Find Winery Hotels in Western Massachusetts, MA

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Top Western Massachusetts Winery Hotels

Garden
Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, (384)
"Quaint "
The price is CA $198
CA $217 total
includes taxes & fees
May 29 - May 30
Shaker Mill Inn
Junior Suite
The Barrington
4.0 star property
9.6 out of 10, Exceptional, (98)
"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 CA $443
CA $495 total
includes taxes & fees
May 29 - May 30
The Barrington
Reception
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
9.4 out of 10, Exceptional, (650)
"Staff was very friendly. Facilities were clean and comfortable. Breakfast was quite good. Convenient location. We had a terrific stay!"
The price is CA $256
CA $286 total
includes taxes & fees
Jun 2 - Jun 3
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
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
Room 191, 1 Queen Bed, 1 Single Bed, 1 Sofa Bed
The Old Inn On The Green
4.0 star property
9.0 out of 10, Wonderful, (70)
"It was great experience. "
The price is CA $395
CA $460 total
includes taxes & fees
May 29 - May 30
The Old Inn On The Green
Room, 1 Queen Bed, Non Smoking
Monument Mountain Motel
2.5 star property
9.0 out of 10, Wonderful, (597)
"Old style motel but spotlessly clean. I was able to walk to a nearby Mexican restaurant that was excellent. Thank you for a pleasant and relaxing stay!"
The price is CA $129
CA $145 total
includes taxes & fees
Jun 2 - Jun 3
Monument Mountain Motel
Lobby
Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
8.4 out of 10, Very good, (947)
"To be honest, we stayed here for two nights on our 15-day trip, and I can recall nothing about it, good or bad. So, it must have been OK. No bad memories or unpleasant findings, but no memorable wow factors either. It met our needs adequately. I do recall that the staff was very friendly and helpful all the time, and you have to drive 5 miles or so into town to find a good restaurant, but that's about it."
The price is CA $166
CA $185 total
includes taxes & fees
May 29 - May 30
Best Western Plus Berkshire Hills Inn & Suites
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
Standard Room, 2 Queen Beds, Non Smoking
Quality Inn
2.5 star property
8.0 out of 10, Very good, (1000)
"Competively price. Friendly staff."
The price is CA $141
CA $158 total
includes taxes & fees
Jun 3 - Jun 4
Quality Inn
Property grounds
Chesapeake Inn of Lenox
3.0 star property
7.2 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
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Western Massachusetts Winery Hotels information

 

Winery Hotels in Western Massachusetts

29

Highest price
Cheapest price
Number of guest reviews
5,082
Total number of hotels in Western Massachusetts
1,333

 

Recent Reviews in Western Massachusetts
Expedia verified reviews

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

5/5 Excellent
"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. "
A verified traveller stayed at The Yankee, Trademark Collection by Wyndham
Posted 3 days ago
The Yankee, Trademark Collection by Wyndham