Name: Berkshires Untold
Price range: 2.822.818 ₫
Rating: 9

Berkshire Mountain Lodge

8 Dan Fox Dr Pittsfield MA

3.200.582 ₫

4.162.882 ₫ total

2 Jun - 3 Jun

includes taxes & fees

Stay at this golf lodge in Pittsfield. Enjoy free Wi-Fi, free parking and a business centre. Our guests praise the helpful staff and the clean rooms in their ...

9/10 Wonderful! (960 reviews)

"Hot tub doesn’t go above 95 which is colder than you think, didn’t have any luggage carts available after asking 3 different people, but it’s a charming place to end on a positive note"

Reviewed on 28 May 2026

Vacation Village in the Berkshires

276 Brodie Mountain Rd Williamstown MA

3.326.279 ₫

4.004.108 ₫ total

14 Jun - 15 Jun

includes taxes & fees

Stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness centre and a 24-hour front desk. Our guests praise the helpful staff in their ...

8.8/10 Excellent! (2,387 reviews)

"It was nice"

Reviewed on 1 Jun 2026

Berkshires Untold

194 Pittsfield Rd Lenox MA

2.822.818 ₫

3.153.087 ₫ total

4 Jun - 5 Jun

includes taxes & fees

Stay at this lodge in Lenox. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in their reviews. ...

9/10 Wonderful! (967 reviews)

"From the time we showed up and told that they had no reservation for us, when we paid in full for a king suite, until we left, this experience was frustrating and full of problems. All king suites were sold out, including the one we paid for! We were told we would receive a 50% credit back to our ..."

Reviewed on 1 Jun 2026

See all 1,025 properties in Cheshire

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

276 Brodie Mountain Rd Williamstown MA

Stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness centre and a 24-hour front desk. Our guests praise the helpful staff in their ...

8.8/10 Excellent! (2,387 reviews)

"It was nice"

Reviewed on 1 Jun 2026

Huttopia Berkshires

312 Kittle Rd Williamstown MA

Stay at this campsite in Williamstown. Enjoy free parking, breakfast (surcharge) and a picnic area. Popular attractions Jiminy Peak Mountain Resort and Mountain ...

9.4/10 Exceptional! (10 reviews)

"Excelente servicio"

Reviewed on 8 Mar 2026

The Ponds at Foxhollow

3 Foxhollow Drive Route 7 Lenox MA

Stay at this aparthotel in Lenox. Enjoy free Wi-Fi, free parking and a fitness centre. Popular attractions Tanglewood Music Center and The Mount are located ...

8.6/10 Excellent! (141 reviews)

"I had not visited the Ponds for 30 years. It has not gracefully aged. Condo unit has not been updated since it was built in the early 70s and it shows. Drafty and slightly damaged doors, slow drains in the bathrooms, furniture and rugs that show damage and age, and a clubhouse in need of updating. ..."

Reviewed on 9 Feb 2026

See all properties in Cheshire

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

St Mary's of the Assumption Church is just one of the places to see in Cheshire, so why not enjoy the other things to explore during your travels? Discover the area's mountain views or seek out its ski slopes.