West Stockbridge Holiday Packages

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West Stockbridge Accommodation

Have a peek at the impressive deals available now on Wotif. With 13 accommodations in West Stockbridge to choose from, you're sure to come across the perfect place for all the crew.

Looking for a place with first-class service, fantastic amenities and plush rooms? No worries. Stay at the 1862 Seasons on Main Bed and Breakfast (47 Main Street) or the Stockbridge Country Inn (26 Glendale Road) and that's exactly what you'll get. Designer décor not really your thing? No worries — we've got some terrific options that won't break the bank. Check out the deals at The Briarcliff Motel (506 Stockbridge Road) and the Travelodge by Wyndham Great Barrington Berkshires (400 Stockbridge Rd).

Holidays to West Stockbridge

Unroll your world map and fish around the back of your couch for a pen. It's time to check West Stockbridge off your to-do list. But before you do anything, let's learn the basics.

Want to visualise where you'll be spending your nights? West Stockbridge sits 180 kilometres north of the well-known city of New York.

If you get a buzz out of knowing bits of trivia about the place you're travelling to, you might be interested in learning that the population of this part of The Berkshires stands at around 1 000.

Top West Stockbridge hotels

Shaker Mill Inn

Shaker Mill Inn

2.5 out of 5
2 Oak Street, West Stockbridge, MA
The price is AU$176 per night from 18 Nov to 19 Nov
AU$176
18 Nov - 19 Nov
includes taxes & fees
Shaker Mill Inn: Bed & breakfast with free breakfast and free WiFi.
Overall a unique cozy experience.

Reviewed on 8 Nov 2025

Opens in a new windowShaker Mill Inn
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
The price is AU$185 per night from 15 Nov to 16 Nov
AU$185
15 Nov - 16 Nov
includes taxes & fees
Vacation Village in the Berkshires: Family-friendly condo with free WiFi and free parking. Located near skiing.
We loved almost everything, but they need to replace sofa, armchair and the bed in this unit. Too old. The sofa and armchair have bad smell of very old furniture.

Reviewed on 7 Nov 2025

Opens in a new windowVacation Village in the Berkshires
Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

2 out of 5
42 Stockbridge Rd, West Stockbridge, MA
The price is AU$102 per night from 18 Nov to 19 Nov
AU$102
18 Nov - 19 Nov
includes taxes & fees
Pleasant Valley Motel West Stockbridge: Motel with free WiFi and free parking. Located in the suburbs.
Easy to park and check in. Walk up window for motel guest check in. The woman was friendly and got us an extra pillow and came to our room to make sure we had heat. The room was out dated, bathroom clean. I felt like I was sleeping in my grandmother's basement. Has a comfortable bed. A little more ...

Reviewed on 13 Oct 2025

Opens in a new windowPleasant Valley Motel West Stockbridge
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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.