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 Cheshire - Southington by IHG
Price was $513, price is now $404 per person
$404
per person
Dec 30 - Jan 4
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 WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Panthorn Park and Cheshire Hollow Farm are located nearby.
The Blake Hotel
Price was $937, price is now $696 per person
$696
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Shubert Theater and White Space Gallery are located nearby.
Luxury Furnished Apartments by Hyatus Downtown at Yale
Price was $1,095, price is now $815 per person
$815
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Shubert Theater and White Space Gallery are located nearby.
Luxury Apartments by Hyatus at Pierpont
Price was $896, price is now $669 per person
$669
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this aparthotel in New Haven. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Knights of Columbus Museum and Shubert Theater are located nearby.
New Haven Hotel
Price was $625, price is now $476 per person
$476
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Shubert Theater and White Space Gallery are located nearby.
Graduate by Hilton New Haven
Price was $675, price is now $516 per person
$516
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 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 Art Plus Studio and White Space Gallery are located nearby.
Hampton Inn & Suites New Haven - South - West Haven
Price was $606, price is now $475 per person
$475
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this business-friendly hotel in West Haven. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Seabluff Beach and Bradley Point Beach are located nearby.
Hamden Hotel and Suites – Hamden New Haven
Price was $529, price is now $421 per person
$421
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this business-friendly hotel in Hamden. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast in our reviews. Popular attractions Laurel View Country Club and Putnam Place 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.
Thu, Jan 29 - Sat, Feb 7
MCO
Orlando Intl.
BDL
Bradley Intl.
$68 Roundtrip, found 1 hour ago
$68
Roundtrip
found 1 hour ago
Thu, Dec 11 - Sun, Dec 14
TPA
Tampa Intl.
HVN
Tweed - New Haven Regional
$118 Roundtrip, found 12 hours ago
$118
Roundtrip
found 12 hours ago
Thu, Feb 5 - Sun, Feb 8
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$134 Roundtrip, found 6 days ago
$134
Roundtrip
found 6 days ago
Wed, Jan 21 - Fri, Jan 23
TPA
Tampa Intl.
BDL
Bradley Intl.
$141 Roundtrip, found 6 days ago
$141
Roundtrip
found 6 days ago
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