Deals on vacations and trips to Chester
Save when you book Chester package deals
Chester flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Hartford North/Bradley Int'l Airport
Price was $511, price is now $374 per person
$374
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy free perks like free self parking and an area shuttle.
Beechmont - Perfect for Family Retreat!
Save 100% on your flight
Price was $3,108, price is now $1,956 per person
$1,956
per person
Dec 13 - Dec 19
found 8 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to New Haven (HVN)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a communal living room are also on offer.
Cambria Hotel Manchester South Windsor
Price was $704, price is now $572 per person
$572
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Simsbury Inn
Simsbury Center
Price was $1,194, price is now $1,007 per person
$1,007
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
This smoke-free hotel includes 3 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the sauna and free perks like buffet breakfast and free self parking.
New Haven Hotel
Downtown New Haven
Price was $594, price is now $502 per person
$502
per person
Dec 26 - Dec 30
found 5 hours ago
Roundtrip non-stop flight included
St. Petersburg (PIE) to New Haven (HVN)
A gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 2 conference rooms, along with dry cleaning/laundry services.
Top Chester hotels deals
Mohegan Sun
1 Mohegan Sun Boulevard, Montville, CT
Free Cancellation
Reserve now, pay when you stay
$194 nightly
The price is $219 total per night
$219 total
Nov 5 - Nov 6
Total with taxes and fees
This luxury resort features a golf course, a casino, and a full-service spa. Families will appreciate the arcade/game room, onsite laundry facilities, and babysitting. Enjoy a meal in one of the 19 restaurants and free perks like valet parking and a casino shuttle.
Pool
Hot Tub
Hyatt Place Uncasville - Casino Area
2049 Norwich, New London Turnpike, Montville, CT
Free Cancellation
Reserve now, pay when you stay
$97 nightly
The price is $112 total per night
$112 total
Nov 10 - Nov 11
Total with taxes and fees
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.
Pool
Breakfast included
Microtel Inn & Suites by Wyndham Uncasville Casino Area
1954 Norwich New London Tpke, Route 32, Montville, CT
Free Cancellation
Reserve now, pay when you stay
$72 nightly
The price is $83 total per night
$83 total
Nov 10 - Nov 11
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the 24-hour business center, express check-out, and conference space. The front desk is staffed around-the-clock and laundry facilities are on offer.
Breakfast included
Parking included
Motel 6 New Haven - Branford, CT
320 E Main St, Branford, CT
Free Cancellation
$74 nightly
The price is $85 total per night
$85 total
Nov 11 - Nov 12
Total with taxes and fees
A restaurant, free self parking, and a 24-hour front desk are among this motel's amenities. WiFi in public areas is free. A snack bar/deli is also provided.
Pet friendly
Parking included
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
Free Cancellation
Reserve now, pay when you stay
$80 nightly
The price is $93 total per night
$93 total
Nov 12 - Nov 13
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A picnic area and barbecue grills are also provided.
Pet friendly
Parking included
Hampton Inn Norwich
154 Salem Turnpike, Norwich, CT
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $126 total per night
$126 total
Nov 10 - Nov 11
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like self-serve breakfast and free self parking.
Pool
Breakfast included
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Popular places to visit
Chester Creek Marina
Explore the waterfront in Chester with a trip to Chester Creek Marina. While you're in the area, stroll along the beautiful beaches.
Norma Terris Theater
You can enjoy a show at Norma Terris Theater on your trip to Chester. While you're in the area, stroll along the beautiful beaches.
Frequently asked questions
Photos of local treasures
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