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
Sep 10 - Sep 14
found 15 hours ago
Roundtrip flight included
Chicago (ORD) 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
per person
Sep 10 - Sep 14
found 15 hours ago
Roundtrip flight included
Chicago (ORD) 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.
Hampton Inn Hartford/Airport
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to New Haven (HVN)
Book a stay at this business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Northwest Park and Connecticut Fallen Firefighters Memorial are located nearby.
Microtel Inn & Suites by Wyndham Uncasville Casino Area
per person
Aug 1 - Aug 5
found 14 hours ago
Roundtrip flight included
Chicago (ORD) to New Haven (HVN)
Book a stay at this business-friendly hotel in Montville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Mohegan Sun Casino and Mohegan Sun Arena are located nearby.
Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area
per person
Aug 1 - Aug 5
found 14 hours ago
Roundtrip flight included
Chicago (ORD) to New Haven (HVN)
Stay at this 3-star business-friendly hotel in Montville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Mohegan Sun Casino and Mohegan Sun Arena are located nearby.
Residence Inn by Marriott Southington
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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 Barnes Museum and Southington Public Library are located nearby.
Motel 6 Niantic, CT - New London
per person
Aug 1 - Aug 5
found 14 hours ago
Roundtrip flight included
Chicago (ORD) to New Haven (HVN)
Stay at this motel in Niantic. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions New London Ferry Dock and Flanders Plaza Shopping Center are located nearby.
Hyatt Place Uncasville - Casino Area
per person
Aug 1 - Aug 5
found 14 hours ago
Roundtrip flight included
Chicago (ORD) to New Haven (HVN)
Stay at this 3-star business-friendly hotel in Montville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Mohegan Sun Casino and Mohegan Sun Arena 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.
Mon, Aug 18 - Fri, Aug 22
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$98 Roundtrip, just found
$98
Roundtrip
just found
Sat, Aug 30 - Sun, Aug 31
MCO
Orlando Intl.
BDL
Bradley Intl.
$100 Roundtrip, found 8 hours ago
$100
Roundtrip
found 8 hours ago
Wed, Aug 13 - Sat, Aug 16
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$113 Roundtrip, found 13 hours ago
$113
Roundtrip
found 13 hours ago
Sat, Aug 9 - Sat, Aug 16
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$126 Roundtrip, found 11 hours ago
$126
Roundtrip
found 11 hours ago
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