Find Winery Hotels in The Berkshires, MA

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Check availability on The Berkshires Winery Hotels

Compare The Berkshires Winery Hotels room rates, reviews, and availability. Most hotels are fully refundable.

The Old Inn On The Green
Room 191, 1 Queen Bed, 1 Single Bed, 1 Sofa Bed | Premium bedding, individually decorated, individually furnished

The Old Inn On The Green

4.0 star property
9.2 out of 10, Wonderful, (83)
"Beautiful place to stay "
The price is SAR 994
SAR 1,200 total
includes taxes & fees
13 Mar - 14 Mar
The Old Inn On The Green
Shaker Mill Inn
Garden

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (408)
"Beautiful room, very clean. breakfast was not what i was expecting, walk way from parking lot covered with ice and snow, very dangerous to walk, needs to be cleaned or at least put some salt on the ground. other then that everything was excellent. will stay again"
The price is SAR 544
SAR 597 total
includes taxes & fees
17 Mar - 18 Mar
Shaker Mill Inn
Best Western Plus Berkshire Hills Inn & Suites
Lobby sitting area

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1000)
"The cleanliness around the public areas"
The price is SAR 379
SAR 424 total
includes taxes & fees
17 Mar - 18 Mar
Best Western Plus Berkshire Hills Inn & Suites
Pleasant Valley Motel West Stockbridge
Garden view

Pleasant Valley Motel West Stockbridge

2.0 star property
6.8 out of 10, (964)
"The room and bathroom were very clean. "
The price is SAR 228
SAR 250 total
includes taxes & fees
16 Mar - 17 Mar
Pleasant Valley Motel West Stockbridge
Chesapeake Inn of Lenox
Property grounds

Chesapeake Inn of Lenox

3.0 star property
7.4 out of 10, Good, (8)
"Very convenient location to arts / outdoors events in Lenox area. Available for one night stay, last minute booking. Host very responsive"
Chesapeake Inn of Lenox
Monument Mountain Motel
Room, 1 Queen Bed, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

2.5 star property
9.0 out of 10, Wonderful, (704)
"I've stayed here many times for both brief stays and full weeks. Never disappointed. Affordable, clean family-run operation. The only place I stay in the Berkshires. "
The price is SAR 249
SAR 279 total
includes taxes & fees
12 Mar - 13 Mar
Monument Mountain Motel
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Lobby

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (691)
"The Marriot was very restful. We liked the pool and breakfast."
The price is SAR 540
SAR 603 total
includes taxes & fees
31 Mar - 1 Apr
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Quality Inn
Standard Room, 2 Queen Beds, Non Smoking | 1 bedroom, premium bedding, pillowtop beds, desk

Quality Inn

2.5 star property
8.2 out of 10, Very Good, (1000)
"Great"
The price is SAR 252
SAR 281 total
includes taxes & fees
25 Mar - 26 Mar
Quality Inn
Lantern House Motel
Exterior

Lantern House Motel

2.5 star property
8.2 out of 10, Very Good, (455)
"The fact that they require a vaccine card should be mentioned in their Hotels.com profile. Luckily for me I had it in my car. I don't mind if some hotel owners want to require it, but it should be pretty clearly stated. The owner told me that I didn't need to use the air conditioner, that I should open the windows. How about I decide that? The room was musty-smelling, and everything was very dated and just didn't feel very clean. There are better options in Great Barrington. This is a place to...
Lantern House Motel
Garden Gables Inn
Front of property - evening/night

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
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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