Book a hotel near Chester Town Hall, Chester
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Top hotels close to Chester Town Hall
The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
Free Cancellation
14.45 mi from Chester Town Hall
$104 nightly
The price is $116 total per night
$116 total
Jan 5 - Jan 6, 2026
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
$145 nightly
The price is $162 total per night
$162 total
Jan 4 - Jan 5, 2026
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
Jan 11 - Jan 12, 2026
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
$116 nightly
The price is $130 total per night
$130 total
Jan 11 - Jan 12, 2026
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
The Constance by the Lenox Collection
11 Old Stockbridge Road Lenox MA
16.33 mi from Chester Town Hall
A gym, free self parking, and concierge services are featured at this hotel. WiFi in public areas is free. A library, express check-out, and wedding services are also on offer.
Pet friendly
Parking 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
$139 nightly
The price is $155 total per night
$155 total
Jan 6 - Jan 7, 2026
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
Element Lenox Berkshires
130 PITTSFIELD ROAD Lenox MA
Free Cancellation
Reserve now, pay when you stay
16.5 mi from Chester Town Hall
$135 nightly
The price is $151 total per night
$151 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
Berkshires Untold
194 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
16.55 mi from Chester Town Hall
$127 nightly
The price is $142 total per night
$142 total
Jan 20 - Jan 21, 2026
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
The Red Lion Inn
30 Main Street Stockbridge MA
Free Cancellation
Reserve now, pay when you stay
16.82 mi from Chester Town Hall
$177 nightly
The price is $198 total per night
$198 total
Jan 26 - Jan 27, 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
$93 nightly
The price is $103 total per night
$103 total
Jan 4 - Jan 5, 2026
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 26 - Jan 27, 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 | 1,720 hotels |
|---|---|
Lowest Price | $103 |
Highest Price | $198 |
Popular hotels | The Black Swan Lee - Lenox, an Ascend Collection Hotel, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, Quality Inn Westfield - Springfield, The Ponds at Foxhollow, The Red Lion Inn, The Yankee, Trademark Collection by Wyndham, Berkshires Untold, Hampton Inn Westfield, Berkshire Mountain Lodge, Courtyard by Marriott Lenox Berkshires, The Constance by the Lenox Collection, Element Lenox Berkshires |
Recent Chester Town Hall hotel reviews by fellow wanderers
The Red Lion Inn
5 out of 5
Posted 22 hours ago
Travelocity Verified Review
"Wonderful stay in a winter wonderland that evening especially with use of the heated pool and hot tub being maintained! Loved it.
Shops inside were lovely as well, bars & restaurant on-site were fun with quirky decor. Whole hotel is quirky, which is fun!"
A verified traveler stayed at The Red Lion Inn
