Search Winery Hotels in Western Massachusetts

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Check availability on Western Massachusetts Winery Hotels

Tonight
6 Jul - 7 Jul
Tomorrow
7 Jul - 8 Jul
Next weekend
11 Jul - 13 Jul
In two weeks
18 Jul - 20 Jul

Top Western Massachusetts Winery Hotels

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, (85)
"Beautiful room and property. Perfect weekend getaway!"
The price is 7.592.200 ₫
9.161.429 ₫ total
includes taxes & fees
7 Jul - 8 Jul
The Old Inn On The Green
Shaker Mill Inn
Garden

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (414)
"Very cute and clean room. After driving all day we were so happy to see all muffins, scones, yogurt, cereal, oatmeal, strawberries, milk, OJ, hot chocolate and coffee already in the room for breakfast the next day. We had a great stay, thank you!"
The price is 5.209.820 ₫
5.715.173 ₫ total
includes taxes & fees
7 Jul - 8 Jul
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, (1005)
"Great place to stay "
The price is 3.093.167 ₫
3.455.068 ₫ total
includes taxes & fees
13 Jul - 14 Jul
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, (976)
"Great location for my activities."
The price is 1.820.034 ₫
1.996.577 ₫ total
includes taxes & fees
10 Jul - 11 Jul
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 cots/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

2.5 star property
8.8 out of 10, Excellent, (724)
"Classic “on the road” motel. Simple,clean and cozy. Friendly proprietors "
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, (711)
"Nice outdoor seating areas, big pool, clean nicely appointed toom"
The price is 5.419.260 ₫
6.053.313 ₫ total
includes taxes & fees
9 Jul - 10 Jul
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Quality Inn
Standard Room, 2 Queen Beds, Non Smoking | Premium bedding, pillow-top beds, desk, laptop workspace

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1003)
"Good basic convenient accommodation in a heavily touristy area."
The price is 3.093.167 ₫
3.455.068 ₫ total
includes taxes & fees
20 Jul - 21 Jul
Quality Inn
Lantern House Motel
Gazebo

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.