West Stockbridge, MA

Travel Guide

Olivias Overlook - West Stockbridge, Massachusetts
Olivias Overlook - West Stockbridge, Massachusetts
West Stockbridge Massachusetts village
Shaker Mill Inn

Shaker Mill Inn

2.5 out of 5
2 Oak Street West Stockbridge MA
$130 nightly
The price is $143 total per night from Jun 21 to Jun 22
$143 total
Jun 21 - Jun 22
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! (461 reviews)
"Really clean, comfortable, and quiet. The pastries and fruit they provided were delicious too !"

Reviewed on Jun 9, 2026

Shaker Mill Inn
Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

2 out of 5
42 Stockbridge Rd West Stockbridge MA
$72 nightly
The price is $79 total per night from Jun 22 to Jun 23
$79 total
Jun 22 - Jun 23
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 (1,001 reviews)
"Good stay"

Reviewed on May 27, 2026

Pleasant Valley Motel West Stockbridge
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
$155 nightly
The price is $173 total per night from Jun 21 to Jun 22
$173 total
Jun 21 - Jun 22
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! (991 reviews)
"Very clean room and kitchen. Sofa needs to be replaced. Staff was excellent! Great location!"

Reviewed on Jun 19, 2026

Berkshire Mountain Lodge
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.
Cozy Stockbridge Cabin - Walk to Beach & Lake!

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 ...
9.2/10 Wonderful! (12 reviews)
"Lovely destination! The lake is beautiful- easily accessible The paddle boards and kayaks were great- enjoyed the indoor and outdoor spaces- and the blackberries were ripe"

Reviewed on Jul 23, 2025

Cozy Stockbridge Cabin - Walk to Beach & Lake!
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

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

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
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! (2,400 reviews)
"Had to keep getting new keycards they just wouldn't work on the inner door but were always fine on outer door to the double suites. Luckily I just left my porch door unlocked to go to the hot tub, I gave up after several new cards"

Reviewed on Jun 19, 2026

Vacation Village in the Berkshires
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.

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