Find Winery Hotels in Western Massachusetts, MA
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Top Western Massachusetts Winery Hotels

The Old Inn On The Green
The Old Inn On The Green
9.2 out of 10, Wonderful, (87)
The price is SAR 1,088
SAR 1,313 total
includes taxes & fees
21 Jul - 22 Jul

Shaker Mill Inn
Shaker Mill Inn
9.6 out of 10, Exceptional, (416)
The price is SAR 743
SAR 815 total
includes taxes & fees
30 Jul - 31 Jul

Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites
8.6 out of 10, Excellent, (1010)
The price is SAR 475
SAR 531 total
includes taxes & fees
27 Jul - 28 Jul

Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West Stockbridge
6.8 out of 10, (984)
The price is SAR 261
SAR 286 total
includes taxes & fees
27 Jul - 28 Jul

Chesapeake Inn of Lenox
Chesapeake Inn of Lenox
7.4 out of 10, Good, (8)

Monument Mountain Motel
Monument Mountain Motel
9.0 out of 10, Wonderful, (730)
The price is SAR 392
SAR 438 total
includes taxes & fees
31 Jul - 1 Aug

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
9.4 out of 10, Exceptional, (715)
The price is SAR 776
SAR 867 total
includes taxes & fees
22 Jul - 23 Jul

Quality Inn
Quality Inn
8.2 out of 10, Very Good, (1005)
The price is SAR 379
SAR 424 total
includes taxes & fees
3 Aug - 4 Aug
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.
Recent reviews of Western Massachusetts hotels
Recent reviews of Western Massachusetts hotels

Best Western Plus Berkshire Hills Inn & Suites
5/5 Excellent
"Very friendly girl at the check-in who moved us (essentially upgraded us) to a suite after our initial room smelled of lingering cigarette smoke. She was very patient about my paranoia over the pilot light/flame in the room's fireplace. Great experience."
A verified traveler stayed at Best Western Plus Berkshire Hills Inn & Suites
Posted 2 days ago

The Yankee, Trademark Collection by Wyndham
5/5 Excellent
"
The friendliness and excellent service received from the staff. While we stayed at the Yankee, we expected a delivery from UPS and the staff at the registration ensured that we would be informed as soon as it arrived at the Yankee. There was a delay from UPS and it caused us some stress. The Yankee staff made sure we were kept informed of the delivery. Their concern was greatly appreciated. Thank you."
A verified traveler stayed at The Yankee, Trademark Collection by Wyndham
Posted 2 days ago
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Hotels near popular Western Massachusetts Attractions
- Hotels near Six Flags New England
- Hotels near University of Massachusetts Amherst
- Hotels near MGM Springfield
- Hotels near Naismith Memorial Basketball Hall of Fame
- Hotels near Big E
- Hotels near Tanglewood Music Center
- Hotels near Jiminy Peak Mountain Resort
- Hotels near Eastern States Exposition
- Hotels near Williams College
- Hotels near Smith College
Western Massachusetts Hotels by Star Rating
Explore more hotels
- Hotel Downstreet, Ascend Hotel Collection
- Holiday Inn & Suites Pittsfield-Berkshires by IHG
- FairBridge Inn Express
- Best Western Plus Berkshire Hills Inn & Suites
- Berkshire Mountain Lodge
- The Red Lion Inn
- The Yankee, Trademark Collection by Wyndham
- The Constance by the Lenox Collection
- Hilton Garden Inn-Springfield, MA
- Fairfield Inn & Suites Springfield Holyoke
- Hampton Inn Westfield
- Hampton Inn & Suites Berkshires-Lenox
- Quality Inn
- Marriott Springfield Downtown
- Inn on Boltwood
- Howard Johnson by Wyndham Lenox
- Courtyard by Marriott Lenox Berkshires
- Sheraton Springfield Monarch Place Hotel
- Holiday Inn Express Hotel & Suites Great Barrington by IHG
- Jiminy Peak Mountain Resort