Search Deals onChester Vacation Packages
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Chester Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Old Saybrook
per person
Jul 10 - Jul 13
found 1 day ago
Roundtrip flight included
Raleigh (RDU) 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.
Hilton Garden Inn Hartford North/Bradley Int'l Airport
Save 100% on your flight
per person
Aug 20 - Aug 27
found 16 hours ago
Roundtrip non-stop flight included
Orlando (MCO) 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 Windsor Arts Center and Oliver Ellsworth Homestead are located nearby.
Hampton Inn Hartford/Airport
Save 100% on your flight
per person
Aug 20 - Aug 27
found 16 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Northwest Park and Connecticut Fallen Firefighters Memorial are located nearby.
Microtel Inn & Suites by Wyndham Uncasville Casino Area
per person
Jul 18 - Jul 22
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this 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.
Omni New Haven Hotel at Yale
per person
Jul 8 - Jul 13
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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 Trinity Church on the Green and Shubert Theater are located nearby.
Home2 Suites by Hilton East Haven New Haven
per person
Jul 17 - Jul 23
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 3-star business-friendly inn in East Haven. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Hagaman Memorial Library and Shoreline Trolley Museum are located nearby.
Holiday Inn Express Southington by IHG
per person
Aug 20 - Aug 27
found 16 hours ago
Roundtrip non-stop flight included
Orlando (MCO) 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.
Saybrook Point Resort & Marina
Save 100% on your flight
per person
Jul 10 - Jul 13
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to New Haven (HVN)
Stay at this 3.5-star spa hotel in Old Saybrook. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Fort Saybrook Monument Park and General William Hart House 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.
Fri, Jun 27 - Sun, Jun 29
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$253 Roundtrip, found 2 days ago
$253
Roundtrip
found 2 days ago
Sun, Jul 27 - Thu, Jul 31
ORD
O'Hare Intl.
HVN
Tweed - New Haven Regional
$275 Roundtrip, found 2 days ago
$275
Roundtrip
found 2 days ago
Fri, Jun 13 - Sun, Jun 15
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$288 Roundtrip, found 2 days ago
$288
Roundtrip
found 2 days ago
Sun, Jul 27 - Thu, Jul 31
ORD
O'Hare Intl.
HVN
Tweed - New Haven Regional
$290 Roundtrip, found 4 days ago
$290
Roundtrip
found 4 days ago
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