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Our top choices for Wooster Square hotels

The Surfside Hotel

The Surfside Hotel
2.0 star property
25.1 km from Wooster Square
9.4 out of 10, Exceptional, (181 reviews)
"We could see th water. "
United States
Kerry
The price is NT$4,299
NT$4,944 total
includes taxes & fees
Mar 23 - Mar 24
The Surfside Hotel

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
21.6 km from Wooster Square
8.8 out of 10, Excellent, (104 reviews)
"Great room in a great location"
United States
John
The price is NT$3,499
NT$4,024 total
includes taxes & fees
Mar 29 - Mar 30
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$4,022
NT$4,625 total
includes taxes & fees
Apr 10 - Apr 11
Hampton Inn & Suites By Hilton North Haven

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, (499 reviews)
" Everything we needed for a comfortable stay."
United States
Jennifer
The price is NT$4,152
NT$4,775 total
includes taxes & fees
Apr 5 - Apr 6
Home2 Suites by Hilton East Haven New Haven

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$2,850
NT$3,277 total
includes taxes & fees
Mar 21 - Mar 22
Tower Inn And Suites Of Guilford - Madison

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, (1,152 reviews)
"Staff was great and very friendly "
United States
Jonathan
The price is NT$2,834
NT$3,260 total
includes taxes & fees
Mar 24 - Mar 25
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, (348 reviews)
"Staff and hotel are lovely "
United States
Steven
The price is NT$7,082
NT$8,144 total
includes taxes & fees
Mar 31 - Apr 1
Madison Beach Hotel

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$2,838
NT$3,263 total
includes taxes & fees
Mar 23 - Mar 24
Cheshire Welcome Inn

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, (1,000 reviews)
"The room was very clean. Would stay again"
United States
KEISHA
The price is NT$2,098
NT$2,444 total
includes taxes & fees
Mar 24 - Mar 25
Motel 6 New Haven - Branford, CT

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$3,036
NT$3,491 total
includes taxes & fees
Mar 30 - Mar 31
Hampton Inn Waterbury

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$3,153
NT$3,626 total
includes taxes & fees
Mar 22 - Mar 23
Whitney Inn & Suites

Quality Suites Stratford

Quality Suites Stratford
2.5 star property
23 km from Wooster Square
8.0 out of 10, Very Good, (1,001 reviews)
"Facility was clean. Staff was very friendly. Perfect for a 2 night getaway!"
United States
Samantha
The price is NT$2,800
NT$3,220 total
includes taxes & fees
Apr 5 - Apr 6
Quality Suites Stratford

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, (2,027 reviews)
"Excellent stay. "
United States
Amy
The price is NT$3,492
NT$4,016 total
includes taxes & fees
Mar 30 - Mar 31
New Haven Hotel

Wyndham Southbury

Wyndham Southbury
3.0 star property
29.6 km from Wooster Square
8.2 out of 10, Very Good, (1,144 reviews)
"Nice place to stay!!!"
United States
Carlos
The price is NT$2,951
NT$3,393 total
includes taxes & fees
Mar 31 - Apr 1
Wyndham Southbury

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$3,153
NT$3,626 total
includes taxes & fees
Mar 24 - Mar 25
Baymont by Wyndham Branford/New 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, (1,004 reviews)
"Amazing staff and rooms "
United States
Jason Allen
The price is NT$3,251
NT$3,739 total
includes taxes & fees
Mar 22 - Mar 23
Clarion Inn North Haven - New Haven North

The Homestead

The Homestead
3.0 star property
25.2 km from Wooster Square
10.0 out of 10, Exceptional, (91 reviews)
"Beautiful property- wonderful staff- clean, comfortable and relaxed feeling with a lovely breakfast 😄"
United States
Anthony
The price is NT$8,957
NT$9,942 total
includes taxes & fees
Mar 26 - Mar 27
The Homestead

Quality Inn

Quality Inn
2.0 star property
3.4 km from Wooster Square
6.8 out of 10, (238 reviews)
"Friendly staff, excellent service"
United Kingdom
Tasnim
The price is NT$2,171
NT$2,496 total
includes taxes & fees
Mar 25 - Mar 26
Quality Inn

Red Roof Inn PLUS+ & Suites Guilford

Red Roof Inn PLUS+ & Suites Guilford
2.5 star property
16.4 km from Wooster Square
7.0 out of 10, Good, (434 reviews)
"Great staff lovely stay "
United States
Jennifer
The price is NT$3,184
NT$3,662 total
includes taxes & fees
Mar 20 - Mar 21
Red Roof Inn PLUS+ & Suites Guilford

Red Roof Inn Meriden

Red Roof Inn Meriden
2.0 star property
27.5 km from Wooster Square
7.4 out of 10, Good, (1,000 reviews)
"It was over night stay. But over all everything was in good condition. "
United States
Karla
The price is NT$2,739
NT$3,150 total
includes taxes & fees
Mar 20 - Mar 21
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.

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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