Search Deals onCheshire Vacation Packages
Cheshire Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Liberty Inn
Price was $558, price is now $519 per person
$519
per person
Apr 15 - Apr 19
found 8 hours ago
Roundtrip non-stop flight included
Miami (MIA) to New Haven (HVN)
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Essex Saybrook Antique Village Shopping Center and Ferry Landing State Park are located nearby.
Beechmont - Perfect for Family Retreat!
Save 100% on your flight
Price was $2,062, price is now $1,306 per person
$1,306
per person
May 23 - May 26
found 7 hours ago
Roundtrip flight included
Los Angeles (LAX) 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.
Pier Blue Inn Old Saybrook - Essex
Price was $670, price is now $577 per person
$577
per person
Apr 15 - Apr 19
found 8 hours ago
Roundtrip flight included
Miami (MIA) to New Haven (HVN)
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chalker Beach and Crystal Lake Town Park are located nearby.
Quality Inn Old Saybrook - Westbrook
Price was $603, price is now $585 per person
$585
per person
Apr 15 - Apr 19
found 8 hours ago
Roundtrip non-stop flight included
Miami (MIA) to New Haven (HVN)
Book a stay at this business-friendly hotel in Old Saybrook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Ferry Landing State Park and Essex Saybrook Antique Village Shopping Center are located nearby.
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Price was $772, price is now $772 per person
$772
per person
Apr 15 - Apr 19
found 8 hours ago
Roundtrip non-stop flight included
Miami (MIA) to New Haven (HVN)
Stay at this cabin in East Haddam. Enjoy free parking, patios, and climate control. Popular attractions Machimoodus State Park and Amasa Day House 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.
Fri, May 1 - Mon, May 18
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$78 Roundtrip, found 1 day ago
$78
Roundtrip
found 1 day ago
Thu, Mar 26 - Mon, Mar 30
MCO
Orlando Intl.
BDL
Bradley Intl.
$88 Roundtrip, found 1 day ago
$88
Roundtrip
found 1 day ago
Wed, Sep 2 - Wed, Sep 9
TPA
Tampa Intl.
BDL
Bradley Intl.
$122 Roundtrip, found 1 day ago
$122
Roundtrip
found 1 day ago
Tue, Mar 31 - Sun, Apr 5
TPA
Tampa Intl.
HVN
Tweed - New Haven Regional
$129 Roundtrip, found 1 day ago
$129
Roundtrip
found 1 day ago
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