Find hotels in Wooster Square, New Haven

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Our top choices for Wooster Square hotels

Quality Suites Stratford

2.5 star property
14.3 mi from Wooster Square
8.0 out of 10, Very Good, (1000)
"It was quite and very clean great customer service "
United States
Angelina
$92 nightly
The price is $105
Dec 28 - Dec 29
Total with taxes and fees
Quality Suites Stratford

Hamden Hotel and Suites – Hamden New Haven

2.5 star property
5.2 mi from Wooster Square
6.6 out of 10, (1001)
"Great stay!"
United States
Mark
$80 nightly
The price is $92
Dec 30 - Dec 31
Total with taxes and fees
Hamden Hotel and Suites – Hamden New Haven

Hampton Inn by Hilton Shelton

2.5 star property
11 mi from Wooster Square
8.6 out of 10, Excellent, (1010)
"Nice , comfortable stay :)"
United States
Laura
$103 nightly
The price is $119
Jan 2 - Jan 3, 2026
Total with taxes and fees
Hampton Inn by Hilton Shelton

Hyatt House Shelton

3.0 star property
11.4 mi from Wooster Square
8.4 out of 10, Very Good, (1005)
"The staff was friendly, efficient and place was very family oriented "
United States
Michael
$110 nightly
The price is $126
Dec 14 - Dec 15
Total with taxes and fees
Hyatt House Shelton

Mayflower Motel Milford

2.0 star property
7.3 mi from Wooster Square
6.0 out of 10, (558)
"We are staying here for a few nights to be close to my family. We drove by Mayflower Motel so many times. We always stayed at a hotel that we were familiar with, big named places "
United States
j
$71 nightly
The price is $82
Dec 25 - Dec 26
Total with taxes and fees
Mayflower Motel Milford

Courtyard By Marriott Shelton

3.0 star property
11.3 mi from Wooster Square
8.6 out of 10, Excellent, (1000)
"Enjoyed our stay"
United States
Mibsam
$110 nightly
The price is $126
Dec 19 - Dec 20
Total with taxes and fees
Courtyard By Marriott Shelton

Motel 6 New Haven - Branford, CT

2.0 star property
6.7 mi from Wooster Square
7.2 out of 10, Good, (1005)
"This motel is very clean staff is friendly."
United States
Stacey-Ann
$74 nightly
The price is $85
Dec 14 - Dec 15
Total with taxes and fees
Motel 6 New Haven - Branford, CT

Residence Inn by Marriott New Haven Hamden

3.0 star property
5.3 mi from Wooster Square
9.4 out of 10, Exceptional, (409)
"Rooms are spacious. Staff is welcoming. "
United States
Susanne
$144 nightly
The price is $166
Jan 4 - Jan 5, 2026
Total with taxes and fees
Residence Inn by Marriott New Haven Hamden

Quality Inn Waterbury East

2.5 star property
16.8 mi from Wooster Square
7.0 out of 10, Good, (1001)
"People are so very nice we enjoy every time we come will always stay at quality inn "
United States
Cynthia
$79 nightly
The price is $91
Jan 5 - Jan 6, 2026
Total with taxes and fees
Quality Inn Waterbury East

Trumbull Marriott Shelton

3.5 star property
13.1 mi from Wooster Square
8.0 out of 10, Very Good, (1000)
"Friendly staff and The atmosphere of the whole place. Christmas decorations were beautiful. "
United States
Jeannine
$122 nightly
The price is $140
Jan 4 - Jan 5, 2026
Total with taxes and fees
Trumbull Marriott Shelton

Hyatt Place Milford / New Haven

3.0 star property
7.9 mi from Wooster Square
8.6 out of 10, Excellent, (1181)
"Hotel for Pleasant Stay"
United States
Rajesh
$110 nightly
The price is $126
Dec 12 - Dec 13
Total with taxes and fees
Hyatt Place Milford / New Haven

Wyndham Southbury

3.0 star property
18.4 mi from Wooster Square
8.2 out of 10, Very Good, (1063)
"Nice room, friendly staff!"
United States
Scott
$93 nightly
The price is $107
Dec 18 - Dec 19
Total with taxes and fees
Wyndham Southbury

Hilton Garden Inn Shelton

3.0 star property
10.8 mi from Wooster Square
7.8 out of 10, Good, (1039)
"The hotel was clean and staff were very professional. "
United States
Brian
$99 nightly
The price is $114
Dec 20 - Dec 21
Total with taxes and fees
Hilton Garden Inn Shelton

Comfort Inn & Suites Meriden East

2.5 star property
17 mi from Wooster Square
7.2 out of 10, Good, (1001)
"Ecellent check in very polite staff"
United States
maurice
$85 nightly
The price is $97
Jan 4 - Jan 5, 2026
Total with taxes and fees
Comfort Inn & Suites Meriden East

Whitney Inn & Suites

2.0 star property
7.8 mi from Wooster Square
6.8 out of 10, (592)
"Good location to visit Hamden and New Haven area."
United States
Raymond
$99 nightly
The price is $114
Dec 10 - Dec 11
Total with taxes and fees
Whitney Inn & Suites

New Haven Hotel

3.5 star property
Downtown New Haven, 0.8 mi from Wooster Square
9.0 out of 10, Wonderful, (1921)
"Very nice hotel. "
United States
REINA
$99 nightly
The price is $114
Dec 30 - Dec 31
Total with taxes and fees
New Haven Hotel

Holiday Inn Express & Suites Milford by IHG

2.5 star property
7.7 mi from Wooster Square
8.0 out of 10, Very Good, (1005)
"Breakfast was fresh and good options."
United States
paulo
$87 nightly
The price is $100
Dec 14 - Dec 15
Total with taxes and fees
Holiday Inn Express & Suites Milford by IHG

Homewood Suites by Hilton Stratford

3.0 star property
10.5 mi from Wooster Square
8.8 out of 10, Excellent, (1002)
"Rooms are fine and breakfast is good. "
United States
Andrew
$107 nightly
The price is $124
Jan 2 - Jan 3, 2026
Total with taxes and fees
Homewood Suites by Hilton Stratford

Hotel Marcel New Haven, Tapestry Collection By Hilton

4.0 star property
Long Wharf, 0.6 mi from Wooster Square
9.4 out of 10, Exceptional, (859)
"Great stay! Clean room, staff were friendly, and I loved the amenities."
United States
Clark
$110 nightly
The price is $126
Jan 1 - Jan 2, 2026
Total with taxes and fees
Hotel Marcel New Haven, Tapestry Collection By Hilton

Holiday Inn Express Branford-New Haven by IHG

3.0 star property
6.6 mi from Wooster Square
8.8 out of 10, Excellent, (1000)
"Nice clean rooms (very big) and varied breakfast selection. Dinner options within walking distance to the hotel. "
United States
Wendy
$97 nightly
The price is $112
Dec 28 - Dec 29
Total with taxes and fees
Holiday Inn Express Branford-New Haven 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. Learn more about Wooster Square
Learn more about Wooster Square

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

  • Historic Charm: Wooster Square features elegant streets and historic homes, perfect for leisurely strolls.
  • Delicious Cuisine: Experience local favorites at renowned pizzerias, a must-try in the area.
  • Beautiful Parks: Enjoy relaxing moments at Wooster Square Park, ideal for picnics and outdoor activities.
  • Family-Friendly Atmosphere: Offers a variety of outdoor adventures and community events suitable for all ages.
  • Proximity to New York City: Just a short trip away, explore the cultural richness of nearby NYC.

Find great hotels near Wooster Square

Discover a range of comfortable accommodations in Wooster Square, New Haven, where you'll find pet-friendly options and LGBTQIA welcoming environments. Whether you're seeking a cozy hotel or a modern apartment rental, the area offers a variety of choices to suit your needs. Enjoy business-themed amenities and explore the charm of this vibrant neighborhood during your stay.

  • Hyatt Place Milford / New Haven: Experience a seamless blend of business and leisure at Hyatt Place Milford / New Haven. This 3-star hotel caters to business travelers with its prime city center location, just 8 miles from Wooster Square. Guests will appreciate the array of business amenities, including a 24-hour business center, meeting rooms, and conference spaces designed to facilitate productive stays. Modern and spacious rooms offer comfort with contemporary furnishings, making it an ideal choice for those seeking a business-themed vacation experience while still enjoying the vibrant atmosphere of the city.
  • Red Roof Inn Milford - New Haven: Perfectly situated 11 miles from Wooster Square, Red Roof Inn Milford - New Haven is an inviting choice for families and pet lovers alike. This hotel proudly supports the LGBTQIA community and is equipped with family-friendly amenities, including free cribs for children. Pets are welcome here, with specific policies in place to ensure a comfortable visit for furry friends. Guests can enjoy a relaxed atmosphere and easy access to local attractions, making it a great option for those seeking a welcoming and inclusive environment for their vacation.
  • Motel 6 Milford, CT: Enjoy affordability and convenience at Motel 6 Milford, CT, located 11 miles from Wooster Square. This pet-friendly motel caters to both leisure and business travelers, featuring accessible business amenities such as a meeting room and a well-equipped business center. Guests can bring their pets along for a small fee, making it a suitable option for animal lovers. With its straightforward accommodations and convenient location, this motel is a practical choice for travelers looking for a no-frills stay without compromising on comfort.

Where to stay near Wooster Square

Wooster Square, New Haven, offers a delightful blend of family-friendly adventures and charming neighborhoods. Stroll through its storied streets lined with elegant homes, savoring the local cuisine at renowned pizzerias. Just a short trip away, explore the vibrant atmosphere of nearby New York City, where cultural excursions abound. Enjoy the close proximity to parks and community events, making Wooster Square an ideal destination for outdoor fun and memorable family vacations.

  • New Haven: New Haven is a vibrant city where Wooster Square is located, offering a rich cultural experience year-round. The city sees a peak in visitors during the summer months, especially from June to August, as families and culture enthusiasts flock to its historic college campuses and lively shopping areas. Notable attractions include renowned universities, engaging music concerts, and beautiful beaches that provide a blend of education and recreation. Whether you're exploring museums, dining in local restaurants, or enjoying a sunny day at the beach, New Haven delivers a variety of experiences that cater to all types of travelers.
  • West Haven: Just 3 miles from Wooster Square, West Haven is a charming city known for its outdoor recreational opportunities and family-friendly environment. Visitor numbers peak in the summer, particularly from June to August, when families enjoy the city's beautiful beaches and parks. West Haven boasts a range of attractions, including historic educational institutions and vibrant shopping areas. With its inviting atmosphere and close proximity to the beach, West Haven is an excellent destination for those seeking both culture and outdoor fun.
  • Branford: Located 6 miles from Wooster Square, Branford is a picturesque city that attracts visitors year-round, especially during the summer months. Known for its stunning scenery and romantic outdoor settings, Branford offers a perfect escape for nature lovers. Visitors can enjoy activities such as hiking and skiing, as well as relaxing at its beautiful beaches and lakes. The charming local atmosphere, combined with its natural beauty, makes Branford an ideal spot for couples and families looking to explore the great outdoors.

Things to do near Wooster Square

Wooster Square in New Haven offers a variety of outdoor activities perfect for family vacations. Visitors can enjoy skiing, educational attractions, and explore local rentals by neighborhood. Additionally, the area is known for its beautiful parks and vibrant community, making it a great spot to relax and unwind while experiencing the local culture and attractions.

Shopping

For shopping in Wooster Square, visit the Westfield Connecticut Post Mall, 8 miles away, offering a variety of stores and entertainment. Closer by, at 0.7 miles, Louis' Lunch serves delicious meals with a local vibe. Don’t forget to check out Polished, located 6 miles away for unique finds.

Recreation

Connecticut Sportsplex offers an energetic atmosphere perfect for sports enthusiasts, just 5 miles from Wooster Square. For a tranquil experience, visit East Rock Park, located 2 miles away, where you can enjoy calming nature walks. Woolsey Hall, 0.6 miles away, provides entertaining musical performances to enrich your visit.

Adventure

Powder Ridge Mountain Park and Resort, located 16 miles from Wooster Square, offers thrilling skiing and snowboarding experiences amidst beautiful snowy landscapes. At Waterski Connecticut, 11 miles away, you can enjoy exhilarating water sports and outdoor fun. For tennis enthusiasts, the Foote Memorial Park Tennis Center, 6 miles away, provides an adventurous atmosphere.

Nightlife

Experience the vibrant nightlife in Wooster Square by catching a show at the Shubert Theater or Long Wharf Theatre, both offering rich cultural experiences. For a unique outdoor vibe, visit the Lighthouse Point Carousel, perfect for a nostalgic evening under the stars.

*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 trip to Wooster Square, consider visiting between December and February when hotel prices are lower. Book your stay on a Tuesday for the best rates, while avoiding Saturdays, which are more expensive. Use Expedia to find budget-friendly accommodations and consider bundling your hotel, flights, and activities for additional savings. Join Expedia's One Key membership for exclusive discounts and earn OneKeyCash for future stays. Additionally, be mindful of any extra fees and explore other rental sites for competitive pricing.

  • 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 preferences, such as your budget, desired location, and the type of hotel you're looking for. To find the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Wooster Square hotel reservations with your flights and activities through an Expedia package.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Wooster Square

Wooster Square in New Haven offers a delightful mix of outdoor activities and cultural experiences, perfect for family vacations. Visitors can explore historic sites, enjoy the scenic beauty of urban parks, and even relax at nearby beaches. Key attractions include Wooster Square Park, a great spot for leisurely strolls and picnics. Whether you're seeking adventure or a family-friendly atmosphere, Wooster Square has something for everyone.

  • Yale University: Immerse yourself in the rich history and academic atmosphere of Yale University, located 0.8 miles from Wooster Square. Wander through its stunning Gothic architecture, visit museums, and enjoy the vibrant cultural scene that makes this Ivy League institution a must-see.
  • Wooster Square: Just 0.1 miles away, Wooster Square is a charming piazza known for its beautiful cherry blossoms and historic architecture. Experience the local culture, enjoy outdoor dining, and explore the famous pizza shops that make this square a beloved community hub.
  • Yale Bowl: Located 2 miles from Wooster Square, the Yale Bowl is a historic sports stadium that hosts exciting college football games. Feel the energy of the crowd and appreciate the unique blend of sports and culture in this iconic venue.

The nearest major airports for your trip to Wooster Square

Traveling to Wooster Square, New Haven, is convenient with several nearby airports. Bradley International Airport (BDL) in Hartford, CT, is 45 miles away, with hotels like DoubleTree by Hilton Hartford - Bradley Airport, just 1 mile from the airport, offering easy access. White Plains, NY (HPN) is 44 miles away, featuring The Opus Westchester, Autograph Collection, located 4 miles from the airport. Islip, NY (ISP) is 37 miles away, with Hyatt Regency Long Island, 4 miles from the airport. Each hotel provides transportation services to their respective airports, ensuring a smooth travel experience.

Frequently asked questions

What are the best hotels in Wooster Square that travelers recommend?
The Blake Hotel in New Haven is a great choice for travelers, boasting a great rating of 9.4. This hotel offers a rooftop terrace where guests can unwind after a day of exploring, alongside modern amenities such as a 24-hour fitness center and designer toiletries that elevate your stay. Its convenient location in a vibrant shopping district makes it great for those wanting to immerse themselves in local culture while enjoying a luxurious experience.

For business travelers, Hotel Marcel New Haven, Tapestry Collection By Hilton, also rated 9.4, is an excellent option. With a fully equipped business center and meeting rooms, it caters to professionals looking for convenience and accessibility. The hotel features free Wi-Fi and self-parking options, ensuring that your work commitments are met without hassle. Its comfortable rooms, complete with premium bedding, make it easy to unwind after a busy day.

Families will find The Study at Yale an inviting choice, with a traveler rating of 9.4. This hotel not only allows pets but also provides cribs at no extra charge, making it a welcoming environment for families traveling with little ones. The hotel's fitness center and complimentary daily newspapers ensure that parents can stay active and informed while enjoying their trip.

Another great family-friendly option is the Graduate by Hilton New Haven, which has a review score of 9.2. This hotel features spacious rooms with the ability to request rollaway beds and cribs for young guests. Its nearby location to parks and attractions adds to the fun for families looking to explore the area together.

Lastly, the New Haven Hotel, rated 9.0, is great for those traveling with pets, as it allows dogs and offers amenities like premium bedding and a meeting room. Its focus on comfort and convenience makes it a great base for exploring Wooster Square and beyond.
What are the best family hotels in Wooster Square?
The Blake Hotel in New Haven is a fantastic choice for families seeking comfort and convenience during their stay. With a stellar rating of 9.4, this hotel provides free rollaway beds and cribs, ensuring that families with young children can easily accommodate their needs. The connecting rooms allow for extra space and privacy, making it a breeze for parents to relax while keeping an eye on their little ones.

Another excellent family-friendly option is the Hotel Marcel New Haven, Tapestry Collection By Hilton, which also boasts a review score of 9.4. This hotel features connecting rooms and comfortable sofa beds, superb for families traveling together. The thoughtful amenities and modern design create a welcoming environment, allowing families to enjoy quality time together.

For families looking for a bit of historical charm, The Study at Yale is a delightful choice. Also rated 9.4, it offers complimentary cribs and a special breakfast for children, ensuring that young guests feel right at home. The inviting snack bar and daily housekeeping add to the overall convenience for busy families.

The Graduate by Hilton New Haven, with a strong review score of 9.2, is another family gem. It provides free cribs and rollaway beds, making it easy to accommodate larger family groups. The hotel's vibrant atmosphere and proximity to local attractions make it a top pick for those wanting to explore the area.

Finally, the New Haven Hotel, rated 9.0, features both sofa beds and connecting rooms, along with free cribs for families. This hotel also includes a snack bar, superb for quick bites and treats, ensuring that your family stays energized for all the adventures awaiting you in Wooster Square.
What hotels in Wooster Square offer free breakfast?
La Quinta Inn & Suites by Wyndham New Haven is a fantastic choice for travelers seeking a comfortable stay in Wooster Square. This family-friendly hotel provides a lot of amenities designed to cater to both parents and children alike. Guests rave about the complimentary breakfast offered daily, ensuring that everyone starts the day off right with a hearty meal. On weekends, the breakfast is even included at no extra charge, giving families a chance to relax and enjoy their time together.
What are the best budget hotels in Wooster Square?
The Study at Yale, a charming hotel located in New Haven, boasts a stellar review score of 9.4, making it a top choice for families seeking comfort and convenience. This hotel offers a range of family-friendly amenities, including free cribs and complimentary toiletries, ensuring that your stay is both relaxing and practical. With accessible parking and pet-friendly policies, families can travel with ease and bring along their furry friends.

Another excellent option is the New Haven Hotel, which has received an impressive rating of 9.0 from guests. Families will appreciate the spacious rooms featuring sofa beds and premium bedding, allowing for a restful night after a day of exploring. Located in a vibrant shopping district, this hotel also offers free WiFi and a fitness center, superb for keeping the whole family active.

For those considering a stay that appeals to a broader audience, the Cambria Hotel New Haven University Area, rated 8.8, provides a inviting space for business travelers and couples alike. Its modern facilities and business center cater to work-related needs, while the nearby attractions make it an enjoyable getaway for couples seeking a romantic escape.

Whether you're traveling with children or looking for a couple's retreat, New Haven's hotels offer a blend of quality, convenience, and value, ensuring an unforgettable experience.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Wooster Square hotel for you.
How can I save on a Wooster Square hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Wooster Square hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Wooster Square hotel?
Hotel prices in Wooster Square often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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