Find Winery Hotels in Western Massachusetts, MA

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Check availability on Western Massachusetts Winery Hotels

Tonight
23 Feb - 24 Feb
Tomorrow
24 Feb - 25 Feb
Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar

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 AED 973
AED 1,175 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 AED 386
AED 423 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 AED 368
AED 411 total
includes taxes & fees
24 Feb - 25 Feb
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 AED 223
AED 245 total
includes taxes & fees
27 Feb - 28 Feb
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 AED 244
AED 273 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 AED 558
AED 624 total
includes taxes & fees
25 Feb - 26 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, (1002)
"Very good stay at the Quality Inn!"
The price is AED 278
AED 310 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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