Book a hotel near Chester Town Hall, Chester
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Top hotels close to Chester Town Hall

Chambery Inn
199 Main St Lee MA
13.89 mi from Chester Town Hall
$190 nightly
The price is $212 total per night
$212 total
Dec 8 - Dec 9
Total with taxes and fees
A hot tub, free self parking, and free newspapers are featured at this bed & breakfast. WiFi in public areas is free. A terrace, a garden, and a snack bar/deli are also on offer.
Hot Tub
Spa

The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
Free Cancellation
14.45 mi from Chester Town Hall
$101 nightly
The price is $113 total per night
$113 total
Dec 16 - Dec 17
Total with taxes and fees
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

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
Free Cancellation
14.86 mi from Chester Town Hall
$152 nightly
The price is $169 total per night
$169 total
Dec 8 - Dec 9
Total with taxes and fees
This hotel features 2 outdoor pools, 2 indoor pools, and a poolside bar. There's fun for all ages with mini golf and a playground, and families will appreciate the picnic area. Enjoy the seasonal outdoor pool and conveniences like a coffee shop and barbecue grills.
Pool
Air conditioning

The Ponds at Foxhollow
3 Foxhollow Drive Route 7 Lenox MA
15.68 mi from Chester Town Hall
This condo resort features an outdoor pool and an indoor pool. Enjoy the gym and perks like free self parking and free WiFi. Enjoy the outdoor tennis court and conveniences like a 24-hour front desk and laundry facilities.
Pool
Hot Tub

Quality Inn Westfield - Springfield
2 Southampton Rd Westfield MA
Free Cancellation
Reserve now, pay when you stay
15.9 mi from Chester Town Hall
$94 nightly
The price is $104 total per night
$104 total
Dec 21 - Dec 22
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. Express check-out, a computer station, and luggage storage are also on offer.
Breakfast included
Pet friendly

Hampton Inn Westfield
39 Southampton Rd Westfield MA
Free Cancellation
Reserve now, pay when you stay
16.04 mi from Chester Town Hall
$103 nightly
The price is $115 total per night
$115 total
Dec 29 - Dec 30
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. Guests will appreciate freebies like full breakfast and free self parking.
Pool
Breakfast included

Courtyard by Marriott Lenox Berkshires
70 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
16.42 mi from Chester Town Hall
$135 nightly
The price is $151 total per night
$151 total
Dec 14 - Dec 15
Total with taxes and fees
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Pool
Parking included

Berkshires Untold
194 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
16.55 mi from Chester Town Hall
$114 nightly
The price is $127 total per night
$127 total
Dec 8 - Dec 9
Total with taxes and fees
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. A terrace, a lobby fireplace, and express check-in are also on offer.
Pet friendly
Parking included

Hampton Inn & Suites Berkshires-Lenox
445 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
16.74 mi from Chester Town Hall
$103 nightly
The price is $115 total per night
$115 total
Dec 14 - Dec 15
Total with taxes and fees
This hotel features an indoor pool and a gym. 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.
Pool
Breakfast included

The Red Lion Inn
30 Main Street Stockbridge MA
Free Cancellation
Reserve now, pay when you stay
16.82 mi from Chester Town Hall
$184 nightly
The price is $206 total per night
$206 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
This smoke-free hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.
Pool
Spa

The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
16.85 mi from Chester Town Hall
$89 nightly
The price is $100 total per night
$100 total
Dec 14 - Dec 15
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.
Pool
Hot Tub

Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
17 mi from Chester Town Hall
$108 nightly
The price is $120 total per night
$120 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
This lodge features an indoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, laundry facilities, and barbecue grills are also on offer.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in Chester Town Hall
View all propertiesLowest 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.
Chester Town Hall hotels essential information
Accommodation | 1,725 hotels |
|---|---|
Lowest Price | $100 |
Highest Price | $212 |
Popular hotels | The Black Swan Lee - Lenox, an Ascend Collection Hotel, Chambery Inn, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, Quality Inn Westfield - Springfield, Hampton Inn Westfield, Berkshires Untold, The Ponds at Foxhollow, Berkshire Mountain Lodge, The Yankee, Trademark Collection by Wyndham, The Red Lion Inn, Courtyard by Marriott Lenox Berkshires, Hampton Inn & Suites Berkshires-Lenox |
Recent Chester Town Hall hotel reviews by fellow wanderers

Berkshire Mountain Lodge
5 out of 5
Posted 3 days ago
Travelocity Verified Review
"I am a cross country traveling nurse. The Berkshire Mountain Lodge was perfect for my needs. A fully functioning well appointed kitchen. Spacious living quarters with excellent views. The best water pressure on a shower that I have ever known. Fantastic after a long day of work or out hiking the many nature trails here. And the bed was so perfectly firm and cozy that I drifted effortlessly to sleep. The grounds, the amenities and the coordinated activities to bring you together in community made me feel included. Definitely a place I will continue to return to for many years."
A verified traveler from tampa stayed at Berkshire Mountain Lodge





