Find Winery Hotels in West Stockbridge, MA
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Our top choices for West Stockbridge hotels with winery
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
9.0 out of 10, Wonderful, (1000)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
Elisabeth
$100 nightly
The price is $112
Jan 5 - Jan 6, 2026
Total with taxes and fees
9.6 out of 10, Exceptional, (125)
"Very cute, great location in town, nice and quiet"
Michael
$122 nightly
The price is $138
Dec 16 - Dec 17
Total with taxes and fees
10.0 out of 10, Exceptional, (109)
"Great experience, looking forward to staying again."
Greg
$150 nightly
The price is $168
Dec 16 - Dec 17
Total with taxes and fees
9.2 out of 10, Wonderful, (75)
"So beautifully preserved building. We had a beautiful room with sitting area overlooking the front of the hotel. Very easy to get to main streets and riverside. Restaurant was wonderful. "
Vivienne
$148 nightly
The price is $167
Dec 18 - Dec 19
Total with taxes and fees
9.4 out of 10, Exceptional, (36)
"We had a great stay at East Rock Inn! Newly remodeled, clean room, comfortable bed, easy access to town. I will definitely stay there again."
Laura
$129 nightly
The price is $145
Jan 5 - Jan 6, 2026
Total with taxes and fees
8.0 out of 10, Very Good, (193)
"Very well kept property, nice restaurant and is in a great area"
Josephine
$155 nightly
The price is $172
Jan 5 - Jan 6, 2026
Total with taxes and fees
All comforts of home
All comforts of homeHudson
9.8 out of 10, Exceptional, (52)
"Loved the place and would love to come back. "
Georgine
$118 nightly
The price is $132
Dec 21 - Dec 22
Total with taxes and fees
Historic Berkshires Home Near Tanglewood, Trails & Wineries
Historic Berkshires Home Near Tanglewood, Trails & WineriesLebanon Springs
8.8 out of 10, Excellent, (20)
"It was great - just what we were looking for. "
Kaye S.
$332 nightly
The price is $372
Dec 16 - Dec 17
Total with taxes and fees
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.
Top West Stockbridge Hotel Reviews
The Yankee, Trademark Collection by Wyndham
10/10 Excellent
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