Winery Hotels & Resorts in The Berkshires from NZ$207

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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, (1,000 reviews)
"Room was spotless, staff was very kind!"
United States
Ilia
The price is NZ$207
includes taxes & fees
19 Apr - 20 Apr
The Black Swan Lee - Lenox, an Ascend Collection Hotel

East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.4 out of 10, Exceptional, (44 reviews)
"The room was clean and comfortable wi will back next year:) "
United States
Nadya
The price is NZ$229
includes taxes & fees
27 Apr - 28 Apr
East Rock Inn

Berkshire Valley Inn

Berkshire Valley Inn
2.5 star property
Williamstown
9.2 out of 10, Wonderful, (567 reviews)
"Cozy, homey feel of our suite. You can tell the owner takes pride of her inn— cute Pinterest inspiration decoration in the room and lobby. The free breakfast and coffee is a great start to the morning. Close to Jiminy Peak, so easy to ski and come back before the kids fall asleep. "
United States
Sue
The price is NZ$239
includes taxes & fees
15 Apr - 16 Apr
Berkshire Valley Inn

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 NZ$339
includes taxes & fees
24 Apr - 25 Apr
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 NZ$627
includes taxes & fees
12 Apr - 13 Apr
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 NZ$862
includes taxes & fees
13 Apr - 14 Apr
Cozy. Clean. Free bagel shop. 3 Fireplaces.

Nautical Nest

Nautical Nest
2.5 star property
Hudson
9.6 out of 10, Exceptional, (132 reviews)
"Great location!"
United States
Carla
The price is NZ$235
includes taxes & fees
22 Apr - 23 Apr
Nautical Nest

Wm. Farmer & Sons

Wm. Farmer & Sons
2.5 star property
Hudson
9.2 out of 10, Wonderful, (88 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 NZ$384
includes taxes & fees
15 Apr - 16 Apr
Wm. Farmer & Sons

Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging
3.5 star property
Craryville
10.0 out of 10, Exceptional, (115 reviews)
"We had a great stay! Close to Hudson and all the great spots there. Spacious and lovely room. We'll definitely stay here again!"
United States
Jeremy
The price is NZ$335
includes taxes & fees
19 Apr - 20 Apr
Changing Times Boutique Country Lodging

The Amelia

The Amelia
2.0 star property
Hudson
9.8 out of 10, Exceptional, (29 reviews)
"Nice place"
United States
Manuel
The price is NZ$554
includes taxes & fees
12 Apr - 13 Apr
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.

Top The Berkshires Hotel Reviews

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