Wooster Square New Haven Connecticut

Search Hotels in Wooster Square, New Haven

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Star rating

Our top choices for Wooster Square hotels

1. Hampton Inn & Suites By Hilton North Haven

Hampton Inn & Suites By Hilton North Haven
2.5 star property
4.4 mi from Wooster Square
9.6 out of 10, Exceptional, (40 reviews)
"New hotel, comfortable beds and good breakfast."
United States
Melanie
The price is £103
includes taxes & fees
7 Jul - 8 Jul
Hampton Inn & Suites By Hilton North Haven

2. Jay's Ranch

Jay's Ranch
4.0 star property
4.2 mi 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 £76
includes taxes & fees
23 Jun - 24 Jun
Jay's Ranch

3. Home2 Suites by Hilton East Haven New Haven

Home2 Suites by Hilton East Haven New Haven
3.0 star property
2.4 mi from Wooster Square
9.6 out of 10, Exceptional, (552 reviews)
"Everything was great especially breakfast and room."
United States
skender
The price is £113
includes taxes & fees
19 Jul - 20 Jul
Home2 Suites by Hilton East Haven New Haven

4. Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
13.4 mi 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 £106
includes taxes & fees
8 Jul - 9 Jul
Spark by Hilton Guilford

5. Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT
2.0 star property
6.7 mi from Wooster Square
7.2 out of 10, Good, (1,004 reviews)
"Very peaceful and quiet you'll get remarkable Sleep!!!!!"
United States
Clinton
The price is £63
includes taxes & fees
28 Jun - 29 Jun
Motel 6 New Haven - Branford, CT

6. Cheshire Welcome Inn

Cheshire Welcome Inn
2.5 star property
11.7 mi 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 £77
includes taxes & fees
1 Jul - 2 Jul
Cheshire Welcome Inn

7. American Inn

American Inn
2.0 star property
7.8 mi 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 £75
includes taxes & fees
23 Jun - 24 Jun
American Inn

8. Mayflower Motel Milford

Mayflower Motel Milford
2.0 star property
7.3 mi from Wooster Square
6.0 out of 10, (579 reviews)
"Horrific"
United States
Rafael
The price is £50
includes taxes & fees
29 Jun - 30 Jun
Mayflower Motel Milford

9. Quality Inn

Quality Inn
2.0 star property
2.1 mi from Wooster Square
7.0 out of 10, Good, (293 reviews)
"Great location!"
United States
Yashvi
The price is £68
includes taxes & fees
20 Jul - 21 Jul
Quality Inn

10. The Best Way Inn

The Best Way Inn
2.0 star property
West New Haven, 3.9 mi from Wooster Square
5.6 out of 10, (58 reviews)
"Excellent "
United States
Yildiray
The price is £50
includes taxes & fees
10 Jul - 11 Jul
The Best Way Inn

11. Tower Inn And Suites Of Guilford - Madison

Tower Inn And Suites Of Guilford - Madison
2.5 star property
13.4 mi 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 £104
includes taxes & fees
23 Jun - 24 Jun
Tower Inn And Suites Of Guilford - Madison

12. Baymont by Wyndham Branford/New Haven

Baymont by Wyndham Branford/New Haven
2.5 star property
7.7 mi from Wooster Square
6.6 out of 10, (1,007 reviews)
"Great place to stay for the week"
United States
Noah
The price is £95
includes taxes & fees
23 Jun - 24 Jun
Baymont by Wyndham Branford/New Haven

13. Quality Suites Stratford

Quality Suites Stratford
2.5 star property
14.3 mi 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 £90
includes taxes & fees
12 Jul - 13 Jul
Quality Suites Stratford

14. Whitney Inn & Suites

Whitney Inn & Suites
2.0 star property
7.8 mi from Wooster Square
7.0 out of 10, Good, (631 reviews)
"A clean place to spend a night."
United States
Richard
The price is £77
includes taxes & fees
23 Jun - 24 Jun
Whitney Inn & Suites

15. Wyndham Southbury

Wyndham Southbury
3.0 star property
18.4 mi 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 £84
includes taxes & fees
12 Jul - 13 Jul
Wyndham Southbury

16. Hampton Inn Waterbury

Hampton Inn Waterbury
2.5 star property
18.5 mi 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 £104
includes taxes & fees
23 Jul - 24 Jul
Hampton Inn Waterbury

17. Rodeway Inn & Suites Branford - Guilford

Rodeway Inn & Suites Branford - Guilford
2.0 star property
7.9 mi 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 £63
includes taxes & fees
6 Jul - 7 Jul
Rodeway Inn & Suites Branford - Guilford

18. The Surfside Hotel

The Surfside Hotel
2.0 star property
15.6 mi 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 £215
includes taxes & fees
5 Jul - 6 Jul
The Surfside Hotel

19. Three Judges Motel

Three Judges Motel
2.0 star property
West New Haven, 3.9 mi 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 £69
includes taxes & fees
27 Jun - 28 Jun
Three Judges Motel

20. Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG
3.0 star property
17.7 mi from Wooster Square
8.4 out of 10, Very good, (1,006 reviews)
"Great place!"
United States
lynn
The price is £91
includes taxes & fees
29 Jun - 30 Jun
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 for the activities you enjoy most.

Downtown New Haven

If you're spending some time in Downtown New Haven, New Haven City Hall and Shubert Theater are top sights worth seeing.

The Hill

When in The Hill, you can plan a visit to Shubert Theater and Long Wharf Theatre, some noteworthy sights in the nearby area.

Long Wharf

Long Wharf is popular for its ample dining options, and you might make a stop by Long Wharf Theatre, a top place to visit in the area.

Mill River

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

East Rock

Travellers like the monuments in East Rock, and East Rock Park is a top attraction you might want to visit.

Top Wooster Square Hotel Reviews

Frequently asked questions

What other neighbourhoods are similar to Wooster Square?
The neighbourhoods most similar to Wooster Square, due to their historic character, culinary focus, and community feel, are The Hill and Dwight.

The Hill offers a historic feel with many beautiful 19th-century homes. It's known for its well-preserved architecture and established community. The area is also home to Yale New Haven Hospital, making it a convenient base for visitors with connections to the medical centre.

Dwight, situated just west of the Yale University campus, blends historic residential streets with a student-friendly atmosphere. It features a mix of Victorian-era homes and local eateries, providing a relaxed environment.
What are the best hotels in Wooster Square that travellers recommend?
Two of the best hotels in Wooster Square that receive consistently high recommendations from travellers are The Blake Hotel and The Study at Yale.

The 4-star Blake Hotel, with an outstanding 9.4 rating, is praised for its friendly staff and spacious, amazing rooms. It also offers excellent amenities and a fantastic bar, and is located in a popular shopping district.

Another highly recommended option is The Study at Yale, a 3.5-star hotel with a 9.4 rating. Guests frequently compliment the great and tasty breakfast, the fabulous restaurant, and the comfortable, clean rooms. It also offers convenient valet parking.
What are the best family hotels in Wooster Square?
For family-friendly accommodation in Wooster Square, consider the Omni New Haven Hotel at Yale, La Quinta Inn & Suites by Wyndham New Haven, New Haven Hotel, The Blake Hotel, or Cambria Hotel New Haven University Area.

The 4-star Omni New Haven Hotel at Yale, with an 8.4 rating, provides excellent options for families such as rollaway extra beds, sofa beds, and complimentary cribs. Connecting rooms are also available for added convenience. Guests frequently praise the friendly staff and excellent location, with the Shubert Theater just 0.2 km away.

Another great choice is the 3-star La Quinta Inn & Suites by Wyndham New Haven. This hotel offers complimentary continental breakfast and free cribs, making it a convenient option for families. It is located very close to the Long Wharf Theatre, only 0.1 km away. Guests often mention the comfortable, clean rooms and the attentive staff.

The 3.5-star New Haven Hotel, rated 9.0, also offers connecting rooms, sofa beds, and free cribs, along with complimentary Wi-Fi and toiletries. Its location is considered superb by guests, and it's just 0.2 km from the Shubert Theater.

The 4-star The Blake Hotel, with an outstanding 9.4 rating, caters to families with complimentary rollaway extra beds and cribs, as well as connecting rooms. Guests frequently highlight the friendly staff and the spacious rooms. The hotel is conveniently located just 0.2 km from the Shubert Theater.

Finally, the 3-star Cambria Hotel New Haven University Area, rated 8.8, provides free cribs and sofa beds. Guests appreciate the nice, clean rooms and the attentive staff, with the Shubert Theater being only 0.8 km away.
What hotels in Wooster Square offer free breakfast?
For hotels in Wooster Square that offer free breakfast, consider the La Quinta Inn & Suites by Wyndham New Haven.

The 3-star La Quinta Inn & Suites by Wyndham New Haven is highly rated, with guests frequently praising the great complementary breakfast. The hotel also provides comfortable, clean rooms and attentive, helpful staff. It is conveniently located near several points of interest, including Wooster Square itself, Trinity Church on the Green, and the Schubert Performing Arts Centre.
What are the top pet-friendly hotels in Wooster Square?
For top pet-friendly hotels in Wooster Square, consider The Blake Hotel, Omni New Haven Hotel at Yale, Graduate by Hilton New Haven, Cambria Hotel New Haven University Area, and La Quinta Inn & Suites by Wyndham New Haven.

The 4-star Blake Hotel, with an impressive 9.4 rating, warmly welcomes pets and even provides food and water bowls for their comfort. Guests frequently praise the friendly staff, the spacious rooms, and the fantastic bar. It is conveniently located just 0.2 km from the Shubert Theater.

Another excellent option is the 4-star Omni New Haven Hotel at Yale, rated 8.4. This hotel permits both dogs and cats and offers a range of parking options, including accessible, covered, and secured self-parking, as well as valet parking with electric car charging stations. Travellers often highlight the excellent location, friendly staff, and the delicious complimentary breakfast buffet. It is also just 0.2 km from the Shubert Theater.

The 4-star Graduate by Hilton New Haven, with a 9.2 rating, is another fantastic choice for pet owners, allowing both dogs and cats and providing food and water bowls. Guests consistently praise the excellent and friendly staff, the beautiful and clean rooms, and the convenient location that is an easy walk to many attractions.

The 3-star Cambria Hotel New Haven University Area, rated 8.8, is a great option for those travelling with dogs. It provides food and water bowls and offers covered and secured self-parking. Visitors appreciate the nice, clean rooms and the attentive staff. The hotel is conveniently located, just 0.8 km from the Shubert Theater.

Finally, the 3-star La Quinta Inn & Suites by Wyndham New Haven permits both dogs and cats. Guests often mention the comfortable and clean rooms, the attentive staff, and the great complimentary breakfast. Its location is a highlight, being only 0.1 km from the Long Wharf Theatre.
What are the best budget hotels in Wooster Square?
For budget-friendly accommodation in Wooster Square, consider the La Quinta Inn & Suites by Wyndham New Haven, the Cambria Hotel New Haven University Area, or the Courtyard New Haven at Yale.

The 3-star La Quinta Inn & Suites by Wyndham New Haven provides a complimentary continental breakfast and free WiFi, which guests frequently highlight as great. Its location is convenient, being just 1.2 km from Wooster Square and 1.5 km from Trinity Church on the Green. Guests often praise the comfortable and clean rooms, as well as the attentive and helpful staff.

Another excellent option is the 3-star Cambria Hotel New Haven University Area, which has a solid 8.8 rating. This hotel offers free WiFi and secured self-parking. It is conveniently located 1.8 km from Wooster Square and less than a kilometre from the Schubert Performing Arts Centre. Travellers often comment on the nice and clean rooms and the amazing, attentive staff.

The 3-star Courtyard New Haven at Yale, with an 8.6 rating, is also a great choice. It features a 24-hour fitness centre and is well-situated, being only 0.6 km from Harkness Tower and the Beinecke Rare Book and Manuscript Library. Guests consistently mention the excellent and clean rooms and the friendly staff.
What are the best hotels in Wooster Square near New Haven Green?
For hotels in Wooster Square near New Haven Green, consider The Study at Yale or the New Haven Hotel.

The 3.5-star Study at Yale, with a 9.4 rating, offers a comfortable stay with amenities such as free cribs and covered valet parking, including accessible options and an electric car charging station. Guests consistently praise the great and tasty breakfast, fabulous restaurant, comfortable and clean rooms, and excellent service. It is conveniently located near the Shubert Theater (0.4 km) and the Creative Arts Workshop (1.0 km).

Another excellent choice is the 3.5-star New Haven Hotel, rated 9.0. This hotel provides connecting rooms, sofa beds, free cribs, and complimentary WiFi. Guests frequently highlight the friendly and helpful staff, comfortable and clean rooms, superb location, and convenient parking. It is just a short distance from the Shubert Theater (0.2 km) and the Long Wharf Theatre (1.4 km).
When is the best time to go to Wooster Square?
The best time to visit Wooster Square is during the spring, particularly in late April to early May, when the cherry blossoms are in full bloom.

This period offers a truly picturesque setting, as the Yoshino cherry trees lining the square burst into delicate pink and white flowers. The Wooster Square Cherry Blossom Festival, usually held in late April, is a popular event that celebrates this natural beauty with local food vendors, live music, and family-friendly activities. It's a wonderful opportunity to experience the community spirit of the area.

Couples will find this season especially delightful for romantic strolls through the blossom-filled square and enjoying outdoor dining at the neighbourhood's renowned Italian restaurants. The mild weather also makes it ideal for exploring the historic architecture and nearby Yale University campus on foot.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Wooster Square.
How can I save on a Wooster Square hotel booking with Expedia?
Members always get our best prices. Find our best Wooster Square hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
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.

Explore a world of travel with Expedia