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Most Frequently Booked The Berkshires Hotels
Price for 1 night 2 adults*
Per night/room
2 Sep. - 3 Sep.
Berkshire Inn
150 W Housatonic St, Pittsfield, MALocated in the heart of Pittsfield, this motel is within a 15-minute walk of Colonial Theater and Berkshire Museum. Berkshire Athenaeum and Canoe Meadows Wildlife Sanctuary are also within 2 mi (3 km). Pittsfield Intermodal Transportation Center is 16 minutes by foot.
Per night/room
3 Sep. - 4 Sep.
Vacation Village in the Berkshires
276 Brodie Mountain Rd, Hancock, MASituated in Williamstown, this condo building is within 9 mi (15 km) of Pittsfield State Forest, Mount Greylock State Reservation Visitor Center, and Waubeeka Golf Links. New Lebanon Library and Mount Lebanon Shaker Village are also within 12 mi (20 km).
Per night/room
2 Sep. - 3 Sep.
The Red Lion Inn
30 Main Street, Stockbridge, MASituated in the historical district, this historic hotel is within a 10-minute walk of Mission House and Berkshire Theatre Festival. Naumkeag and National Shrine of the Divine Mercy are also within 15 minutes.
Per night/room
2 Sep. - 3 Sep.
Holiday Inn Berkshires
40 Main St, North Adams, MALocated in the heart of North Adams, this hotel is within 1 mi (2 km) of North Adams Public Library and Mass MoCA. Western Gateway Heritage State Park and Windsor Lake Park are also within 2 mi (3 km).
Top Cheap The Berkshires Hotel Deals
Price for 1 night 2 adults*
Per night/room
20 Aug. - 21 Aug.
The Weathervane Motel
475 South Main St. Route 7, Lanesborough, MASituated in Pittsfield, this motel is within 6 mi (10 km) of Berkshire Athenaeum, Berkshire Museum, and Mount Greylock State Reservation Visitor Center. Crane Museum of Papermaking and Bousquet Ski Area are also within 9 mi (15 km).
Per night/room
2 Sep. - 3 Sep.
Lantern House Motel
256 Stockbridge Road, Great Barrington, MASituated in Great Barrington, this motel is 1.8 mi (2.9 km) from Lake Mansfield Park and 2.6 mi (4.2 km) from Ski Butternut. Mahaiwe Performing Arts Center and Beartown State Forest are also within 3 mi (5 km).
Per night/room
2 Sep. - 3 Sep.
Wagon Wheel Inn
484 Pittsfield Rd, PO Box 808, Lenox, MALocated in the heart of Lenox, this motel is within 2 mi (3 km) of Arrowhead Museum, Bousquet Ski Area, and Kennedy Park. Canoe Meadows Wildlife Sanctuary and Pleasant Valley Wilderness Sanctuary are also within 3 mi (5 km).
Per night/room
3 Sep. - 4 Sep.
Pleasant Valley Motel West Stockbridge
42 Stockbridge Rd, West Stockbridge, MASituated near the beach, this motel is 2.4 mi (3.8 km) from Berkshire Botanical Garden and within 6 mi (10 km) of Tanglewood Music Center and Norman Rockwell Museum. Chesterwood and Mission House are also within 6 mi (10 km).
Top Luxury The Berkshires Hotel Deals
Price for 1 night 2 adults*
Per night/room
4 Sep. - 5 Sep.
Federal House Inn
1560 Pleasant Street, Route 102, South Lee, MASituated in the mountains, this bed & breakfast is within 1 mi (2 km) of Beartown State Forest and Berkshire Theatre Festival. Mission House and Naumkeag are also within 3 mi (5 km).
Per night/room
28 Aug. - 29 Aug.
The Orchards Hotel
222 Adams Rd, Williamstown, MASituated in a rural location, this hotel is within 1 mi (2 km) of Hopkins Observatory and Williams College. Williams College Museum of Art and Chapin Library of Rare Books and Manuscripts are also within 1 mi (2 km).
1862 Seasons on Main Bed and Breakfast
47 Main Street, Stockbridge, MASituated in Stockbridge, this luxury bed & breakfast is within a 10-minute walk of Mission House and Berkshire Theatre Festival. Naumkeag and National Shrine of the Divine Mercy are also within 1 mi (2 km).
Stockbridge Country Inn
26 Glendale Road, RR 183, Stockbridge, MAOther Travelers Recently Booked These The Berkshires Hotels
Pleasant Valley Motel West Stockbridge 2.0 out of 5.0
Vacation Village in the Berkshires 3.0 out of 5.0
Cranwell Spa and Golf Resort 3.5 out of 5.0
Best Western Plus Berkshire Hills Inn & Suites 2.5 out of 5.0
Days Inn by Wyndham Great Barrington 2.0 out of 5.0
The Black Swan Inn, an Ascend Hotel Collection Member 3.0 out of 5.0
How Much is a Hotel Room in The Berkshires?
Hotels in The Berkshires start at C$64 per night. Prices and availability subject to change. Additional terms may apply.
The Berkshires Hotel & Travel Guide
Are you on the hunt for a getaway that's truly away from it all? You can't go wrong with a trip to The Berkshires. With its abundance of lush forests, gently sloping hills, and cultural amenities, you'll be hard pressed to find a lovelier place. Choose from among many daily Albany flights to get there in no time, and get ready to explore all of Massachusetts' most magnificent wonders.
Out and About in The Berkshires
Start your tour of The Berkshires by enjoying the gorgeous scenery. To get the best views, climb Mount Greylock. If you can make it to the top, then congratulations! You'll be at the highest point in all of Massachusetts—take in breathtaking views of the dramatic landscape. After your trek, see fascinating exhibits at the Massachusetts Museum of Contemporary Art (MOCA). If art galleries aren't your thing, then be sure to stop by MoCA to check out the live events. Whether you're into theater, musical performance, or films, you're sure to find something you'll enjoy. Afterwards, head back to your The Berkshires hotel to unwind.
Eating and Drinking
Feeling a bit famished? Go to Great Barrington to find the highest concentration of great restaurants in The Berkshires. You'll find that most menus place an emphasis on serving up classic American comfort food. Go ahead and pig out on a burger and fries or some fresh lobster. If you're looking for the hippest bars, stick around Great Barrington. The bars here are cozy and small but offer innovative cocktails in an inviting atmosphere. Be sure to try out a frozen whisky lemonade. They're absolutely delicious. After a great night, rest up at any of the charming hotels in The Berkshires.
Ready to relax in style at the best hotels in The Berkshires? Thanks to Travelocity, it's never been easier to book your ideal getaway. You can search more than 510,000 hotels and 400 airlines to find the perfect vacation package to The Berkshires. You're sure to be enchanted on your holiday to rural Massachusetts.
Recent The Berkshires Hotel Reviews By Fellow Wanderers
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- Ski Resorts and Hotels (85)
- Historic Hotels (80)
- Kid Friendly Hotels (80)
- Golf Resorts & Hotels (70)
- Hotels with a Pool (59)
- Convention Center Hotels (59)
- Luxury Hotels (46)
- Spa Resorts & Hotels (38)
- Romantic Getaways & Hotels (35)
- Pet Friendly Hotels (32)
- Hotels with Jacuzzis In Room (30)
- Hotel Wedding Venues (25)
- Beach Resorts & Hotels (20)
- Boutique Hotels (5)
- Casino Resorts & Hotels (1)
- Super 8 by Wyndham Lee/Berkshires/Outlet Area
- Best Western Plus Berkshire Hills Inn & Suites
- Cranwell Spa and Golf Resort
- Travelodge by Wyndham Great Barrington Berkshires
- Berkshire Mountain Lodge
- Holiday Inn & Suites Pittsfield-Berkshires
- Hampton Inn & Suites Berkshires Lenox
- Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
- Holiday Inn Express Hotel & Suites Great Barrington
- Days Inn by Wyndham Lenox MA
- The Black Swan Inn, an Ascend Hotel Collection Member
- Jiminy Peak Mountain Resort
- Lantern House Motel
- Wyndham Bentley Brook
- Mount Royal Inn
- Knights Inn Lenox
- Howard Johnson by Wyndham Williamstown
- The Orchards Hotel
- Seven Hills Inn
- Courtyard by Marriott Lenox Berkshires
An Attraction
- Hotels near Jiminy Peak Mountain Resort
- Hotels near Ski Butternut
- Hotels near Mass MoCA
- Hotels near Tanglewood Music Center
- Hotels near Williams College
- Hotels near Norman Rockwell Museum
- Hotels near Lee Prime Outlets
- Hotels near Catamount Ski Area
- Hotels near Mount Greylock
- Hotels near National Shrine of the Divine Mercy
- Hotels near Jacob's Pillow
- Hotels near Otis Ridge
- Hotels near Cranwell Golf Club
- Hotels near Sterling and Francine Clark Art Institute
- Hotels near Bousquet Ski Area
- Hotels near Hancock Shaker Village
- Hotels near Williamstown Theatre Festival
- Hotels near October Mountain State Forest
- Hotels near Pittsfield State Forest
- Hotels near Savoy Mountain State Forest
- Hotels near Shakespeare and Company
- Hotels near The Mount
- Hotels near Beartown State Forest
- Hotels near The Clark Art Institute
- Hotels near Lee Library
- Hotels near Goose Pond Reservation
- Hotels near Otis Reservoir
- Hotels near Taconic Golf Club
- Hotels near Mount Greylock State Reservation Visitor Center
- Hotels near The Bookstore
- Hotels near Natural Bridge State Park
- Hotels near Lenox Library
- Hotels near Colonial Theater
- Hotels near Pyramid Lake
- Hotels near Brodie Mountain
- Hotels near North Adams Public Library
- Hotels near Kennedy Park
- Hotels near Western Gateway Heritage State Park
- Hotels near Hopkins Observatory
- Hotels near Williams College Museum of Art
- Lenox Hotels
- Pittsfield Hotels
- Brattleboro Hotels
- Hudson Hotels
- Northampton Hotels
- Great Barrington Hotels
- Williamstown Hotels
- Upstate New York Hotels
- West Springfield Hotels
- Stockbridge Hotels
- Rhinebeck Hotels
- Troy Hotels
- North Adams Hotels
- Lee Hotels
- The Catskills Hotels
- Hancock Hotels
- Holyoke Hotels
- Hudson Valley Hotels
- Greenfield Hotels
- Windsor Hotels
- Westfield Hotels
- Litchfield Hotels
- Stratton Hotels
- East Greenbush Hotels
- Lakeville Hotels
- Wilmington Hotels
- Avon Hotels
- Coxsackie Hotels
- Simsbury Hotels
- Kent Hotels
- Appalachian Mountains Hotels
- West Dover Hotels
- Rensselaer Hotels
- Deerfield Hotels
- South Deerfield Hotels
- Becket Hotels
- Southern Vermont Hotels
- Red Hook Hotels
- Newfane Hotels
- Bloomfield Hotels
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