
Deals on vacations and trips to Chester
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Chester flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Hyatt Place Uncasville - Casino Area
Price was $545, price is now $471 per person
$471
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
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.

Beechmont - Perfect for Family Retreat!
Save 100% on your flight
Price was $1,786, price is now $1,109 per person
$1,109
per person
Nov 29 - Dec 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.

Madison Beach Hotel
Madison Center
Price was $1,029, price is now $831 per person
$831
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
This hotel features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Enjoy the gym and perks like free WiFi.

Hilton Garden Inn Hartford North/Bradley Int'l Airport
Price was $1,130, price is now $920 per person
$920
per person
Dec 20 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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.

Holiday Inn Express Southington by IHG
Price was $740, price is now $626 per person
$626
per person
Nov 25 - Nov 29
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Top Chester hotels deals

Mohegan Sun
1 Mohegan Sun Boulevard, Montville, CT
Free Cancellation
Reserve now, pay when you stay
$211 nightly
The price is $239 total per night
$239 total
Oct 6 - Oct 7
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

Red Roof Inn Meriden
10 Bee St, Meriden, CT
Free Cancellation
Reserve now, pay when you stay
$99 nightly
The price is $114 total per night
$114 total
Oct 5 - Oct 6
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-out. There's a gym and multilingual staff can provide around-the-clock assistance.
Pet friendly
Parking included

Holiday Inn Norwich by IHG
10 Laura Blvd, Norwich, CT
Free Cancellation
$93 nightly
The price is $107 total per night
$107 total
Oct 5 - Oct 6
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Unwind with a drink at the bar/lounge and enjoy perks like free self parking and a free casino shuttle.
Pool
Parking included

Hyatt Place Uncasville - Casino Area
2049 Norwich, New London Turnpike, Montville, CT
Free Cancellation
Reserve now, pay when you stay
$103 nightly
The price is $118 total per night
$118 total
Oct 27 - Oct 28
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

Clarion Inn
201 Washington Avenue, North Haven, CT
Free Cancellation
Reserve now, pay when you stay
$97 nightly
The price is $111 total per night
$111 total
Nov 2 - Nov 3
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, free WiFi in public areas, and airport shuttle. Guests will appreciate freebies 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
$76 nightly
The price is $87 total per night
$87 total
Oct 5 - Oct 6
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
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
Browse Chester vacation photos for more inspiration