Search Winery Hotels in The Berkshires

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Check availability on The Berkshires Winery Hotels

Our top choices for The Berkshires hotels with winery

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, (1,001 reviews)
"Great breakfast and coffe is available 24 hours. Nice location to near by restaurants and great view by water."
United States
andrew
The price is £129
includes taxes & fees
21 Jun - 22 Jun
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Berkshire Valley Inn

Berkshire Valley Inn
2.5 star property
Williamstown
9.2 out of 10, Wonderful, (570 reviews)
"Innkeeper is friendly and the place was fairly clean. Lovely to have coffee and complimentary breakfast on site. Rooms (especially the bathrooms and baseboard heaters) are somewhat dated and could use a refresh. Visited during a chilly time of the year and thermostat was tricky to operate. Heat was set not to go above 75 degrees, which was less than ideal."
United States
Henrietta
The price is £139
includes taxes & fees
29 Jun - 30 Jun
Berkshire Valley Inn

East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.4 out of 10, Exceptional, (48 reviews)
"The East Rock Inn is great. It's comfortable, clean and close to downtown Great Barrington. This was my second time staying here."
United States
Laura
The price is £110
includes taxes & fees
22 Jun - 23 Jun
East Rock Inn

Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (167 reviews)
"Lovely stay!"
United States
Jiacheng
The price is £164
includes taxes & fees
1 Jul - 2 Jul
Brook Farm Inn

Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!

Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
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 £283
includes taxes & fees
22 Jun - 23 Jun
Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!

Cozy. Clean. Free bagel shop. 3 Fireplaces.

Cozy. Clean. Free bagel shop. 3 Fireplaces.
Great Barrington
10.0 out of 10, Exceptional, (1 review)
"The host was very responsive and friendly. The house was well equipped and very comfortable. We did get breakfast at the Great Barrington Bagel Company and had a great breakfast. Highly recommend!"
United States
Mary R.
The price is £395
includes taxes & fees
23 Jun - 24 Jun
Cozy. Clean. Free bagel shop. 3 Fireplaces.

Gateways Inn & Restaurant

Gateways Inn & Restaurant
3.0 star property
Lenox
8.0 out of 10, Very good, (199 reviews)
"Even it was off season, Great place to stay and very Friendly Staff."
United States
Louise
The price is £150
includes taxes & fees
22 Jun - 23 Jun
Gateways Inn & Restaurant

The Amelia

The Amelia
2.0 star property
Hudson
9.8 out of 10, Exceptional, (32 reviews)
"The Amelia is fantastic. I loved the decor, the attention to details. So comfortable and a great location"
United States
Chris
The price is £294
includes taxes & fees
21 Jun - 22 Jun
The Amelia

Nautical Nest

Nautical Nest
2.5 star property
Hudson
9.4 out of 10, Exceptional, (144 reviews)
"Great location!"
United States
Carla
The price is £114
includes taxes & fees
21 Jun - 22 Jun
Nautical Nest

Wm. Farmer & Sons

Wm. Farmer & Sons
2.5 star property
Hudson
9.2 out of 10, Wonderful, (94 reviews)
"The room was clean and cozy, and staff were very helpful"
United States
Jessica
The price is £167
includes taxes & fees
1 Jul - 2 Jul
Wm. Farmer & Sons
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 The Berkshires Hotel Reviews

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