The Best Cheshire, MA Chalets from $1,308

A lake surrounded by autumn-colored trees and hills.

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Our top choices for Cheshire chalets

1. Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting

Charlemont

Georgia P.

$1,171 nightly

Sep 14 - Sep 15

Total with taxes and fees

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Top Cheshire Hotel Reviews

Hotel On North

10/10 Excellent

"Beautiful boutique hotel. Our room was very large with a sitting area + TV. Bed room area equally as large, also with a TV. The bathroom was gorgeous with thoughtful touches. On the marble counter was a makeup mirror with a stool so one could sit. Parking lot was in rear of hotel, secure and easy access to the lobby. Staff couldn't have been more accessible and pleasant. Highly recommend this hotel"

Berkshire Mountain Lodge

10/10 Excellent

"We were there for a one night stay after a show at Tanglewood. Being able to check in online in advance was excellent and saved us a lot of time. There were three of us traveling (a couple and a family member) so we requested a suite. It was huge, well appointed and so clean. The cost was incredibly reasonable for the amount of space we had! The king bed in its own bedroom was super comfortable, and the pull out couch did the job. We didn’t use any of the extra amenities, but saw a few families with children. Lots of space to roam and wander, both inside and on the property. It was an easy 15 minute drive to Tanglewood, so the location worked great for us. The only negative comment would be there was no do not disturb tag for the door, so housekeeping arrived an hour before checkout and we had to send them away. We will stay again if we are in the area, highly recommended!"

Find out more about Cheshire

Cheshire Chalets information

Number of reviews	2
Accommodation	5 Chalets
Lowest Price	$1,308
Highest Price	$1,308

Room 1

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Check prices for these dates

Our top choices for Cheshire chalets

1. Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting

Find vacation rentals that suit your style

Top Cheshire Hotel Reviews

Hotel On North

Vacation Village in the Berkshires

Willows Motel Williamstown

Quality Inn Lee - Lenox South

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Berkshire Mountain Lodge

The Red Lion Inn

FairBridge Inn Express

Find out more about Cheshire

Cheshire Chalets information

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