Find Winery Hotels in Western Massachusetts, MA

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Check availability on Western Massachusetts Winery Hotels

Compare Western Massachusetts Winery Hotels room rates, reviews, and availability. Most hotels are fully refundable.

The Old Inn On The Green
Room

The Old Inn On The Green

4.0 star property
9.2 out of 10, Wonderful, (82)
"2nd stay here, even nicer than the first (and the first was amazing!). Can’t wait to return to this enchanting inn! "
The price is SAR 994
SAR 1,199 total
includes taxes & fees
24 Feb - 25 Feb
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 inn. It was nice and quiet, exactly what I needed. "
The price is SAR 394
SAR 432 total
includes taxes & fees
26 Feb - 27 Feb
Shaker Mill Inn
Best Western Plus Berkshire Hills Inn & Suites
Exterior

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1001)
"Property isn’t pet friendly, it’s dog friendly. We use Expedia for all our bookings but told by hotel the policy is more restrictive than Expedia indicates. Best Western shouldn’t accept reservations from Expedia that don’t conform to your actual policy. The manager was kind enough to work it out for us but it would be better for all to put the burden on the business offering service, not the consumer trying to make the best choice for their needs. "
The price is SAR 379
SAR 424 total
includes taxes & fees
2 Mar - 3 Mar
Best Western Plus Berkshire Hills Inn & Suites
Pleasant Valley Motel West Stockbridge
Exterior

Pleasant Valley Motel West Stockbridge

2.0 star property
6.8 out of 10, (963)
"The room and bathroom were very clean. "
The price is SAR 228
SAR 250 total
includes taxes & fees
28 Feb - 1 Mar
Pleasant Valley Motel West Stockbridge
Chesapeake Inn of Lenox
Exterior

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

Monument Mountain Motel

2.5 star property
8.8 out of 10, Excellent, (700)
"Small but clean. Good mattress. Very reasonable price"
The price is SAR 249
SAR 279 total
includes taxes & fees
26 Feb - 27 Feb
Monument Mountain Motel
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Pool

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.2 out of 10, Wonderful, (686)
"Staff was friendly and accommodating. No issues - hotel and room were clean and well maintained. Would recommend to others."
The price is SAR 570
SAR 637 total
includes taxes & fees
26 Feb - 27 Feb
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Quality Inn
Exterior

Quality Inn

2.5 star property
8.2 out of 10, Very Good, (1003)
"Hotel is a simple motel that you park in front of the room. Exactly what I expected. Clean and well maintained. "
The price is SAR 284
SAR 317 total
includes taxes & fees
9 Mar - 10 Mar
Quality Inn
Lantern House Motel
Room

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

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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