Search Winery Hotels in The Berkshires

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Check availability on The Berkshires Winery Hotels

Tonight
6 Mar - 7 Mar
Tomorrow
7 Mar - 8 Mar
This weekend
6 Mar - 8 Mar
Next weekend
13 Mar - 15 Mar

Our top choices for The Berkshires hotels with winery

Lake

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,001 reviews)
"Clean room, nice staff , decent breakfast. Overall a good stay . "
United States
Anindita
The price is £82
includes taxes & fees
26 Mar - 27 Mar
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu

East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (38 reviews)
"The room was clean and comfortable wi will back next year:) "
United States
Nadya
The price is £105
includes taxes & fees
2 Apr - 3 Apr
East Rock Inn
Exterior

Berkshire Valley Inn

Berkshire Valley Inn
2.5 star property
Williamstown
9.2 out of 10, Wonderful, (567 reviews)
"We had a short but pleasant stay. "
United States
Scott
The price is £102
includes taxes & fees
9 Mar - 10 Mar
Berkshire Valley Inn
Front of property

Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (164 reviews)
"Everything was perfect - location and accommodation."
United States
Christopher
The price is £130
includes taxes & fees
13 Mar - 14 Mar
Brook Farm Inn
Interior

Wintery Cabin-Berkshires! Dog-friendly. Hike/Ski Appalachian Tr. Walk to lake!

Wintery Cabin-Berkshires! Dog-friendly. Hike/Ski Appalachian Tr. Walk to lake!
Sherwood Forest
10.0 out of 10, Exceptional, (5 reviews)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
United States
Sharon K.
The price is £293
includes taxes & fees
1 Apr - 2 Apr
Wintery Cabin-Berkshires! Dog-friendly. Hike/Ski Appalachian Tr. Walk to lake!
Front of property

Gateways Inn & Restaurant

Gateways Inn & Restaurant
3.0 star property
Lenox
8.0 out of 10, Very good, (197 reviews)
"Gateways Inn is a fantastic place to stay! The staff was very courteous and the room was spacious and very clean. The breakfast was included and very tasty. I highly suggest a stay there if you are planning on visiting the Berkshires!!!"
United States
Miguel
The price is £156
includes taxes & fees
8 Mar - 9 Mar
Gateways Inn & Restaurant
Premium bedding, memory-foam beds, individually decorated

Nautical Nest

Nautical Nest
2.5 star property
Hudson
9.6 out of 10, Exceptional, (131 reviews)
"Very cute, great location in town, nice and quiet"
United States
Michael
The price is £103
includes taxes & fees
6 Apr - 7 Apr
Nautical Nest
Room, 1 King Bed, Balcony, Garden View | Egyptian cotton sheets, premium bedding, pillow-top beds, minibar

Wm. Farmer & Sons

Wm. Farmer & Sons
2.5 star property
Hudson
9.2 out of 10, Wonderful, (80 reviews)
"We had a lovely stay. They upgraded our room & we had the most cozy & charming suite. Would absolutely stsy here again. "
United States
Natalie
The price is £142
includes taxes & fees
8 Mar - 9 Mar
Wm. Farmer & Sons
Deluxe Room, 1 King Bed, Ensuite (2nd Floor) | Premium bedding, individually decorated, individually furnished, desk

Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging
3.5 star property
Craryville
10.0 out of 10, Exceptional, (113 reviews)
"Great experience, looking forward to staying again."
United States
Greg
The price is £126
includes taxes & fees
8 Mar - 9 Mar
Changing Times Boutique Country Lodging
Seasonal outdoor pool, pool umbrellas, pool loungers

The Amelia

The Amelia
2.0 star property
Hudson
9.8 out of 10, Exceptional, (29 reviews)
"Nice place"
United States
Manuel
The Amelia
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 The Berkshires Hotel Reviews

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"This is a well-kept and staffed property. It is quiet as it is set back from the highway. Conveniently located for our purposes. We stay here frequently due to business."
Nathaniel 1-night trip
Posted 4 hours ago
The Yankee, Trademark Collection by Wyndham

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