Winery Hotels & Resorts in Western Massachusetts from AU$106

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check availability on Western Massachusetts Winery Hotels

Best Western Massachusetts Winery Hotels

The Old Inn On The Green
Room 191, 1 Queen Bed, 1 Single Bed, 1 Sofa Bed

The Old Inn On The Green

4.0 star property
9.2 out of 10, Wonderful, (83)
"Beautiful place to stay "
The price is AU$510
includes taxes & fees
12 Mar - 13 Mar
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 room, very clean. breakfast was not what i was expecting, walk way from parking lot covered with ice and snow, very dangerous to walk, needs to be cleaned or at least put some salt on the ground. other then that everything was excellent. will stay again"
The price is AU$254
includes taxes & fees
13 Mar - 14 Mar
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)
"The cleanliness around the public areas"
The price is AU$180
includes taxes & fees
17 Mar - 18 Mar
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, (964)
"The room and bathroom were very clean. "
The price is AU$106
includes taxes & fees
15 Mar - 16 Mar
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

Monument Mountain Motel

2.5 star property
9.0 out of 10, Wonderful, (704)
"I've stayed here many times for both brief stays and full weeks. Never disappointed. Affordable, clean family-run operation. The only place I stay in the Berkshires. "
The price is AU$118
includes taxes & fees
17 Mar - 18 Mar
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, (691)
"I’ve stayed here a few times with my grandkids. They love the pool and game room. The breakfast is incredibly impressive and the staff is super friendly and helpful. A friend told me about this Marriot and she raved about how her kids loved it. Also, it’s very close to Butternut where we like to ski. All around great spot to stay!"
The price is AU$256
includes taxes & fees
30 Mar - 31 Mar
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Quality Inn
Standard Room, 2 Queen Beds, Non Smoking

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1001)
"Great"
The price is AU$120
includes taxes & fees
24 Mar - 25 Mar
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.
Don't see what you're looking for?
See all available properties in Western Massachusetts