Search Deals onCheshire Vacation Packages
Cheshire Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Graduate by Hilton New Haven
Price was $447, price is now $369 per person
$369
per person
Mar 13 - Mar 15
found 16 hours ago
Roundtrip flight included
Houston (HOU) 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 White Space Gallery are located nearby.
Best Western Executive Hotel Of New Haven - West Haven
Price was $771, price is now $633 per person
$633
per person
Mar 5 - Mar 13
found 1 day 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 Bradley Point Beach are located nearby.
Quality Suites Stratford
Price was $773, price is now $640 per person
$640
per person
Mar 5 - Mar 13
found 1 day 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 Perry House and Stratford Historical Society Capt David Judson House are located nearby.
Mayflower Motel Milford
Price was $544, price is now $469 per person
$469
per person
Mar 5 - Mar 13
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.
Comfort Inn Naugatuck-Shelton, CT
Price was $436, price is now $380 per person
$380
per person
Apr 2 - Apr 5
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to New Haven (HVN)
Book a stay at this business-friendly hotel in Naugatuck. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Whittemore Glen State Park and Beacon Falls Town Recreation Field are located nearby.
Luxury Apartments by Hyatus at Pierpont
Price was $1,291, price is now $1,145 per person
$1,145
per person
Mar 5 - Mar 13
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this aparthotel in New Haven. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Knights of Columbus Museum and Shubert Theater are located nearby.
Super 8 by Wyndham Milford/New Haven
Price was $572, price is now $511 per person
$511
per person
Mar 5 - Mar 13
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this hotel in Milford. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Milford Plaza Shopping Center and Westfield Connecticut Post Mall are located nearby.
Cheshire Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Wed, Mar 4 - Mon, Mar 9
MCO
Orlando Intl.
BDL
Bradley Intl.
$56 Roundtrip, found 23 hours ago
$56
Roundtrip
found 23 hours ago
Thu, Feb 5 - Sun, Feb 8
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$74 Roundtrip, found 2 hours ago
$74
Roundtrip
found 2 hours ago
Thu, Mar 5 - Mon, Mar 9
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$119 Roundtrip, just found
$119
Roundtrip
just found
Thu, Feb 26 - Mon, Mar 2
TPA
Tampa Intl.
BDL
Bradley Intl.
$147 Roundtrip, found 2 hours ago
$147
Roundtrip
found 2 hours ago
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