Search Deals onCheshire Vacation Packages
Cheshire Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Cheshire Welcome Inn
Price was $209, price is now $184 per person
$184
per person
Apr 9 - Apr 11
found 18 hours ago
Roundtrip flight included
Detroit (DTW) to New Haven (HVN)
Stay at this motel in Cheshire. 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 Maplecroft Plaza Shopping Center and Sleeping Giant State Park are located nearby.
Graduate by Hilton New Haven
Price was $1,003, price is now $811 per person
$811
per person
Apr 8 - Apr 11
found 24 hours 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.
Luxury Apartments by Hyatus at Pierpont
Price was $894, price is now $756 per person
$756
per person
Apr 8 - Apr 11
found 24 hours 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.
Best Western Executive Hotel Of New Haven - West Haven
Price was $222, price is now $188 per person
$188
per person
Apr 9 - Apr 11
found 18 hours ago
Roundtrip flight included
Detroit (DTW) to New Haven (HVN)
Book a stay at this business-friendly hotel in West Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Seabluff Beach and Bradley Point Beach are located nearby.
Hyatt Place Milford / New Haven
Price was $251, price is now $215 per person
$215
per person
Apr 9 - Apr 11
found 18 hours ago
Roundtrip flight included
Detroit (DTW) 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 Westfield Connecticut Post Mall and Milford Plaza Shopping Center are located nearby.
Madison Beach Hotel
Price was $515, price is now $443 per person
$443
per person
Apr 9 - Apr 11
found 18 hours ago
Roundtrip flight included
Detroit (DTW) to New Haven (HVN)
Book a stay at this beach hotel in Madison. Enjoy free WiFi, a full-service spa, and a private beach. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Deacon John Grave House and Anna Mia's are located nearby.
Comfort Inn Naugatuck-Shelton, CT
Price was $238, price is now $206 per person
$206
per person
Apr 9 - Apr 11
found 18 hours ago
Roundtrip flight included
Detroit (DTW) to New Haven (HVN)
Book a stay at this business-friendly hotel in Naugatuck. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Whittemore Glen State Park and Beacon Falls Town Recreation Field are located nearby.
Cambria Hotel New Haven University Area
Price was $256, price is now $222 per person
$222
per person
Apr 9 - Apr 11
found 18 hours ago
Roundtrip flight included
Detroit (DTW) 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 clean rooms in our reviews. Popular attractions Art Plus Studio and White Space Gallery 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.
Thu, Apr 9 - Sat, Apr 25
MCO
Orlando Intl.
BDL
Bradley Intl.
$73 Roundtrip, found 21 hours ago
$73
Roundtrip
found 21 hours ago
Sat, Apr 4 - Mon, Apr 6
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$78 Roundtrip, found 3 days ago
$78
Roundtrip
found 3 days ago
Wed, Sep 2 - Wed, Sep 9
TPA
Tampa Intl.
BDL
Bradley Intl.
$122 Roundtrip, found 4 hours ago
$122
Roundtrip
found 4 hours ago
Wed, Mar 11 - Tue, Mar 17
DCA
Ronald Reagan Washington National
BDL
Bradley Intl.
$181 Roundtrip, found 2 days ago
$181
Roundtrip
found 2 days ago
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