Find Winery Hotels in Western Massachusetts, MA

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Check availability on Western Massachusetts Winery Hotels

Tonight
8 May - 9 May
Tomorrow
9 May - 10 May
This weekend
9 May - 11 May
Next weekend
16 May - 18 May

Compare Western Massachusetts 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 AED 1,065
AED 1,285 total
includes taxes & fees
11 May - 12 May
The Old Inn On The Green
Shaker Mill Inn
Garden

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (410)
"Nice"
The price is AED 760
AED 834 total
includes taxes & fees
8 Jun - 9 Jun
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, (1001)
"Friendly check in and nice hotel "
The price is AED 372
AED 415 total
includes taxes & fees
19 May - 20 May
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, (965)
"Easy access to the Massachusetts Turnpike and less than 10 miles away from the tourist options I selected."
The price is AED 239
AED 262 total
includes taxes & fees
13 May - 14 May
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, (712)
"Nice place and surrounding area "
The price is AED 279
AED 312 total
includes taxes & fees
11 May - 12 May
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, (698)
"Great stay, very convenient "
The price is AED 555
AED 620 total
includes taxes & fees
26 May - 27 May
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)
"Nice hotel in a small New England village in the Berkshires. Shopping and dining nearby. Room was clean and comfortable and the staff was very friendly. "
The price is AED 278
AED 310 total
includes taxes & fees
26 May - 27 May
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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