Search Deals onCheshire Vacation Packages
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Cheshire Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Southington by IHG
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this business-friendly hotel in Southington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Crystal Bees and Hawks Landing Country Club are located nearby.
Hilton Garden Inn Hartford North/Bradley Int'l Airport
Save 100% on your flight
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 3-star business-friendly hotel in Windsor. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Windsor Arts Center and Oliver Ellsworth Homestead are located nearby.
Residence Inn by Marriott New Haven Hamden
Save 100% on your flight
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 3-star business-friendly hotel in Hamden. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Laurel View Country Club and Acme Mall Shopping Center are located nearby.
Residence Inn by Marriott Southington
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 3-star business-friendly hotel in Southington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Lake Compounce and Barnes Museum are located nearby.
Residence Inn by Marriott Hartford/Windsor
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 3-star business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Xfinity Theatre and Windsor Arts Center are located nearby.
HYATT house Hartford North/Windsor
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 3-star business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Windsor Arts Center and Oliver Ellsworth Homestead are located nearby.
Economy Inn
per person
Oct 23 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this family-friendly hotel in East Hartford. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Xfinity Theatre and East Hartford Shopping Center are located nearby.
Comfort Inn & Suites East Hartford - Hartford
per person
Oct 23 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this business-friendly hotel in East Hartford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Xfinity Theatre and Rentschler Field are located nearby.
Cheshire Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Cheshire Vacation Packages 5-7 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.
Thu, Aug 28 - Sun, Aug 31
MCO
Orlando Intl.
BDL
Bradley Intl.
$92 Roundtrip, found 1 day ago
$92
Roundtrip
found 1 day ago
Fri, Sep 5 - Fri, Sep 12
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$98 Roundtrip, found 16 hours ago
$98
Roundtrip
found 16 hours ago
Thu, Sep 18 - Thu, Sep 25
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$109 Roundtrip, found 3 days ago
$109
Roundtrip
found 3 days ago
Tue, Sep 30 - Tue, Sep 30
ORD
O'Hare Intl.
BDL
Bradley Intl.
$132 Roundtrip, found 5 hours ago
$132
Roundtrip
found 5 hours ago
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