Search Winery Hotels in Western Massachusetts
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Western Massachusetts Winery Hotels
Tonight
20 Aug - 21 AugTomorrow
21 Aug - 22 AugThis weekend
21 Aug - 23 AugNext weekend
28 Aug - 30 AugOur top choices for Western Massachusetts hotels with winery
₹14,220
₹15,884 total
includes taxes & fees
23 Aug - 24 Aug
₹11,638
₹13,618 total
includes taxes & fees
30 Aug - 31 Aug
3. The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
James
₹12,199
₹13,626 total
includes taxes & fees
14 Sept - 15 Sept
4. Quality Inn & Suites Northampton - Amherst
Quality Inn & Suites Northampton - AmherstNorthampton
Sara
₹12,931
₹14,444 total
includes taxes & fees
9 Sept - 10 Sept
₹9,906
₹11,238 total
includes taxes & fees
30 Aug - 31 Aug
6. Courtyard by Marriott West Springfield
Courtyard by Marriott West SpringfieldWest Springfield
Shannon
₹11,713
₹13,406 total
includes taxes & fees
7 Sept - 8 Sept
₹12,057
₹13,468 total
includes taxes & fees
17 Sept - 18 Sept
₹15,931
₹17,794 total
includes taxes & fees
17 Sept - 18 Sept
View all properties
Top Western Massachusetts Hotel Reviews
The Yankee Inn
10/10 Excellent
"What a wonderful stay! It was an impromptu overnight to the Berkshires and I’m so glad we chose to stay here. Our room was beautiful and clean, with a lovely view of the pond area out back from the balcony. Great bathroom and shower, very clean. Breakfast was yummy with a nice selection. The pools and hot tub were the BEST part. I absolutely will be back because one night was certainly not enough."
Quality Inn Great Barrington
8/10 Good
"We only stayed a night but the rooms were clean enough and the staff was extremely kind. Would stay here again."
Howard Johnson by Wyndham Lenox
8/10 Good
"The motel is in a great location. You could walk to everything. The room was clean and comfortable although the air conditioning in the room didn't work very well. The fan ran but it didn't cool the room."
Explore a world of travel with Expedia
- Cheap Hotels in Adams
- Aparthotels in Amherst
- Beach Resorts & in Amherst
- Cheap Hotels in Amherst
- Hotels Suites in Amherst
- Amherst Hotels
- Lodges in Berkshire County
- Luxury Hotels in Cheshire
- Hotels near Deerfield Academy
- Cheap Hotels in Deerfield
- Deerfield Hotels
- Hotels with Swimming Pool in Berkshire County
- Drury Hotels
- Cheap Hotels in Easthampton
- Farmstay in Feeding Hills
- Aparthotels in Florence
- Farmstay in Florida
- Aparthotels in Florida
- Hotels with Breakfast in Florida
- Hotels with Connecting Rooms in Florida
- Luxury Hotels in Florida
- Ski Hotels in Florida
- Motels in Florida
- Farmstay in Gill
- Gill Hotels
- Granville Hotels
- Resorts in Greenfield
- Greenfield Hotels
- Resorts in Hadley
- Hadley Hotels
- Hotels near Hampshire College
- 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
- Hotels near National Shrine of the Divine Mercy
- Aparthotels in New Salem
- Hotels Suites in Northampton
- Luxury Hotels in Northampton
- Hotels near Northampton Station
- Hotels near Northfield Mount Hermon School
- Hotels near Old Greenfield Village
- Castles in Peru
- Luxury Hotels in Peru
- Peru Hotels
- Lodges in Peru
- Cheap Hotels in Pittsfield
- Farmstay in Savoy
- Aparthotels in Savoy
- Savoy Hotels
- Hotels near Smith College
- Southampton Hotels
- Country Houses in Springfield
- Cheap Hotels in Springfield
- Luxury Hotels in Springfield
- Town Houses in Springfield
- Cheap Hotels in Sunderland
- 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
- Winery 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
- Windsor Hotels
- Business Hotels in Worthington
- Car hire Amherst
- Car hire Chesterfield
- Car hire Dalton
- Car hire Florence
- Car hire Gill
- 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 New Salem
- 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