lunch, a renowned eatery just 1.1km from Wooster Square, known for its iconic burgers. For a larger shopping experience, head to Westfield Connecticut Post Mall, 12.9km away, featuring a variety of stores and entertainment options. Don't miss Polished, a charming store 9.7km from Wooster Square.

Recreation

Connecticut Sportsplex, located 8.0km away, offers a vibrant atmosphere for sports enthusiasts. Woolsey Hall, just 966m away, provides an entertaining musical experience. For relaxation, East Rock Park, 3.2km from Wooster Square, is perfect for unwinding amidst nature's beauty.

Adventure

Experience thrilling adventures at Powder Ridge Mountain Park and Resort, located 25.7km from Wooster Square, where you can ski and embrace the winter sports vibes. Enjoy outdoor water sports at Waterski Connecticut, situated 17.7km away, or challenge yourself at Foote Memorial Park Tennis Center, just 9.7km away.

Nightlife

In Wooster Square, the Shubert Theater and Long Wharf Theatre provide captivating performances in a romantic atmosphere, just 0.7 and 1.3km away, respectively. For a family-friendly option, the Lighthouse Point Carousel, located 6.4km away, offers delightful outdoor fun, perfect for a lively evening.

*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 on your trip to Wooster Square, consider visiting between December and February, when prices are lower compared to the peak months of May and July to August. Book your stay on a Tuesday for the best rates, while Saturdays tend to be the most expensive. Use Expedia to filter accommodations by price and combine hotel reservations with flights for potential savings. Additionally, explore free activities in the area and leverage public transport options to keep costs down. Always check for additional fees and compare prices across rental sites for the best deals.

  • 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: Utilize Expedia’s search tool to customize your options based on your budget, desired location, and preferred hotel style. To find the best deals and lowest prices, simply arrange the price filter from low to high.
  • Consider bundling your trip: You can save money by combining your Wooster Square hotel reservation with your flights and activities through an Expedia package deal.

Find the best attractions near Wooster Square

Wooster Square in New Haven, Connecticut, is an ideal destination for culture enthusiasts, families, and beach lovers. Visitors can explore historic sites, enjoy the urban park, and experience the vibrant local community. Popular attractions include Wooster Square Park, offering a perfect blend of outdoor activities and cultural experiences, making it a great spot for travelers seeking both relaxation and adventure.

  • Yale University: A prestigious institution with stunning Gothic architecture, Yale University offers visitors a glimpse into its rich history and vibrant campus culture. Explore its museums, libraries, and beautiful courtyards, all while soaking in the scholarly atmosphere.
  • Wooster Square: This charming neighborhood is known for its picturesque park and historic Italian heritage. Stroll through the square, enjoy local eateries, and take in the seasonal beauty of cherry blossoms in spring.
  • New Haven Green: A central urban park that serves as a gathering place for families and events. It's perfect for picnics, outdoor concerts, and leisurely walks among historic monuments and lush greenery.

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. New Haven's Tweed Airport (HVN) is the closest, located only 4.8km away. Nearby hotels include the Omni New Haven Hotel at Yale, The Blake Hotel, and Graduate by Hilton New Haven, all within 4.8km of the airport. Hartford's Bradley International Airport (BDL) is 72.4km away, with hotels like DoubleTree by Hilton Hartford - Bradley Airport, Simsbury 1820 House, and Marriott Hartford Downtown offering comfortable stays. Additionally, White Plains Airport (HPN) is 70.8km away with options like The Opus Westchester and Sonesta White Plains Downtown, providing convenient access to transport services.

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.

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