Name: The Yankee Inn
Price range: $139 total
Rating: 9.2

Shaker Mill Inn

2 Oak Street West Stockbridge MA

$157 nightly

$172 total

Jul 1 - Jul 2

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 Norman Rockwell Museum are located ...

9.6/10 Exceptional! (462 reviews)

"The room we had was spacious, and there are nice outdoor sitting areas. Breakfast is placed in your refrigerator and in a basket the day before. If you are hoping for a charming Berkshire bed and breakfast with a cooked breakfast and interaction with your host, you will be disappointed. If you are ..."

Reviewed on Jun 22, 2026

Pleasant Valley Motel West Stockbridge

42 Stockbridge Rd West Stockbridge MA

$74 nightly

$81 total

Jul 7 - Jul 8

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 (1,000 reviews)

"WQW!!!! where do I start!!!!! SHOULD HAVE READ THE REVIEWS, but I thought "everything is nice in the Stockbridge area" WRONG!!!!!! Bad reviews from 10 years ago, so nothing has changed, place is almost falling down. Check-in was through a window, as if you were ordering takeout. An older woman, no ..."

Reviewed on Jun 23, 2026

The Yankee Inn

461 Pittsfield Rd Lenox MA

$124 nightly

$139 total

Jul 9 - Jul 10

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! (1,003 reviews)

"It’s easy to miss driving by. Building, parking area and pool are separated from the highway by a tree landscaped berm. The sign is small, tan-ish orange and partially hidden by trees on the berm. Made finding the entrance difficult. Once there, our stay was very enjoyable."

Reviewed on Jun 27, 2026

See all 1,525 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! (144 reviews)

"We spent five nights and wished it was longer! The house is beautifully decorated, huge, and has everything you need. Beds were very comfortable. Super convenient to Tanglewood and Lenox."

Reviewed on May 25, 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 National Shrine of the Divine Mercy ...

9.4/10 Exceptional! (14 reviews)

"We had such a lovely time at this cottage. Everything was clean and well labeled. It can get a little chilly in the shoulder seasons especiar night so we took advantage of the space heaters offered, There was plenty to do- water sports and games and the beach practically across the street had nice ..."

Reviewed on Jun 13, 2026

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! (2,410 reviews)

"The room was great. Had everything I needed and was very comfortable."

Reviewed on Jun 24, 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.