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 22 to Jun 23
$143 total
Jun 22 - Jun 23
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
$70 nightly
The price is $77 total per night from Jun 22 to Jun 23
$77 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
The Yankee Inn

The Yankee Inn

2.5 out of 5
461 Pittsfield Rd Lenox MA
$124 nightly
The price is $139 total per night from Jun 22 to Jun 23
$139 total
Jun 22 - Jun 23
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)
"Will definitely stay at this property again!"

Reviewed on Jun 20, 2026

The Yankee Inn
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! (2,402 reviews)
"Great stay"

Reviewed on Jun 20, 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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