Winery Hotels & Resorts in The Berkshires

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Check availability on The Berkshires Winery Hotels

Tonight
5 Oct - 6 Oct
Tomorrow
6 Oct - 7 Oct
Next weekend
10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct

Best The Berkshires Winery Hotels

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
9.0 out of 10, Wonderful, (1003)
"Great Indian restaurant in the hotel!"
The price is NZ$204
includes taxes & fees
2 Nov - 3 Nov
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Wm. Farmer & Sons
Room, 1 King Bed, Balcony, Garden View | Balcony view

Wm. Farmer & Sons

2.5 star property
9.2 out of 10, Wonderful, (65)
"Very nice stay "
The price is NZ$386
includes taxes & fees
3 Nov - 4 Nov
Wm. Farmer & Sons
Brook Farm Inn
Loft, Private Bathroom (Skylight Loft)

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (161)
"Inn was gorgeous and staff exceptional!"
Brook Farm Inn
Nautical Nest
Premium bedding, memory-foam beds, individually decorated

Nautical Nest

2.5 star property
9.6 out of 10, Exceptional, (120)
"Perfect location. "
The price is NZ$261
includes taxes & fees
6 Oct - 7 Oct
Nautical Nest
The Amelia
Seasonal outdoor pool, pool umbrellas, pool loungers

The Amelia

2.0 star property
10.0 out of 10, Exceptional, (23)
"Beautiful hotel, great service. Loved the fresh baked goodies a s"
The Amelia
East Rock Inn
Premium Apartment | Private kitchen

East Rock Inn

2.0 star property
9.4 out of 10, Exceptional, (33)
"Room was really comfortable and clean. Beautiful views from the main court yard during the day and at night the sky was full of stars. Amazing. "
The price is NZ$271
includes taxes & fees
3 Nov - 4 Nov
East Rock Inn
Berkshire Valley Inn
Exterior

Berkshire Valley Inn

2.5 star property
9.2 out of 10, Wonderful, (562)
"We had a short but pleasant stay. "
The price is NZ$319
includes taxes & fees
3 Nov - 4 Nov
Berkshire Valley Inn
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
Outdoor dining

Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!

10.0 out of 10, Exceptional, (3)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
The price is NZ$672
includes taxes & fees
28 Oct - 29 Oct
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
Cozy. Clean. Free bagel shop. 3 Fireplaces.
Microwave, oven, stovetop, dishwasher

Cozy. Clean. Free bagel shop. 3 Fireplaces.

The price is NZ$1,138
includes taxes & fees
4 Nov - 5 Nov
Cozy. Clean. Free bagel shop. 3 Fireplaces.
the suite @ barn & bike - private, bucolic, serene setting
Interior

the suite @ barn & bike - private, bucolic, serene setting

9.8 out of 10, Exceptional, (14)
"We enjoyed our stay at this quiet, cozy property."
The price is NZ$434
includes taxes & fees
7 Oct - 8 Oct
the suite @ barn & bike - private, bucolic, serene setting
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.
View all properties

Top The Berkshires Hotel Reviews

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"I honestly just spent the night as part of a longer road-trip, but I found it quiet and comfortable, and the room was very clean when I arrived. Slept well, but unfortunately had to leave before breakfast."
Eric 1-night trip
Posted 5 days ago
The Yankee, Trademark Collection by Wyndham
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

10/10 Excellent
"Felt comfortable and safe. Nice pool and gym facility."
Melanie 1-night trip
Posted 9 days ago
Hampton Inn & Suites Berkshires-Lenox

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