Deals on vacations and trips to Chester
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Top Chester hotels deals
D. Hotel Suites & Spa
1 Country Club Rd, Holyoke, MA
Free Cancellation
The price is $150 per night
$150
includes taxes & fees
$134 per night
Jun 8 - Jun 9
A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. You'll appreciate the gym, bar/lounge, and laundry facilities.
Pool
Hot Tub
Life House Berkshires
194 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
The price is $133 per night
$133
includes taxes & fees
$119 per night
May 12 - May 13
A restaurant and a bar/lounge are featured at this lodge. Guests will appreciate free perks like free self parking and WiFi in public areas. Express check-in is provided and the front desk is staffed around-the-clock.
Pet friendly
Parking included
La Quinta Inn & Suites by Wyndham Springfield MA
100 Congress Street, Springfield, MA
Free Cancellation
Reserve now, pay when you stay
The price is $129 per night
$129
includes taxes & fees
$114 per night
May 21 - May 22
This hotel features an indoor pool and a gym. Families will appreciate the arcade/game room and onsite laundry facilities. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking.
Pool
Breakfast included
Quality Inn West Springfield
1150 Riverdale St, West Springfield, MA
Free Cancellation
Reserve now, pay when you stay
The price is $96 per night
$96
includes taxes & fees
$84 per night
May 25 - May 26
A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.
Pool
Breakfast included
The Ellery
259 Elm Street, Northampton, MA
Free Cancellation
Reserve now, pay when you stay
The price is $166 per night
$166
includes taxes & fees
$149 per night
May 11 - May 12
This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free continental breakfast each morning. A garden, a lobby fireplace, and a picnic area are also on offer.
Breakfast included
Pet friendly
The Black Swan Lee - Lenox, Ascend Hotel Collection
435 Laurel St, Lee, MA
Free Cancellation
Reserve now, pay when you stay
The price is $123 per night
$123
includes taxes & fees
$111 per night
May 18 - May 19
A restaurant and a 24-hour gym are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A 24-hour business center, a picnic area, and laundry facilities are also on offer.
Breakfast included
Pet friendly
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 Town Hall
You can get tickets for a performance at Chester Town Hall during your trip to Chester. Wander the lakeside and forest in this relaxing area.
Photos of local treasures
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