Find Winery Hotels in The Berkshires, MA
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Pick from 29 The Berkshires Winery Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.
Shaker Mill Inn
Shaker Mill Inn
9.6 out of 10, Exceptional, (385)
The price is AED 830
AED 910 total
includes taxes & fees
10 Jun - 11 Jun
The Barrington
The Barrington
9.6 out of 10, Exceptional, (99)
The price is AED 1,194
AED 1,333 total
includes taxes & fees
6 Jun - 7 Jun
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
9.4 out of 10, Exceptional, (651)
The price is AED 691
AED 771 total
includes taxes & fees
9 Jun - 10 Jun
Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-Lenox
9.2 out of 10, Wonderful, (1001)
The price is AED 691
AED 772 total
includes taxes & fees
24 Jun - 25 Jun
The Old Inn On The Green
The Old Inn On The Green
9.0 out of 10, Wonderful, (70)
The price is AED 1,065
AED 1,238 total
includes taxes & fees
30 Jun - 1 Jul
Monument Mountain Motel
Monument Mountain Motel
9.0 out of 10, Wonderful, (601)
The price is AED 314
AED 351 total
includes taxes & fees
9 Jun - 10 Jun
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
9.0 out of 10, Wonderful, (1004)
The price is AED 465
AED 520 total
includes taxes & fees
17 Jun - 18 Jun
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 The Berkshires hotelsExpedia verified reviews
5/5 Excellent
Beautiful Berkshires
"Very accommodating. No frills. Good enough for a few nights. "
A verified traveler stayed at Howard Johnson by Wyndham Lenox
Posted 6 hours ago
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- Green Hotels (1)
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- Hotels with a Pool (59)
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- Luxury Hotels (46)
- Pet-friendly Hotels (32)
- Resorts & Hotels with Spas (38)
- Romantic Hotels (35)
- Shopping Hotels (65)
- Ski Hotels (85)
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Hotels near popular The Berkshires Attractions
- Hotels near Tanglewood Music Center
- Hotels near Jiminy Peak Mountain Resort
- Hotels near Williams College
- Hotels near National Shrine of the Divine Mercy
- Hotels near Massachusetts Museum of Contemporary Art
- Hotels near Norman Rockwell Museum
- Hotels near Lee Premium Outlets
- Hotels near Mount Greylock
- Hotels near Jacob's Pillow
- Hotels near Ski Butternut
The Berkshires Hotels by Star Rating
Explore more hotels
- Berkshire Mountain Lodge
- Best Western Plus Berkshire Hills Inn & Suites
- Monument Mountain Motel
- Hampton Inn & Suites Berkshires-Lenox
- Courtyard by Marriott Lenox Berkshires
- Club Wyndham Bentley Brook
- Hilton Garden Inn Lenox Pittsfield
- Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
- Travelodge by Wyndham Great Barrington Berkshires
- Berkshire Inn
- Fairfield Inn & Suites by Marriott Williamstown
- Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
- The Cornell Inn, Lenox
- The Villager Motel
- Apple Tree Inn
- The Porches Inn at Mass MoCA
- The Briarcliff Motel
- Pleasant Valley Motel West Stockbridge
- Wagon Wheel Inn
- Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns