Search Deals onWooster Square Vacation Packages
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Wooster Square Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Best Way Inn
West New Haven
per person
Jul 8 - Jul 13
found 7 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this motel in New Haven. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions West Rock Ridge State Park and Yale Golf Course are located nearby.
Omni New Haven Hotel at Yale
Downtown New Haven
per person
Jul 8 - Jul 13
found 7 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 4-star business-friendly hotel in New Haven. Enjoy 2 restaurants, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Trinity Church on the Green and Shubert Theater are located nearby.
Home2 Suites by Hilton East Haven New Haven
The Centre
per person
Jul 17 - Jul 23
found 6 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 3-star business-friendly inn in East Haven. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Hagaman Memorial Library and Shoreline Trolley Museum are located nearby.
Quality Suites
per person
Jul 8 - Jul 13
found 7 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this golf hotel in Stratford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Stratford Historical Society Capt David Judson House and Academy Hill are located nearby.
Motel 6 Milford, CT
per person
Jul 8 - Jul 13
found 7 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
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 and Walnut Beach are located nearby.
Holiday Inn Cheshire - Southington by IHG
per person
Jul 17 - Jul 23
found 6 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 3-star business-friendly hotel in Cheshire. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Panthorn Park and Cheshire Hollow Farm are located nearby.
Springhill Suites Milford
per person
Jul 8 - Jul 13
found 7 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 3-star business-friendly hotel in Milford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Walnut Beach and Silver Sands State Park are located nearby.
3-4 Night Vacations in Wooster Square
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Wooster Square
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Wooster Square
New Haven Hotel
229 George Street, New Haven, CT
Stay at this 3.5-star business-friendly hotel in New Haven. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff and ...
Clarion Inn
201 Washington Avenue, North Haven, CT
Book a stay at this business-friendly hotel in North Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
La Quinta Inn & Suites by Wyndham New Haven
400 Sargent Dr, New Haven, CT
Stay at this 3-star business-friendly hotel in New Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Save an average of 15% on thousands of hotels when you're signed in
Courtyard by Marriott Waterbury Downtown
63 Grand St, Waterbury, CT
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. ...
Best Western Executive Hotel Of New Haven - West Haven
490 Saw Mill Rd, West Haven, CT
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 Milford - New Haven
10 Rowe Ave, Milford, CT
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 ...
Cambria Hotel New Haven University Area
20 Dwight Street, New Haven, CT
Stay at this 3-star business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
Omni New Haven Hotel at Yale
155 Temple St, New Haven, CT
Stay at this 4-star business-friendly hotel in New Haven. Enjoy 2 restaurants, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
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.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Fri, Jun 27 - Sun, Jun 29
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$253 Roundtrip, found 1 day ago
$253
Roundtrip
found 1 day ago
Sun, Jul 27 - Thu, Jul 31
ORD
O'Hare Intl.
HVN
Tweed - New Haven Regional
$275 Roundtrip, found 15 hours ago
$275
Roundtrip
found 15 hours ago
Fri, Jun 13 - Sun, Jun 15
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$288 Roundtrip, found 1 day ago
$288
Roundtrip
found 1 day ago
Sun, Jul 27 - Thu, Jul 31
ORD
O'Hare Intl.
HVN
Tweed - New Haven Regional
$290 Roundtrip, found 2 days ago
$290
Roundtrip
found 2 days ago
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