Find Winery Hotels in Western Massachusetts, MA
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Pick from 29 Western Massachusetts Winery Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.
The Old Inn On The Green
The Old Inn On The Green
9.2 out of 10, Wonderful, (79)
The price is SAR 995
SAR 1,157 total
includes taxes & fees
24 Nov - 25 Nov
Shaker Mill Inn
Shaker Mill Inn
9.6 out of 10, Exceptional, (400)
The price is SAR 544
SAR 597 total
includes taxes & fees
24 Nov - 25 Nov
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites
8.4 out of 10, Very Good, (1010)
The price is SAR 339
SAR 378 total
includes taxes & fees
1 Dec - 2 Dec
Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West Stockbridge
6.8 out of 10, (956)
The price is SAR 221
SAR 243 total
includes taxes & fees
27 Nov - 28 Nov
Chesapeake Inn of Lenox
Chesapeake Inn of Lenox
7.4 out of 10, Good, (8)
Monument Mountain Motel
Monument Mountain Motel
8.8 out of 10, Excellent, (678)
The price is SAR 250
SAR 279 total
includes taxes & fees
24 Nov - 25 Nov
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
9.2 out of 10, Wonderful, (672)
The price is SAR 571
SAR 637 total
includes taxes & fees
25 Nov - 26 Nov
Quality Inn
Quality Inn
8.2 out of 10, Very Good, (1054)
The price is SAR 267
SAR 299 total
includes taxes & fees
8 Dec - 9 Dec
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.
Find out more about Western Massachusetts
Find out more about Western Massachusetts
Recent reviews of Western Massachusetts hotels
Recent reviews of Western Massachusetts hotels
5/5 Excellent
"Staff was very nice, friendly and accommodating. The room was nice, clean, comfortable and spacious. "
A verified traveler from Wethersfield stayed at The Yankee, Trademark Collection by Wyndham
Posted 4 days ago
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Hotels near popular Western Massachusetts Attractions
- Hotels near Jiminy Peak Mountain Resort
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- Hotels near University of Massachusetts Amherst
- Hotels near MGM Springfield
- Hotels near Tanglewood Music Center
- Hotels near Ski Butternut
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Western Massachusetts Hotels by Star Rating
Explore more hotels
- The Yankee, Trademark Collection by Wyndham
- Hotel UMass
- Hampton Inn & Suites Springfield/Downtown
- Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
- Vacation Village in the Berkshires
- Homewood Suites by Hilton Holyoke-Springfield/North
- Hilton Garden Inn-Springfield, MA
- The Constance, The Whitlock, & The Dewey By The Lenox Collection
- Inn on Boltwood
- The Williams Inn
- Quality Inn
- Hampton Inn & Suites Berkshires-Lenox
- Marriott Springfield Downtown
- Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
- Hampton Inn & Suites Greenfield
- Howard Johnson by Wyndham Springfield
- Hampton Inn Westfield
- Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
- Club Wyndham Bentley Brook
- Hotel On North