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Our top choices for Wooster Square hotels

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
21.6 km from Wooster Square
8.8 out of 10, Excellent, (107 reviews)
"It was a nice stay, clean and friendly staff!"
United States
Sherrill
The price is NT$3,514
NT$4,041 total
includes taxes & fees
Apr 6 - Apr 7
Spark by Hilton Guilford

Hampton Inn & Suites By Hilton North Haven

Hampton Inn & Suites By Hilton North Haven
2.5 star property
7 km from Wooster Square
The price is NT$4,039
NT$4,645 total
includes taxes & fees
Apr 10 - Apr 11
Hampton Inn & Suites By Hilton North Haven

The Surfside Hotel

The Surfside Hotel
2.0 star property
25.1 km from Wooster Square
9.4 out of 10, Exceptional, (183 reviews)
"This hotel was very cute and I live the decor of the rooms! The staff were very accommodating as well. A+ all around! "
United States
Stacey
The price is NT$5,183
NT$5,960 total
includes taxes & fees
Mar 29 - Mar 30
The Surfside Hotel

Tower Inn And Suites Of Guilford - Madison

Tower Inn And Suites Of Guilford - Madison
2.5 star property
21.5 km from Wooster Square
7.4 out of 10, Good, (241 reviews)
"The room was clean, the place could use some updates, the 1 chair next to the table had some nasty stains on the fabric "
United States
Andrew
The price is NT$2,862
NT$3,291 total
includes taxes & fees
Mar 27 - Mar 28
Tower Inn And Suites Of Guilford - Madison

Home2 Suites by Hilton East Haven New Haven

Home2 Suites by Hilton East Haven New Haven
3.0 star property
3.9 km from Wooster Square
9.6 out of 10, Exceptional, (504 reviews)
" Everything we needed for a comfortable stay."
United States
Jennifer
The price is NT$4,170
NT$4,795 total
includes taxes & fees
Apr 19 - Apr 20
Home2 Suites by Hilton East Haven New Haven

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 and friendly staff."
United States
Roger
The price is NT$3,415
NT$3,927 total
includes taxes & fees
Apr 19 - Apr 20
Hampton Inn Waterbury

Wyndham Southbury

Wyndham Southbury
3.0 star property
29.6 km from Wooster Square
8.2 out of 10, Very Good, (1,147 reviews)
"Nice place to stay!!!"
United States
Carlos
The price is NT$3,138
NT$3,609 total
includes taxes & fees
Mar 31 - Apr 1
Wyndham Southbury

Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT
2.0 star property
10.7 km from Wooster Square
7.2 out of 10, Good, (1,006 reviews)
"The room was very clean. Would stay again"
United States
KEISHA
The price is NT$2,135
NT$2,487 total
includes taxes & fees
Mar 31 - Apr 1
Motel 6 New Haven - Branford, CT

Cheshire Welcome Inn

Cheshire Welcome Inn
2.5 star property
18.8 km from Wooster Square
8.4 out of 10, Very Good, (794 reviews)
"Great location, comfortable and clean"
United States
MARK
The price is NT$2,850
NT$3,278 total
includes taxes & fees
Mar 29 - Mar 30
Cheshire Welcome Inn

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, (1,159 reviews)
"Clean, fast Check in and wonderful staff! Cant wait to return!"
United States
Bobby
The price is NT$2,847
NT$3,274 total
includes taxes & fees
Mar 29 - Mar 30
Courtyard by Marriott Waterbury Downtown

Madison Beach Hotel

Madison Beach Hotel
4.0 star property
25.9 km from Wooster Square
9.4 out of 10, Exceptional, (349 reviews)
"Staff and hotel are lovely "
United States
Steven
The price is NT$7,843
NT$9,019 total
includes taxes & fees
Apr 7 - Apr 8
Madison Beach Hotel

Quality Suites Stratford

Quality Suites Stratford
2.5 star property
23 km from Wooster Square
8.0 out of 10, Very Good, (1,000 reviews)
"Facility was clean. Staff was very friendly. Perfect for a 2 night getaway!"
United States
Samantha
The price is NT$2,992
NT$3,440 total
includes taxes & fees
Apr 14 - Apr 15
Quality Suites Stratford

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, (1,006 reviews)
"Amazing staff and rooms "
United States
Jason Allen
The price is NT$3,420
NT$3,932 total
includes taxes & fees
Apr 26 - Apr 27
Clarion Inn North Haven - New Haven North

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)
"Friendly Staff, clean room, good breakfast options"
United States
John
The price is NT$3,281
NT$3,774 total
includes taxes & fees
Apr 6 - Apr 7
Fairfield by Marriott Inn & Suites Wallingford New Haven

Baymont by Wyndham Branford/New Haven

Baymont by Wyndham Branford/New Haven
2.5 star property
12.5 km from Wooster Square
6.6 out of 10, (1,000 reviews)
"Good Breakfast, nice atmosphere "
United States
Jessie
The price is NT$3,166
NT$3,641 total
includes taxes & fees
Mar 29 - Mar 30
Baymont by Wyndham Branford/New Haven

New Haven Hotel

New Haven Hotel
3.5 star property
Downtown New Haven, 1.2 km from Wooster Square
9.0 out of 10, Wonderful, (2,045 reviews)
"Excellent stay. "
United States
Amy
The price is NT$4,052
NT$4,659 total
includes taxes & fees
Apr 6 - Apr 7
New Haven Hotel

Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG
3.0 star property
28.5 km from Wooster Square
8.2 out of 10, Very Good, (1,001 reviews)
"the room was clean and the staff was kind "
United States
Marlene
The price is NT$3,039
NT$3,495 total
includes taxes & fees
Mar 31 - Apr 1
Holiday Inn Cheshire - Southington by IHG

Holiday Inn Express Branford-New Haven by IHG

Holiday Inn Express Branford-New Haven by IHG
3.0 star property
10.6 km from Wooster Square
8.8 out of 10, Excellent, (1,002 reviews)
"Staff very friendly, room very accomadating, clean and good breakfast"
United States
Laurie
The price is NT$3,774
NT$4,340 total
includes taxes & fees
Mar 31 - Apr 1
Holiday Inn Express Branford-New Haven by IHG

American Inn

American Inn
2.0 star property
12.5 km from Wooster Square
8.2 out of 10, Very Good, (499 reviews)
"The winter season pricing is great. It’s very convenient to interstate 95 and a grocery store. Several good restaurants are close as well as a coffee shop. The room was basic but clean and quiet which is what we needed. Next time in the area we will stay again for the location and value. "
United States
Paul
The price is NT$2,846
NT$3,273 total
includes taxes & fees
Mar 29 - Mar 30
American Inn

Whitney Inn & Suites

Whitney Inn & Suites
2.0 star property
12.6 km from Wooster Square
7.0 out of 10, Good, (605 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$3,166
NT$3,641 total
includes taxes & fees
Mar 29 - Mar 30
Whitney Inn & Suites
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.

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.

Mill River

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

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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