Find Winery Hotels in The Berkshires, MA

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Check availability on The Berkshires Winery Hotels

Top The Berkshires Winery Hotels

The Black Swan Lee - Lenox, Ascend Hotel Collection
Exterior

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Very comfortable stay with reasonable pricing if you are coming at the right time. The lake view is beautiful "
The price is ₩176,887
₩197,583 total
includes taxes & fees
Sep 1 - Sep 2
The Black Swan Lee - Lenox, Ascend Hotel Collection
Nautical Nest
1 bedroom, premium bedding, memory foam beds, individually decorated

Nautical Nest

2.5 star property
9.6 out of 10, Exceptional, (116)
"Perfect location. "
The price is ₩182,683
₩211,911 total
includes taxes & fees
Aug 25 - Aug 26
Nautical Nest
The Amelia
Seasonal outdoor pool, pool umbrellas, sun 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 price is ₩570,983
₩645,202 total
includes taxes & fees
Aug 24 - Aug 25
The Amelia
Gateways Inn & Restaurant
Room (King Room) | Iron/ironing board, free WiFi, bed sheets

Gateways Inn & Restaurant

3.0 star property
7.8 out of 10, Good, (189)
"Very well kept property, nice restaurant and is in a great area"
The price is ₩396,931
₩463,220 total
includes taxes & fees
Aug 24 - Aug 25
Gateways Inn & Restaurant
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

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"I love the cleanliness, courteous staff. Warm pool, hot tub. Relaxing environment."
Jeanette 2-night trip
Posted 3 days ago
The Yankee, Trademark Collection by Wyndham
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

10/10 Excellent
"Comfortable bed. Great service as always. Don't stay anywhere else when I have to travel to the Berkshires. "
Matthew 2-night trip
Posted 4 days ago
Best Western Plus Berkshire Hills Inn & Suites