
Wooster Square Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Photo by Anthony Salonga
Top Hotel Deals

New Haven Hotel
229 George Street New Haven CT
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 ...

Motel 6 New Haven - Branford, CT
320 E Main St Branford CT
10.71 km from Wooster Square
Stay at this motel in Branford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...

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 ...

Hotel Marcel New Haven, Tapestry Collection By Hilton
500 Sargent Drive New Haven CT
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 ...

Omni New Haven Hotel at Yale
155 Temple St New Haven CT
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 ...

Hampton Inn by Hilton Shelton
695 Bridgeport Ave Shelton CT
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
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 ...

Hamden Hotel and Suites – Hamden New Haven
2260 Whitney Ave Hamden CT
8.35 km from Wooster Square
Book a stay at this business-friendly hotel in Hamden. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast in our reviews. Popular ...

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
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 ...

Best Western Executive Hotel Of New Haven - West Haven
490 Saw Mill Rd West Haven CT
6.38 km from Wooster Square
Book a stay at this business-friendly hotel in West Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...

Red Roof Inn Meriden
10 Bee St Meriden CT
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 ...
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.

