The Berkshires Winery Accommodation
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Featured The Berkshires Winery Hotels
The Old Inn On The Green
134 Hartsville-New Marlborough Rd Great Barrington MA
The price is AU$557 per night from 24 Dec to 25 Dec
AU$557
24 Dec - 25 Dec
includes taxes & fees
Located in Great Barrington, The Old Inn On The Green is a 5-minute drive from Dry Hill and 7 minutes from Questing.
Shaker Mill Inn
2 Oak Street West Stockbridge MA
The price is AU$189 per night from 5 Jan to 6 Jan
AU$189
5 Jan - 6 Jan 2026
includes taxes & fees
With a stay at Shaker Mill Inn in West Stockbridge, you'll be within a 15-minute drive of Tanglewood Music Center and Ebenezer II Gifts and Antiques.
Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St Pittsfield MA
Fully refundable
The price is AU$128 per night from 18 Jan to 19 Jan
AU$128
18 Jan - 19 Jan 2026
includes taxes & fees
Located in Pittsfield, Best Western Plus Berkshire Hills Inn & Suites is a 2-minute drive from Hancock Shaker Village and 5 minutes from Bousquet Ski Area.
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Pleasant Valley Motel West Stockbridge
42 Stockbridge Rd West Stockbridge MA
Fully refundableReserve now, pay when you stay
The price is AU$86 per night from 9 Jan to 10 Jan
AU$86
9 Jan - 10 Jan 2026
includes taxes & fees
With a stay at Pleasant Valley Motel West Stockbridge in West Stockbridge, you'll be near the beach, within a 15-minute drive of Tanglewood Music Center and ...
Chesapeake Inn of Lenox
210 West Street Lenox MA
With a stay at Chesapeake Inn of Lenox in Lenox, you'll be next to a golf course, just a 5-minute walk from Tanglewood Music Center and a 2-minute drive from ...
Monument Mountain Motel
247 Stockbridge Rd Great Barrington MA
Fully refundableReserve now, pay when you stay
With a stay at Monument Mountain Motel in Great Barrington, you'll be a 4-minute walk from Housatonic River and within a 5-minute drive of Housatonic River ...
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
249 Stockbridge Rd Great Barrington MA
Fully refundableReserve now, pay when you stay
The price is AU$227 per night from 20 Jan to 21 Jan
AU$227
20 Jan - 21 Jan 2026
includes taxes & fees
A stay at Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires places you in the heart of Great Barrington, within a 5-minute drive of Housatonic ...
Quality Inn
372 Main Street Great Barrington MA
Fully refundableReserve now, pay when you stay
The price is AU$127 per night from 19 Jan to 20 Jan
AU$127
19 Jan - 20 Jan 2026
includes taxes & fees
With a stay at Quality Inn Great Barrington in Great Barrington, you'll be near ski lifts, just a 4-minute walk from Mahaiwe Performing Arts Center and 8 minutes ...
Lantern House Motel
256 Stockbridge Road Great Barrington MA
With a stay at Lantern House Motel in Great Barrington, you'll be in the mountains, a 4-minute walk from Housatonic River and a 2-minute drive from Housatonic ...
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.
Wineries with Accommodation
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The Berkshires hotels essential information
Accommodation | 1,084 hotels |
|---|---|
Lowest Price | AU$86 |
Highest Price | AU$557 |
Popular hotels | The Old Inn On The Green, Shaker Mill Inn, Best Western Plus Berkshire Hills Inn & Suites, Pleasant Valley Motel West Stockbridge, Chesapeake Inn of Lenox, Monument Mountain Motel, Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires, Quality Inn, Lantern House Motel |
Most recent The Berkshires hotel reviews
lastminute.com.au Verified Review
5 / 5
My stay was great with no problems.
A verified traveller stayed at Vacation Village in the Berkshires
Posted 3 days ago
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