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Compare 1,607 hotels close to Chester Town Hall with room rates, reviews, and availability. Most hotels are fully refundable.

Cozy Berkshires Vacation Rental Near Hiking!

10.0 out of 10, Exceptional, (1)
"The stay at the property was enjoyable. The space was large, spacious and very clean. Two people were able to stay quite comfortably."
Cozy Berkshires Vacation Rental Near Hiking!

Pristine Home In Becket Woods

10.0 out of 10, Exceptional, (13)
"Pristine can mean several different things. My interpretation was to be “like new”. This dwelling did not quite live up to that standard, but was clean, sans the “mud room” and what appeared to be mold on the peak of the ceiling above the living room. The original listing stated firewood was provided by the host. Then, the checkin instructions stated guests provided their own. Not huge, just misstated in the listing (since changed). There was a power outage while we were there, thus no...
Pristine Home In Becket Woods

Becket Motel

2.5 star property
6.6 out of 10, (55)
"I liked how there was walking trails and shopping near by. "
Becket Motel

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

9.6 out of 10, Exceptional, (209)
"The Cabin Had All The Amenities You Would Need and With A Quiet and Serene Area. For Me It Was Relaxing Stay!"
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

A-Frame Cabin w/ Furnished Deck in Becket!

8.4 out of 10, Very Good, (6)
"This A-frame cabin was the perfect location for some Berkshire R&R. Close to so many of western MA's greatest attractions, we had a great time visiting Tanglewood and museums, and touring local towns and restaurants. The property was clean, as described, and very comfortable. Communicating with our hosts was very simple. We will be happy to return!"
A-Frame Cabin w/ Furnished Deck in Becket!

Serene 3-BR Berkshires Log Cabin

Serene 3-BR Berkshires Log Cabin

Winter Berkshires Retreat! Dog friendly, Hot Tub, Shopping, Snow Sports.

10.0 out of 10, Exceptional, (3)
"My husband and I live in a super urban area that's lively year round. We were in desperate need of a getaway in the mountains and a quiet place to decompress. This little cottage was perfect for our winter reset. My husband used the space to relax, work, cook and take walks with our dogs around the property on the snowy roads. The cottage was only 30 minutes from the world renowned Kripalu yoga retreat center, which I went to on a day trip, and the cottage was a perfect home base to travel there...
Winter Berkshires Retreat! Dog friendly, Hot Tub, Shopping, Snow Sports.

Peace and quiet on the lake

9.6 out of 10, Exceptional, (202)
"The house was great with plenty to do in the area. It was warm, comfortable, and just what we were looking for a quick weekend away. Would definitely return.Thanks,-Mike"
Peace and quiet on the lake

Berkshires Log Cabin by Evergreen Home

10.0 out of 10, Exceptional, (7)
"We pulled in to a lighted log cabin that was lit by lights around the porch. You feel as if you are alone in the middle of the woods. It seemed all the restaurants were 20 minutes away. No shortage of good restaurants. We went to Tanglewood twice and what a treat. We saw Kool and the Gang and John Baptiste. Great performers playing in the Berkshires."
Berkshires Log Cabin by Evergreen Home

Little Longbow Lakefront Chalet

10.0 out of 10, Exceptional, (9)
"The location was great. Very peaceful. Not far from Lee, Lenox or Great Barrington. The house was very cute and as described. Will absolutely stay again. "
Little Longbow Lakefront Chalet

Private Lake Cottage on 3 acres w/350 sq. ft. deck

Private Lake Cottage on 3 acres w/350 sq. ft. deck

Berkshires Lakefront Retreat

10.0 out of 10, Exceptional, (4)
"Amazing view!!!They thought of everything even things we didn’t think we wanted, right down to little things like motion sensing lights in the bathrooms. I’m a chef and cooked for my friends and I was surprised they had everything I needed. We are looking forward to coming back for another stay."
Berkshires Lakefront Retreat

Berkshires Retreat W/ Sauna by Evergreen Home

10.0 out of 10, Exceptional, (2)
"This octagonal house was quirky and cute with modern amenities that make a stay in the woods more luxurious than expected. The sauna and outdoor shower are awesome! The cabin is close to lots of towns, hikes, and, most importantly, Jacob’s Pillow. Heads up that there are no window coverings, but there are no nearby neighbours so the only window peepers would be the wild turkeys and other animals in the woods. There is a summer day camp down the road and you can hear the kids playing but it...
Berkshires Retreat W/ Sauna by Evergreen Home

Beautiful Timber Frame Home in the Berkshires /Available for Long Term

10.0 out of 10, Exceptional, (19)
"really great"
Beautiful Timber Frame Home in the Berkshires /Available for Long Term

Becket Contemporary Cottage in the Woods Overlooking a Private Spring Fed Pond

9.6 out of 10, Exceptional, (24)
"Beautiful location host was great even after we caused a small oven fire,(no damage)"
Becket Contemporary Cottage in the Woods Overlooking a Private Spring Fed Pond

Tranquil 3-BR Waterfront Retreat

10.0 out of 10, Exceptional, (11)
"Spent a relaxing week for Thanksgiving at the lake house....cozy & clean and within short driving distances to cute towns and terrific hikes. The communication with the property manager was the best I ever experienced. "
Tranquil 3-BR Waterfront Retreat

Quintessential 6-BR Berkshires Lodge

9.8 out of 10, Exceptional, (10)
"Beautiful, well-stocked home with a lovely lake view. "
Quintessential 6-BR Berkshires Lodge

Wildlife Retreat in the Forest

9.6 out of 10, Exceptional, (9)
"Must-stay if you’re looking for a remote getaway to get back to nature! My group of adult friends came in October to enjoy the leaves and fall weather and this spot didn’t disappoint! The house is gorgeous and huge, plenty of space for the 7 of us to spread out. The beds are very comfortable and the kitchen had enough cooking tools for us to make a few tasty meals. The location is great as well - in between a few quaint towns so we could drive around to hiking and sightseeing while admiring the...
Wildlife Retreat in the Forest

Berkshires Home on 11 Acres w/ Pond & 2 Fire Pits!

10.0 out of 10, Exceptional, (34)
"Nestled very quietly in the woods, this elegant home has everything you need for comfort."
Berkshires Home on 11 Acres w/ Pond & 2 Fire Pits!

Woodland Haven w/ Heated Pool by Evergreen Home

Woodland Haven w/ Heated Pool by Evergreen Home
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.
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Frequently asked questions

What's the area like around Chester Town Hall?

Chester Town Hall is located in an area of Chester that travelers like for its lakeside setting. You'll find 26 hotels and other accommodations within a few miles for a convenient home base.

Where is the best place to stay near Chester Town Hall?

Quality Inn is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and a restaurant. You'll find it 13.4 mi (21.5 km) from Chester Town Hall. Other good options in the area include The Black Swan Lee - Lenox, Ascend Hotel Collection and Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel.

How many hotels can I expect to find close to Chester Town Hall?

Expedia has 26 hotels and other accommodations a few miles from Chester Town Hall.

If I need to cancel the hotel reservation for my stay near Chester Town Hall, will I receive a refund?

Yes, most hotel bookings are fully refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your check-in date. If you have a reservation that's non-refundable, it may still be possible to cancel it and receive a refund within a 24-hour period of booking. Plug in your dates, click on "Search", then you can filter by "fully refundable" to review the best deals available near Chester Town Hall.

Where can I learn more about changing or cancelling my trip in the area near Chester Town Hall?

For more details about updating your stay near Chester Town Hall or cancelling it, head over to our customer service page.

What can I see and do near Chester Town Hall?

You might spend a leisurely day outdoors at Becket Land Trust Historic Quarry and Chester Center Historic District. Spend some time exploring the great outdoors at Iroquis Waterfront, Glendale Falls, and Littleville Lake. A visit to Becket Quarry is worth the trip when you're visiting.