Western Massachusetts Winery Accommodation

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Featured Western Massachusetts Winery Hotels

The Old Inn On The Green

134 Hartsville-New Marlborough Rd, New Marlborough, Great Barrington, MA

Located in Great Barrington, The Old Inn On The Green is a 5-minute drive from Dry Hill and 7 minutes from Questing.

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Shaker Mill Inn

2 Oak Street, West Stockbridge, MA

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.

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Best Western Plus Berkshire Hills Inn & Suites

1350 W Housatonic St, Pittsfield, MA

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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

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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 ...

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Chesapeake Inn of Lenox

210 West Street, P.O. Box 1920, 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 ...

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Monument Mountain Motel

247 Stockbridge Rd, Great Barrington, MA

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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 ...

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Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

249 Stockbridge Rd, Great Barrington, MA

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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 ...

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Quality Inn

372 Main Street, Rte 7 and Main Street, Great Barrington, MA

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With a stay at Quality Inn in Great Barrington, you'll be near ski lifts, just a 4-minute walk from Mahaiwe Performing Arts Center and 7 minutes by foot from ...

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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 ...

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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.

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Western Massachusetts hotels essential information

Accommodation	1,475 hotels
Lowest Price
Highest Price
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 Western Massachusetts hotel reviews

Good Tuesday night stay

5 / 5

Check in was awesome, the front desk attendant was very accommodating and easy. Lobby was beautiful, room was very nice. Bathroom door didn't open all the way due to the track on the floor being off. Their was someone next door playing very loud music on and off for the whole night. You can definitely hear sounds from the room next door very easily. I did have a drink at the bar and the service was amazing. I had a chicken quesadilla from the restaurant and it was the best I have every had. I will be back, thank you for the nights stay.

A verified traveller stayed at Marriott Springfield Downtown

Posted 1 day ago