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Check availability on West Stockbridge Winery Hotels

Our top choices for West Stockbridge hotels with winery

Premium bedding, memory-foam beds, individually decorated
Nautical Nest

Nautical Nest

Nautical Nest
2.5 star property
Hudson
9.6 out of 10, Exceptional, (125)
"Very cute, great location in town, nice and quiet"
United States
Michael
The price is 3.132.756 ₫
3.633.997 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Nautical Nest
Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
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!"
United States
Elisabeth
The price is 2.667.834 ₫
2.979.971 ₫ total
includes taxes & fees
22 Dec - 23 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Private kitchen | Mini-fridge, microwave, electric kettle
East Rock Inn

East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
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."
United States
Laura
The price is 3.654.170 ₫
4.081.708 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
East Rock Inn
Room, 1 King Bed, Balcony, Garden View | Balcony view
Wm. Farmer & Sons

Wm. Farmer & Sons

Wm. Farmer & Sons
2.5 star property
Hudson
9.2 out of 10, Wonderful, (73)
"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. "
United States
Vivienne
The price is 4.326.268 ₫
4.888.569 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Wm. Farmer & Sons
Exterior
Berkshire Valley Inn

Berkshire Valley Inn

Berkshire Valley Inn
2.5 star property
Williamstown
9.2 out of 10, Wonderful, (564)
"We had a short but pleasant stay. "
United States
Scott
The price is 3.179.257 ₫
3.551.229 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Berkshire Valley Inn
Loft, Private Bathroom (Skylight Loft) | Premium bedding, iron/ironing board, rollaway beds, free WiFi
Brook Farm Inn

Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (163)
"Everything was perfect - location and accommodation."
United States
Christopher
Brook Farm 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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Top West Stockbridge Hotel Reviews

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