Search Deals onWooster Square Vacation Packages
Wooster Square Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Motel 6 Milford, CT
Price was $385, price is now $373 per person
$373
per person
Dec 17 - Dec 21
found 20 hours ago
Roundtrip flight included
Tampa (TPA) 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.

Beechmont - Perfect for Family Retreat!
Price was $3,008, price is now $1,766 per person
$1,766
per person
Dec 26 - Dec 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Book a stay at this luxury vacation home in Bridgeport. Enjoy free WiFi, free parking, and a garden. Popular attractions Svihra Park and Beardsley Zoo are located nearby.

Mayflower Motel Milford
Price was $663, price is now $562 per person
$562
per person
Dec 17 - Dec 23
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this motel in Milford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Westfield Connecticut Post Mall and Bowlero Milford are located nearby.

Best Western Executive Hotel Of New Haven - West Haven
Price was $745, price is now $640 per person
$640
per person
Dec 17 - Dec 23
found 23 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
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 staff in our reviews. Popular attractions Seabluff Beach and Oak Street Beach are located nearby.

Graduate by Hilton New Haven
Price was $704, price is now $626 per person
$626
per person
Dec 29 - Jan 2
found 7 hours ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
Stay at this hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and free bicycles on site. Our guests praise the helpful staff and the comfy rooms in our reviews. Popular attractions Art Plus Studio and Harkness Tower are located nearby.

Home2 Suites by Hilton East Haven New Haven
Price was $802, price is now $753 per person
$753
per person
Dec 22 - Dec 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Book a stay at this business-friendly hotel in East Haven. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Shoreline Trolley Museum and Fort Hale Park are located nearby.

Omni New Haven Hotel at Yale
Price was $784, price is now $747 per person
$747
per person
Dec 22 - Dec 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Book a stay at this business-friendly hotel in New Haven. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Shubert Theater and New Haven Green are located nearby.

Holiday Inn Express & Suites Milford by IHG
Price was $651, price is now $628 per person
$628
per person
Dec 17 - Dec 23
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this business-friendly hotel in Milford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Westfield Connecticut Post Mall and Milford Plaza Shopping Center are located nearby.

New Haven Hotel
Price was $843, price is now $821 per person
$821
per person
Dec 22 - Dec 28
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
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 the convenient parking in our reviews. Popular attractions Shubert Theater and White Space Gallery are located nearby.

The Blake Hotel
Price was $783, price is now $764 per person
$764
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
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 rooms in our reviews. Popular attractions Shubert Theater and White Space Gallery are located nearby.

Trumbull Marriott Shelton
Price was $561, price is now $550 per person
$550
per person
Dec 26 - Dec 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Stay at this hotel in Trumbull. Enjoy an outdoor pool, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Roosevelt Forest and Boothe Memorial Park and Museum are located nearby.

Quality Suites Stratford
Price was $508, price is now $502 per person
$502
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip flight included
Tampa (TPA) 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 Perry House and Stratford Historical Society Capt David Judson House 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.



Wooster Square Last Minute Hotel Deals

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

Omni New Haven Hotel at Yale
155 Temple St New Haven CT
Book a stay at this business-friendly hotel in New Haven. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful ...

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

Cambria Hotel New Haven University Area
20 Dwight Street New Haven CT
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 ...

La Quinta Inn & Suites by Wyndham New Haven
400 Sargent Dr New Haven CT
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 ...

The Blake Hotel
9 High Street New Haven CT
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 ...

Courtyard New Haven at Yale
30 Whalley Ave New Haven CT
Book a stay at this business-friendly hotel in New Haven. Enjoy breakfast (surcharge), a 24-hour fitness center, and parking (surcharge). Our guests praise the ...

Graduate by Hilton New Haven
1151 Chapel Street New Haven CT
Stay at this hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and free bicycles on site. Our guests praise the helpful staff and the comfy rooms in ...
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.
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