Search Deals onCheshire Vacation Packages
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Cheshire Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Southington
Price was $573, price is now $453 per person
$453
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to New Haven (HVN)
Stay at this 3-star business-friendly hotel in Southington. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Crystal Bees and Barnes Museum are located nearby.
Beechmont - Perfect for Family Retreat!
Save 100% on your flight
Price was $2,414, price is now $1,485 per person
$1,485
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Stay at this 5-star luxury vacation home in Bridgeport. Enjoy free WiFi, free parking, and a garden. Popular attractions Svihra Park and Glenwood Park are located nearby.
Luxury Apartments by Hyatus at Pierpont
Save 100% on your flight
Price was $1,405, price is now $1,035 per person
$1,035
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 4-star aparthotel in New Haven. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Shubert Theater and White Space Gallery are located nearby.
Graduate by Hilton New Haven
Save 100% on your flight
Price was $1,163, price is now $862 per person
$862
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 4-star 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 Yale University Art Gallery and Yale Repertory Theater are located nearby.
Cambria Hotel New Haven University Area
Save 100% on your flight
Price was $657, price is now $507 per person
$507
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
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 the clean rooms in our reviews. Popular attractions Yale University Art Gallery and Yale Repertory Theater are located nearby.
Hampton Inn Milford
Save 100% on your flight
Price was $582, price is now $453 per person
$453
per person
Oct 9 - Oct 14
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 breakfast and the helpful staff in our reviews. Popular attractions Milford Green and Port Milford are located nearby.
Trumbull Marriott Shelton
Save 100% on your flight
Price was $672, price is now $527 per person
$527
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this hotel in Trumbull. Enjoy free parking, an outdoor pool, and 2 restaurants. 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.
Hyatt Place Milford / New Haven
Save 100% on your flight
Price was $683, price is now $545 per person
$545
per person
Oct 9 - Oct 14
found 1 day 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 Westfield Connecticut Post Mall and Milford Plaza Shopping Center 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.
Fri, Sep 12 - Mon, Sep 15
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$87 Roundtrip, found 17 hours ago
$87
Roundtrip
found 17 hours ago
Mon, Oct 27 - Fri, Oct 31
MCO
Orlando Intl.
BDL
Bradley Intl.
$106 Roundtrip, found 2 days ago
$106
Roundtrip
found 2 days ago
Sat, Sep 27 - Wed, Oct 1
TPA
Tampa Intl.
BDL
Bradley Intl.
$127 Roundtrip, found 1 day ago
$127
Roundtrip
found 1 day ago
Tue, Sep 9 - Thu, Sep 11
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$148 Roundtrip, found 6 days ago
$148
Roundtrip
found 6 days ago
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