Cheshire
Travel Guide
Visit Cheshire
![Vacation Village in the Berkshires](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
The price is €130 per night from 23 Feb to 24 Feb
€130
includes taxes & fees
23 Feb - 24 Feb
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and in-room massages. Our guests praise the helpful staff in ...
8.6/10 Excellent! (1,758 reviews)
"In door pool was very nice. Room was clean and had all the basics."
Reviewed on 15 Feb 2025
![Life House Berkshires](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/967b0257_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Life House Berkshires
194 Pittsfield Rd, Lenox, MA
The price is €114 per night from 1 Mar to 2 Mar
€114
includes taxes & fees
1 Mar - 2 Mar
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
9/10 Wonderful! (499 reviews)
"Excellent"
Reviewed on 16 Feb 2025
![The Williams Inn](https://images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/e381d7f2_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
The Williams Inn
101 Spring Street, Williamstown, MA
The price is €244 per night from 16 Mar to 17 Mar
€244
includes taxes & fees
16 Mar - 17 Mar
Stay at this 4-star business-friendly hotel in Williamstown. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our ...
9.6/10 Exceptional! (411 reviews)
"Beautiful Inn right in the center of Williamstown! The Barn restaurant was quite good! Very nice!"
Reviewed on 10 Feb 2025
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.
![Vacation Village in the Berkshires](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and in-room massages. Our guests praise the helpful staff in ...
8.6/10 Excellent! (1,758 reviews)
"In door pool was very nice. Room was clean and had all the basics."
Reviewed on 15 Feb 2025
![The Ponds at Foxhollow by Capital Vacations](https://images.trvl-media.com/lodging/19000000/18110000/18110000/18109961/645434a5_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
The Ponds at Foxhollow by Capital Vacations
3 Foxhollow Drive Route 7, Lenox, MA
Stay at this 3-star condo in Lenox. Enjoy free WiFi, free parking, and a fitness center. Popular attractions The Mount and Wyndhurst Golf & Club are located ...
8.6/10 Excellent! (119 reviews)
"Very comfortable property in a lovely setting"
Reviewed on 18 Dec 2024
![Jiminy Peak Mountain Resort](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/39b00c69_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Jiminy Peak Mountain Resort
37 Corey Rd, Hancock, MA
Stay at this 3-star ski condo in Hancock. Enjoy free parking, 2 restaurants, and 2 bars/lounges. Our guests praise the property condition in our reviews. Popular ...
8.2/10 Very Good! (925 reviews)
"Staff was exceptionally helpful and friendly."
Reviewed on 14 Jan 2025
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.
Popular places to visit
St Mary's of the Assumption Church
Learn about the local history of Cheshire with a stop at St Mary's of the Assumption Church. Discover the area's mountain views or seek out its ski slopes.