Book a hotel near Chester Town Hall, Chester
Seize Your Someday with our amazing deals for the whole family!
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
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
$100 nightly
The price is $112 total per night
$112 total
Jan 4 - Jan 5, 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
Reserve now, pay when you stay
14.86 mi from Chester Town Hall
$138 nightly
The price is $154 total per night
$154 total
Dec 17 - Dec 18
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
$93 nightly
The price is $104 total per night
$104 total
Jan 8 - Jan 9, 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
$103 nightly
The price is $115 total per night
$115 total
Jan 13 - Jan 14, 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.
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 16 - Dec 17
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.
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 16 - Dec 17
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
$108 nightly
The price is $121 total per night
$121 total
Jan 4 - Jan 5, 2026
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.
The Red Lion Inn
30 Main Street Stockbridge MA
Free Cancellation
Reserve now, pay when you stay
16.82 mi from Chester Town Hall
$180 nightly
The price is $202 total per night
$202 total
Jan 6 - Jan 7, 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
$75 nightly
The price is $84 total per night
$84 total
Dec 24 - Dec 25
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
17 mi from Chester Town Hall
$108 nightly
The price is $120 total per night
$120 total
Jan 12 - Jan 13, 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 | 1,728 hotels |
|---|---|
Lowest Price | $84 |
Highest Price | $202 |
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, Hampton Inn Westfield, The Ponds at Foxhollow, The Yankee, Trademark Collection by Wyndham, Berkshires Untold, The Red Lion Inn, Berkshire Mountain Lodge, Courtyard by Marriott Lenox Berkshires, Hampton Inn & Suites Berkshires-Lenox, The Constance by the Lenox Collection |
Recent Chester Town Hall hotel reviews by fellow wanderers
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
5 out of 5
Posted 3 days ago
Travelocity Verified Review
"The rooms were clean and very spacious. The staff went on and above to make our stay a great memory. "
A verified traveler stayed at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
