Name: The Yankee Inn
Price range: $114 total
Rating: 9.2

Berkshire Mountain Lodge

8 Dan Fox Dr Pittsfield MA

$149 nightly

$166 total

Jul 7 - Jul 8

Total with taxes and fees

Book a stay at this golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ...

9/10 Wonderful! (967 reviews)

"I would not recommend staying here at all the place smells so bad. It is not clean. You have to park a quarter mile away from where you’re staying. There’s no parking people are rude not helpful. They also charge you a large deposit. it does not deserve a resort fee at all. There are zero ..."

Reviewed on Jun 7, 2026

Vacation Village in the Berkshires

276 Brodie Mountain Rd Williamstown MA

$136 nightly

$152 total

Jun 14 - Jun 15

Total with taxes and fees

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

8.8/10 Excellent! (2,390 reviews)

"Great place just listed again for four more nights"

Reviewed on Jun 3, 2026

The Yankee Inn

461 Pittsfield Rd Lenox MA

$102 nightly

$114 total

Jun 8 - Jun 9

Total with taxes and fees

Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...

9.2/10 Wonderful! (1,007 reviews)

"Everything was really great. Except the only issue my wife and I had was, we reserved a room for a queen size bed and instead received a full size bed. It wasn’t a big deal. But after the stay we realized the queen would’ve been a better way. However, I never brought this matter to the front desks ..."

Reviewed on Jun 7, 2026

See all 1,095 properties in Ashuwillticook Rail Trail

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

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

8.8/10 Excellent! (2,390 reviews)

"Great place just listed again for four more nights"

Reviewed on Jun 3, 2026

Huttopia Berkshires

312 Kittle Rd Williamstown MA

Stay at this campground 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 Mar 8, 2026

The Ponds at Foxhollow

3 Foxhollow Drive Route 7 Lenox MA

Stay at this aparthotel in Lenox. Enjoy free WiFi, free parking, and a fitness center. 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 Feb 9, 2026

See all properties in Ashuwillticook Rail Trail

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.