Find Winery Hotels in The Berkshires, MA

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Pick from 29 The Berkshires Winery Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, (385)
"Quaint "
The price is AED 830
AED 910 total
includes taxes & fees
10 Jun - 11 Jun
Shaker Mill Inn
The Barrington
4.0 star property
9.6 out of 10, Exceptional, (99)
"As always, our stay at The Barrington was wonderful. The rooms are large, lovely and the bed comfortable. The service is great and everyone is so friendly and accommodating! The breakfast is delicious. We truly enjoy our stay, every time!"
The price is AED 1,194
AED 1,333 total
includes taxes & fees
6 Jun - 7 Jun
The Barrington
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
9.4 out of 10, Exceptional, (651)
"We were on a room right off the elevator and initially I was worried about morning noise. Happily I found that the room was very soundproof and I wasn’t disturbed at all by outside noises."
The price is AED 691
AED 771 total
includes taxes & fees
9 Jun - 10 Jun
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Garden Gables Inn
4.0 star property
9.2 out of 10, Wonderful, (57)
"Rosie the Innkeeper was very friendly and welcoming. The breakfast was outstanding and so was our waitress. Can’t wait to go back again. "
Garden Gables Inn
Hampton Inn & Suites Berkshires-Lenox
2.5 star property
9.2 out of 10, Wonderful, (1001)
"No water for drinking on each floor, only in lobby. Some updates could be done. Lovely people."
The price is AED 691
AED 772 total
includes taxes & fees
24 Jun - 25 Jun
Hampton Inn & Suites Berkshires-Lenox
The Old Inn On The Green
4.0 star property
9.0 out of 10, Wonderful, (70)
"It was great experience. "
The price is AED 1,065
AED 1,238 total
includes taxes & fees
30 Jun - 1 Jul
The Old Inn On The Green
Monument Mountain Motel
2.5 star property
9.0 out of 10, Wonderful, (601)
"Motel was very clean, very nice staff, didn’t have any tissues left in the box, only about 3 pieces then empty. Sadly the room we were in the bed was not comfortable… sunk in the middle, could not get comfortable, did not get much sleep. "
The price is AED 314
AED 351 total
includes taxes & fees
9 Jun - 10 Jun
Monument Mountain Motel
The Yankee, Trademark Collection by Wyndham
2.5 star property
9.0 out of 10, Wonderful, (1004)
"This is our go-to spot for short trips to the Berkshires. It's on a busy road, but set back from the street, and it's convenient to everything we need. Good breakfast (better than the one I had a much more expensive hotel in NYC last week) and it's clean and comfortable. "
The price is AED 465
AED 520 total
includes taxes & fees
17 Jun - 18 Jun
The Yankee, Trademark Collection by Wyndham
Hampton Terrace Inn
4.0 star property
9.0 out of 10, Wonderful, (42)
"Beautiful historic house in a great location. Responsive owner. Great visit!"
Hampton Terrace Inn
Kemble Inn
3.5 star property
8.8 out of 10, Excellent, (31)
"wonderfully restored old mansion. Rooms were charming... nicely designed. In fact the entire facility has been thoughtfully brought into today's design standards. Very accomodating staff... although many appeared to be a training mode. Need to improve the professionalism a bit. They have a new general manager (had only been there about 2 weeks when we visited)... seems he has a number of things on his agenda that will improve the property even more. Food was good... but not wonderful. ...
Kemble Inn
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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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