
Cheap 2026 Wooster Square Hotels
Photo by Anthony Salonga
Choose from 904 Wooster Square Hotel Deals

New Haven Hotel
229 George Street New Haven CT
Free Cancellation
Reserve now, pay when you stay
1.21 km from Wooster Square
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...

Cambria Hotel New Haven University Area
20 Dwight Street New Haven CT
2.04 km from Wooster Square
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...

Hampton Inn by Hilton Shelton
695 Bridgeport Ave Shelton CT
Free Cancellation
Reserve now, pay when you stay
17.73 km from Wooster Square
Book a stay at this business-friendly hotel in Shelton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...

Red Roof Inn Milford - New Haven
10 Rowe Ave Milford CT
Free Cancellation
Reserve now, pay when you stay
17.85 km from Wooster Square
Stay at this hotel in Milford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the clean rooms in our reviews. Popular attractions ...

Hotel Marcel New Haven, Tapestry Collection By Hilton
500 Sargent Drive New Haven CT
Free Cancellation
Reserve now, pay when you stay
1.04 km from Wooster Square
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...

The Blake Hotel
9 High Street New Haven CT
1.39 km from Wooster Square
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...

Holiday Inn Cheshire - Southington by IHG
64 Knotter Drive Southington CT
Free Cancellation
28.52 km from Wooster Square
Book a stay at this business-friendly hotel in Southington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...

Omni New Haven Hotel at Yale
155 Temple St New Haven CT
Free Cancellation
Reserve now, pay when you stay
1.05 km from Wooster Square
Book a stay at this business-friendly hotel in New Haven. Enjoy 2 restaurants, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...

Motel 6 Milford, CT
111 Schoolhouse Road Milford CT
17.67 km from Wooster Square
Book a stay at this business-friendly motel in Milford. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Silver Sands State Park ...

Homewood Suites by Hilton Orange New Haven
99 Marsh Hill Road Orange CT
Free Cancellation
Reserve now, pay when you stay
9.15 km from Wooster Square
Stay at this hotel in Orange. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...

Courtyard by Marriott Waterbury Downtown
63 Grand St Waterbury CT
Free Cancellation
Reserve now, pay when you stay
29.49 km from Wooster Square
Stay at this hotel in Waterbury. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. ...

La Quinta Inn & Suites by Wyndham New Haven
400 Sargent Dr New Haven CT
1.28 km from Wooster Square
Book a stay at this business-friendly hotel in New Haven. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful ...

Wyndham Southbury
1284 Strongtown Road Southbury CT
29.57 km from Wooster Square
Book a stay at this business-friendly hotel in Southbury. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...

Red Roof Inn Meriden
10 Bee St Meriden CT
Free Cancellation
Reserve now, pay when you stay
27.5 km from Wooster Square
Book a stay at this business-friendly hotel in Meriden. Enjoy free WiFi, free parking, and a health club. Our guests praise the helpful staff and the clean rooms ...

Hyatt House Shelton
830 Bridgeport Ave Shelton CT
Free Cancellation
Reserve now, pay when you stay
18.34 km from Wooster Square
Book a stay at this business-friendly hotel in Shelton. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
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.
Wooster Square, New Haven Hotel Guide
Search for hotels in Wooster Square on Expedia.com. You can easily find your hotels in Wooster Square using one of the methods below:
- View our selection of featured hotels in Wooster Square
- Use the map to find hotels in the Wooster Square neighborhood you prefer
- Use the filters to see hotels in a specific area of Wooster Square, select a specific theme, brand, or hotel class from basic (1 Star) to luxury hotels (5 Stars) in Wooster Square
- Enter your travel dates to view the best deals on hotels in Wooster Square - while they last
