Name: Vacation Village in the Berkshires
Price range: $143 total
Rating: 8.8

Pleasant Valley Motel West Stockbridge

42 Stockbridge Rd West Stockbridge MA

$69 nightly

$76 total

Aug 11 - Aug 12

Total with taxes and fees

Stay at this motel in West Stockbridge. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the clean rooms in our reviews. Popular attractions ...

6.8/10 (1,003 reviews)

"Felt like the management was trying to improve / update the property but they have a long way to go. The room needed major updating. The walls need the 1970's wall paper removed and painted and carpet needs to be replaced, The beds were clean and comfortable. The TV was fairly new but it took awhile ..."

Reviewed on Aug 3, 2026

Shaker Mill Inn

2 Oak Street West Stockbridge MA

$181 nightly

$199 total

Aug 5 - Aug 6

Total with taxes and fees

Stay at this B&B in West Stockbridge. Enjoy free parking and daily housekeeping. Popular attractions Tanglewood Music Center and Ebenezer II Gifts and Antiques ...

9.6/10 Exceptional! (465 reviews)

"The Shaker Mill Inn is located in West Stockbridge so it is away from the dense tourist traffic in Stockbridge, but is located with easy access to Tanglewood, Stockbridge, Norman Rockwell Museum, and I90 and the rural Berkshires. The garden was wonderful with many flowers in bloom—very pretty. The ..."

Reviewed on Jul 27, 2026

Vacation Village in the Berkshires

276 Brodie Mountain Rd Williamstown MA

$128 nightly

$143 total

Aug 31 - Sep 1

Total with taxes and fees

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

8.8/10 Excellent! (2,500 reviews)

"Vacation Village of the Berkshires is a beautiful location. However the rooms are outdated and I know doing a massive renovation on a property with 13 buildings including the office building. It’s not something that can be done easily and inexpensively however we did have loose cabinets ripped rugs ..."

Reviewed on Aug 4, 2026

See all 1,514 properties in West Stockbridge

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.

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

Stockbridge MA

Book a stay at this family-friendly vacation home in West Stockbridge. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Tanglewood Music ...

10/10 Exceptional! (145 reviews)

"We had a great time at the property. It was just as described, easy check-in, showers great, beds comfortable. There was plenty of parking for our 3 cars (there were 4 of us on a girls trip long weekend), towels, staples. We all said we would definitely stay again! Thanks!"

Reviewed on Jul 12, 2026

Cozy Stockbridge Cabin - Walk to Beach & Lake!

Stockbridge MA

Stay at this cabin in West Stockbridge. Enjoy laundry facilities, patios, and in-room washers/dryers. Popular attractions Tanglewood Music Center and Stockbridge ...

9.4/10 Exceptional! (16 reviews)

"I Loved my stay at the cozy cottage and hope to stay again in the future.The weekend weather was hot so I spent time down at the beach and on the deck, relaxing and reading. A/C units worked well and the outside shower was a great option for keeping cool. The host was helpful and responsive. Great ..."

Reviewed on Jul 12, 2026

Vacation Village in the Berkshires

276 Brodie Mountain Rd Williamstown MA

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

8.8/10 Excellent! (2,500 reviews)

"Vacation Village of the Berkshires is a beautiful location. However the rooms are outdated and I know doing a massive renovation on a property with 13 buildings including the office building. It’s not something that can be done easily and inexpensively however we did have loose cabinets ripped rugs ..."

Reviewed on Aug 4, 2026

See all properties in West Stockbridge

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.