Photo by Photo courtesy of Berkshire Visitors Bureau
Search Winery Hotels in The Berkshires
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
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 HotelLee
9.0 out of 10, Wonderful, (1,004 reviews)
"Staff was friendly, room was clean and the beds were comfortable. Dog friendly also. Good breakfast selection. I would stay there again."
Lillian
The price is ₹11,740
₹13,113 total
includes taxes & fees
26 May - 27 May
9.4 out of 10, Exceptional, (44 reviews)
"The East Rock Inn is great. It's comfortable, clean and close to downtown Great Barrington. This was my second time staying here."
Laura
The price is ₹11,156
₹12,461 total
includes taxes & fees
4 Jun - 5 Jun
9.4 out of 10, Exceptional, (164 reviews)
"Everything was perfect - location and accommodation."
Christopher
The price is ₹17,352
₹20,138 total
includes taxes & fees
2 Jun - 3 Jun
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. "
Sue
The price is ₹11,836
₹13,221 total
includes taxes & fees
12 May - 13 May
9.6 out of 10, Exceptional, (134 reviews)
"It was very quiet and well maintained. Attractive decor . Would stay again"
Judith
The price is ₹13,511
₹15,672 total
includes taxes & fees
18 May - 19 May
9.2 out of 10, Wonderful, (91 reviews)
"My stay was just lovely! Exactly what I was looking for. Everything smelled great, was beautiful to look it and the staff was sweet and accommodating! I’ll be back."
Stephane
The price is ₹18,828
₹21,276 total
includes taxes & fees
10 May - 11 May
10.0 out of 10, Exceptional, (117 reviews)
"The place is so authentic and beautiful, the owner is so kind and friendly, and we had really good experience "
Tamir
The price is ₹18,449
₹20,663 total
includes taxes & fees
8 May - 9 May
The price is ₹25,758
₹29,107 total
includes taxes & fees
10 May - 11 May
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
Quality Inn Great Barrington
10/10 Excellent
Explore a world of travel with Expedia
- Cheap Hotels in Adams
- Aparthotels in Amherst
- Hotels Suites in Amherst
- Amherst Hotels
- Lodges in Berkshire County
- Luxury Hotels in Cheshire
- Hotels near Deerfield Academy
- Deerfield Hotels
- Hotels with Swimming Pool in Berkshire County
- Drury Hotels
- Cheap Hotels in East Longmeadow
- Cheap Hotels in Easthampton
- Farmstay in Feeding Hills
- Aparthotels in Florence
- Farmstay in Florida
- Aparthotels in Florida
- Luxury Hotels in Florida
- Ski Hotels in Florida
- Motels in Florida
- Granville Hotels
- Hotels with Indoor Pools in Great Barrington
- Luxury Hotels in Great Barrington
- Resorts in Greenfield
- Greenfield Hotels
- Resorts in Hadley
- Hadley Hotels
- Hotels near Hampshire College
- Cheap Hotels in Hancock
- Hotels Suites in Hancock
- Aparthotels in Hatfield
- Aparthotels in Haydenville
- Farmstay in Indian Orchard
- Hotels near Jiminy Peak Mountain Resort
- Lanesborough Hotels
- Luxury Hotels in Lee
- Cheap Hotels in Lenox
- Hotels near MassMutual Center
- Hotels near MGM Springfield
- Hotels near Mount Holyoke College
- Chalets in Mount Washington
- Mount Washington Hotels
- Hotels near National Shrine of the Divine Mercy
- Hotels Suites in Northampton
- Luxury Hotels in Northampton
- Hotels near Northampton Station
- Hotels near Old Greenfield Village
- Castles in Peru
- Luxury Hotels in Peru
- Peru Hotels
- Lodges in Peru
- Cheap Hotels in Pittsfield
- Aparthotels in Richmond
- Farmstay in Savoy
- Aparthotels in Savoy
- Savoy Hotels
- Pet-Friendly Hotels in Sheffield
- Town Houses in Sheffield
- Hotels near Smith College
- Southampton Hotels
- Country Houses in Springfield
- Cheap Hotels in Springfield
- Luxury Hotels in Springfield
- Town Houses in Springfield
- Boutique Hotels in Stockbridge
- Hotels near Tanglewood Music Center
- Aparthotels in The Berkshires
- Resorts in The Berkshires
- Hotels Suites in The Berkshires
- Luxury Hotels in The Berkshires
- Mountain Hotels in The Berkshires
- Ski Hotels in The Berkshires
- Spa Hotels in The Berkshires
- Hotels near University of Massachusetts Amherst
- Luxury Hotels in Washington
- Aparthotels in West Springfield
- West Springfield Hotels
- Luxury Hotels in Western Massachusetts
- Hotels near Williams College
- Williamstown Hotels
- Windsor Hotels
- Business Hotels in Worthington
- Car hire Amherst
- Car hire Chesterfield
- Car hire Dalton
- Car hire Florence
- Car hire near Great Falls Discovery Center
- Car hire Greenfield
- Car hire Hancock
- Car hire Hatfield
- Car hire Heath
- Car hire Indian Orchard
- Car hire near Metro Center
- Car hire Peru
- Car hire Plainfield
- Car hire near SFY-All Airports
- Car hire Sunderland
- Car hire near Swift River
- Car hire near University of Massachusetts Amherst
- Rental cars Westover Metropolitan airport