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Featured The Berkshires Winery Hotels
The Old Inn On The Green
134 Hartsville-New Marlborough Rd, New Marlborough, Great Barrington, MA
Stay at this 4-star inn in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Questing and New Marlborough Town Library ...
Shaker Mill Inn
2 Oak Street, West Stockbridge, MA
Stay at this B&B in West Stockbridge. Enjoy free breakfast, free parking, and daily housekeeping. Popular attractions Tanglewood Music Center and Ebenezer II ...
Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St, Pittsfield, MA
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Pleasant Valley Motel West Stockbridge
42 Stockbridge Rd, West Stockbridge, MA
Fully refundableReserve now, pay when you stay
Stay at this motel in West Stockbridge. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the clean rooms in our reviews. Popular attractions ...
Chesapeake Inn of Lenox
210 West Street, P.O. Box 1920, Lenox, MA
Stay at this 3-star golf B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Frelinghuysen Morris ...
Monument Mountain Motel
247 Stockbridge Rd, Great Barrington, MA
Fully refundableReserve now, pay when you stay
Stay at this motel in Great Barrington. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
249 Stockbridge Rd, Great Barrington, MA
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Quality Inn
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Lantern House Motel
256 Stockbridge Road, Great Barrington, MA
Stay at this motel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Housatonic River and Lake Mansfield Park are located ...
Garden Gables Inn
135 Main St, Lenox, MA
Stay at this 4-star hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and The Bookstore are located ...
The Cornell Inn, Lenox & The Berkshires
203 Main St, Lenox, MA
Fully refundableReserve now, pay when you stay
Stay at this 3-star B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the comfy rooms in our reviews. ...
Whistler's Inn Bed & Breakfast
5 Greenwood Street, Lenox, MA
Stay at this 3.5-star B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and The Bookstore are located ...
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.
Hotels by Star Rating
More Hotel Options in The Berkshires
- Hotels with Free Parking in The Berkshires
- Historic Hotels in The Berkshires
- Family Hotels in The Berkshires
- Hotels with a Pool in The Berkshires
- Luxury Hotels in The Berkshires
- Resorts & Hotels with Spas in The Berkshires
- Romantic Hotels in The Berkshires
- Pet-friendly Hotels in The Berkshires
- Hotels with Hot Tubs in The Berkshires
- Apartment Hotel in The Berkshires
Top Points of Interests in The Berkshires
- Hotels near Tanglewood Music Center
- Hotels near Jiminy Peak Mountain Resort
- Hotels near National Shrine of the Divine Mercy
- Hotels near Williams College
- Hotels near Massachusetts Museum of Contemporary Art
- Hotels near Ski Butternut
- Hotels near The Clark Art Institute
- Hotels near Lee Premium Outlets
- Hotels near Norman Rockwell Museum
- Hotels near Mount Greylock
- Hotels near Jacob's Pillow
- Hotels near Bousquet Ski Area
- Hotels near The Mount
- Hotels near Naumkeag Museum
- Hotels near Mount Greylock State Reservation Visitor Center
- Hotels near Hancock Shaker Village
- Hotels near Housatonic River Walk
- Hotels near Berkshire Botanical Garden
- Hotels near Williamstown Theatre Festival
- Hotels near Shakespeare and Company
Cities near The Berkshires
- Upstate New York Hotels (141.08 mi)
- Lenox Hotels (14.84 mi)
- The Catskills Hotels (73.95 mi)
- Hudson Hotels (33.34 mi)
- Northampton Hotels (28.19 mi)
- West Dover Hotels (55.42 mi)
- Williamstown Hotels (37.75 mi)
- Rhinebeck Hotels (42.49 mi)
- Brattleboro Hotels (56.08 mi)
- Pittsfield Hotels (20.16 mi)
- Great Barrington Hotels (11.05 mi)
- Windsor Hotels (33.83 mi)
- Hudson Valley Hotels (58.11 mi)
- Troy Hotels (47.61 mi)
- Holyoke Hotels (26.17 mi)
- Stockbridge Hotels (12.08 mi)
- West Springfield Hotels (27.39 mi)
- Lee Hotels (10.74 mi)
- Bennington Hotels (49.59 mi)
- Wilmington Hotels (50.48 mi)
Car Rentals near The Berkshires
- Car rentals in Upstate New York
- Car rentals in Lenox
- Car rentals in The Catskills
- Car rentals in Hudson
- Car rentals in Northampton
- Car rentals in West Dover
- Car rentals in Williamstown
- Car rentals in Rhinebeck
- Car rentals in Brattleboro
- Car rentals in Pittsfield
- Car rentals in Great Barrington
- Car rentals in Windsor
- Car rentals in Hudson Valley
- Car rentals in Troy
- Car rentals in Holyoke
- Car rentals in Stockbridge
Top Winery Hotel Destinations
- Long Island Winery Hotels
- Niagara On The Lake Winery Hotels
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- Southern California Winery Hotels
- Upstate New York Winery Hotels
- Hudson Valley Winery Hotels
- Ensenada Winery Hotels
- Kansas City Winery Hotels
- Newport Winery Hotels
- San Luis Obispo Winery Hotels
- Dallas Winery Hotels
- San Diego Winery Hotels
- Lexington Winery Hotels
- Phoenix Winery Hotels
- Cleveland Winery Hotels
- Escondido Winery Hotels
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