Wooster Square New Haven Connecticut

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Our top choices for Wooster Square hotels

Hampton Inn & Suites By Hilton North Haven

Hampton Inn & Suites By Hilton North Haven
2.5 star property
7 km from Wooster Square
9.6 out of 10, Exceptional, (40 reviews)
"New hotel, comfortable beds and good breakfast."
United States
Melanie
The price is NT$3,807
NT$4,378 total
includes taxes & fees
Jul 19 - Jul 20
Hampton Inn & Suites By Hilton North Haven

Jay's Ranch

Jay's Ranch
4.0 star property
6.8 km from Wooster Square
7.6 out of 10, Good, (47 reviews)
"I only stayed for one night , but the house is spotless and I was served a nice breakfast too. I also enjoyed the room. wish I could have stayed longer! "
United States
Daniela
The price is NT$2,472
NT$3,632 total
includes taxes & fees
Jun 23 - Jun 24
Jay's Ranch

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, (553 reviews)
"Everything was great especially breakfast and room."
United States
skender
The price is NT$4,127
NT$4,746 total
includes taxes & fees
Jul 19 - Jul 20
Home2 Suites by Hilton East Haven New Haven

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
21.6 km from Wooster Square
9.0 out of 10, Wonderful, (142 reviews)
"It was in a great location for my trip."
United States
Terrance
The price is NT$3,859
NT$4,438 total
includes taxes & fees
Jul 12 - Jul 13
Spark by Hilton Guilford

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)
"Very peaceful and quiet you'll get remarkable Sleep!!!!!"
United States
Clinton
The price is NT$2,249
NT$2,618 total
includes taxes & fees
Jun 28 - Jun 29
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, (830 reviews)
"Would stay again, good price, and comfortable beds!"
United States
Heather
The price is NT$2,814
NT$3,237 total
includes taxes & fees
Jul 1 - Jul 2
Cheshire Welcome Inn

American Inn

American Inn
2.0 star property
12.5 km from Wooster Square
8.2 out of 10, Very Good, (530 reviews)
"Good and comfy stay for a night when in a crunch"
United States
Shauna
The price is NT$3,127
NT$3,596 total
includes taxes & fees
Jun 23 - Jun 24
American Inn

Mayflower Motel Milford

Mayflower Motel Milford
2.0 star property
11.7 km from Wooster Square
6.0 out of 10, (579 reviews)
"Horrific"
United States
Rafael
The price is NT$2,168
NT$2,493 total
includes taxes & fees
Jun 29 - Jun 30
Mayflower Motel Milford

Quality Inn

Quality Inn
2.0 star property
3.4 km from Wooster Square
7.0 out of 10, Good, (293 reviews)
"Great location!"
United States
Yashvi
The price is NT$2,466
NT$2,836 total
includes taxes & fees
Jul 20 - Jul 21
Quality Inn

The Best Way Inn

The Best Way Inn
2.0 star property
West New Haven, 6.3 km from Wooster Square
5.6 out of 10, (58 reviews)
"Excellent "
United States
Yildiray
The price is NT$2,160
NT$2,484 total
includes taxes & fees
Jul 6 - Jul 7
The Best Way Inn

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, (248 reviews)
"It was great. Easy check in and check out. Love that the chexk out qas at 11 and noe wicked early. If i go to a event in the area again i would definitely stay here again."
United States
Christina
The price is NT$3,790
NT$4,358 total
includes taxes & fees
Jun 23 - Jun 24
Tower Inn And Suites Of Guilford - Madison

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, (1,008 reviews)
"Great place to stay for the week"
United States
Noah
The price is NT$3,443
NT$3,959 total
includes taxes & fees
Jun 23 - Jun 24
Baymont by Wyndham Branford/New Haven

Quality Suites Stratford

Quality Suites Stratford
2.5 star property
23 km from Wooster Square
8.2 out of 10, Very Good, (1,004 reviews)
"Great stay. Clean rooms, friendly staff. Work stay and will stay here again"
United States
Andrew
The price is NT$3,473
NT$3,994 total
includes taxes & fees
Jul 13 - Jul 14
Quality Suites Stratford

Whitney Inn & Suites

Whitney Inn & Suites
2.0 star property
12.6 km from Wooster Square
7.0 out of 10, Good, (631 reviews)
"A clean place to spend a night."
United States
Richard
The price is NT$2,814
NT$3,237 total
includes taxes & fees
Jun 23 - Jun 24
Whitney Inn & Suites

Wyndham Southbury

Wyndham Southbury
3.0 star property
29.6 km from Wooster Square
8.2 out of 10, Very Good, (1,237 reviews)
"very convenient to the 81"
United States
Michael D
The price is NT$3,329
NT$3,828 total
includes taxes & fees
Jul 22 - Jul 23
Wyndham Southbury

Hampton Inn Waterbury

Hampton Inn Waterbury
2.5 star property
29.8 km from Wooster Square
8.2 out of 10, Very Good, (1,002 reviews)
"The check in was super and the suggestions for dining places was much appreciated. Would stay there anytime 😊"
United States
Kurt
The price is NT$3,600
NT$4,140 total
includes taxes & fees
Jul 6 - Jul 7
Hampton Inn Waterbury

Rodeway Inn & Suites Branford - Guilford

Rodeway Inn & Suites Branford - Guilford
2.0 star property
12.8 km from Wooster Square
7.8 out of 10, Good, (313 reviews)
"Easy parking, clean and comfortable room, friendly staff and Sky Diner down the road with excellent egg Benedict."
United States
Christine
The price is NT$2,282
NT$2,624 total
includes taxes & fees
Jul 6 - Jul 7
Rodeway Inn & Suites Branford - Guilford

The Surfside Hotel

The Surfside Hotel
2.0 star property
25.1 km from Wooster Square
9.2 out of 10, Wonderful, (203 reviews)
"My husband and I Loved our stay - room was great, bed was comfortable, property staff very helpful. Love the beach, love the walk along the sea wall and beach, enjoyed riding bikes in the morning before we left for a long day on the road. Would definitely stay again."
United States
Patricia
The price is NT$7,817
NT$8,990 total
includes taxes & fees
Jul 5 - Jul 6
The Surfside Hotel

Three Judges Motel

Three Judges Motel
2.0 star property
West New Haven, 6.3 km from Wooster Square
4.8 out of 10, (43 reviews)
"This place was a complete s... hole. It was a war zone outside. The inside was disgusting to look at. It reeked of stale cigarette smoke. I could not even stay in the room. I drove the two and a half hours home instead of spending a night in this dump. Stay away from this place."
United States
Kenneth
The price is NT$2,985
NT$3,433 total
includes taxes & fees
Jun 26 - Jun 27
Three Judges Motel

Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG
3.0 star property
28.5 km from Wooster Square
8.4 out of 10, Very Good, (1,006 reviews)
"Great place!"
United States
lynn
The price is NT$3,316
NT$3,814 total
includes taxes & fees
Jun 29 - Jun 30
Holiday Inn Cheshire - Southington by IHG
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.

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.

Mill River

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

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 26 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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