Search Deals onChester Vacation Packages
Chester Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Old Saybrook
Price was $462, price is now $394 per person
$394
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip flight included
Miami (MIA) to New Haven (HVN)
Book a stay at this business-friendly hotel in Old Saybrook. Enjoy free WiFi, free parking, and room service. Popular attractions Tanger Outlets and Crystal Lake Town Park are located nearby.
Beechmont - Perfect for Family Retreat!
Save 100% on your flight
Price was $1,303, price is now $886 per person
$886
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this luxury vacation home in Bridgeport. Enjoy free WiFi, free parking, and a garden. Popular attractions Total Mortgage Arena and Hartford HealthCare Amphitheater are located nearby.
Pier Blue Inn Old Saybrook - Essex
Price was $880, price is now $645 per person
$645
per person
Aug 8 - Aug 14
found 1 day 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 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.
Graduate by Hilton New Haven
Price was $595, price is now $468 per person
$468
per person
Jul 17 - Jul 20
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 White Space Gallery and Shubert Theater are located nearby.
Hyatus Luxury Residences City Crossing
Save 100% on your flight
Price was $1,124, price is now $960 per person
$960
per person
Jul 17 - Jul 20
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this business-friendly 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.
Liberty Inn
Price was $484, price is now $445 per person
$445
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip 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.
Tower Inn And Suites Of Guilford - Madison
Price was $735, price is now $683 per person
$683
per person
Aug 8 - Aug 14
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to New Haven (HVN)
Stay at this hotel in Guilford. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Hammonasset Beach State Park and Hyland House Museum are located nearby.
Spark by Hilton Guilford
Price was $824, price is now $780 per person
$780
per person
Aug 8 - Aug 14
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to New Haven (HVN)
Book a stay at this business-friendly hotel in Guilford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hammonasset Beach State Park and Hyland House Museum are located nearby.
Chester Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Chester 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, Jul 30 - Mon, Aug 3
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$208 Roundtrip, found 5 days ago
$208
Roundtrip
found 5 days ago
Thu, Jul 30 - Sun, Aug 2
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$247 Roundtrip, found 1 day ago
$247
Roundtrip
found 1 day ago
Thu, Jul 30 - Sun, Aug 2
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$252 Roundtrip, found 1 day ago
$252
Roundtrip
found 1 day ago
Thu, Jun 18 - Sun, Jun 21
ATL
Hartsfield-Jackson Atlanta Intl.
HVN
Tweed - New Haven Regional
$484 Roundtrip, found 6 days ago
$484
Roundtrip
found 6 days ago
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