Search Deals onCheshire Vacation Packages
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Cheshire Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Omni New Haven Hotel at Yale
per person
Mar 20 - Mar 23
found 2 hours ago
Roundtrip non-stop flight included
West Palm Beach (PBI) to New Haven (HVN)
Stay at this 4-star business-friendly hotel in New Haven. Enjoy 2 restaurants, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Schubert Performing Arts Center and Shubert Theater are located nearby.
Hilton Garden Inn Hartford North/Bradley Int'l Airport
per person
Mar 27 - Mar 31
found 1 day 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 Vintage Radio and Communications Museum of Connecticut and Windsor Historical Society are located nearby.
Cambria Hotel New Haven University Area
per person
Mar 21 - Mar 28
found 1 hour ago
Roundtrip flight included
West Palm Beach (PBI) 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 Art Plus Studio and Yale University Art Gallery are located nearby.
Wyndham Southbury
per person
May 9 - May 12
found 1 hour ago
Roundtrip flight included
Chicago (ORD) to New Haven (HVN)
Stay at this 3-star business-friendly hotel in Southbury. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Quassy Amusement Park and Lake Quassapaug are located nearby.
Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area
per person
May 3 - May 6
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
Sunny Peace Homestay
per person
May 9 - May 12
found 1 hour ago
Roundtrip flight included
Chicago (ORD) to New Haven (HVN)
Stay at this 3-star B&B in Harwinton. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Harwinton Conservation and Recreation Area and Connecticut Valley Winery are located nearby.
PLYMOUTH MOTOR LODGE
per person
May 9 - May 12
found 1 hour ago
Roundtrip flight included
Chicago (ORD) to New Haven (HVN)
Stay at this hotel in Terryville. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Witch's Dungeon Classic Movie Museum and Rockwell Park are located nearby.
Holiday Inn Express Southington, an IHG Hotel
per person
Mar 28 - Mar 30
found 11 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.
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, Mar 6 - Tue, Mar 11
MCO
Orlando Intl.
BDL
Bradley Intl.
$67 Roundtrip, found 1 day ago
$67
Roundtrip
found 1 day ago
Wed, Feb 19 - Tue, Feb 25
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$81 Roundtrip, found 2 days ago
$81
Roundtrip
found 2 days ago
Tue, Apr 15 - Wed, Apr 16
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$101 Roundtrip, found 1 day ago
$101
Roundtrip
found 1 day ago
Mon, Mar 10 - Tue, Mar 11
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$120 Roundtrip, found 5 days ago
$120
Roundtrip
found 5 days ago
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