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Cheap Pittsfield Hotels
Price for 1 night 2 adults*
Seven Hills Inn
40 Plunkett Street, Lenox, MALocated in Lenox, Seven Hills Inn is within a 10-minute drive of Tanglewood Music Center and Lee Prime Outlets.
$109
Per night/room
Jan 29 - Jan 30
Yankee Suites Extended Stay
20 W Housatonic St., Pittsfield, MAWith a stay at Yankee Suites Extended Stay in Pittsfield, you'll be within a 15-minute drive of Tanglewood Music Center and Berkshire Museum.
$80
Per night/room
Jan 29 - Jan 30
The Williams Inn
101 Spring Street, Williamstown, MALocated in Williamstown, The Williams Inn is within a 15-minute drive of Williams College and Mass MoCA.
$152
Per night/room
Feb 2 - Feb 3
The Barrington
281 Main St., Level 3, Great Barrington, MALocated in Great Barrington, The Barrington is within a 15-minute drive of Ski Butternut and Mission House.
$259
Per night/room
Jan 29 - Jan 30
33 Main
33 Main Street, Lenox, MAWith a stay at 33 Main, you'll be centrally located in Lenox, within a 5-minute drive of Tanglewood Music Center and Lenox Library.
$269
Per night/room
Jan 29 - Jan 30
Lakehouse Inn
615 Laurel St., Lee, MAWith a stay at Lakehouse Inn in Lee, you'll be on the beach, within a 10-minute drive of Tanglewood Music Center and Animagic Museum of Animation.
$150
Per night/room
Jan 30 - Jan 31
Garden Gables Inn
135 Main St, Lenox, MAWith a stay at Garden Gables Inn in Lenox, you'll be in the historical district, within a 5-minute drive of Tanglewood Music Center and Lenox Library.
$199
Per night/room
Jan 29 - Jan 30
Stockbridge Country Inn
26 Glendale Road, RR 183, Stockbridge, MAWith a stay at Stockbridge Country Inn in Stockbridge, you'll be next to a golf course, within a 10-minute drive of Tanglewood Music Center and Chesterwood.
Stockbridge Country InnGet Rates
The Inn at Stockbridge
30 East Street, Stockbridge, MAWith a stay at The Inn at Stockbridge in Stockbridge, you'll be within a 10-minute drive of Tanglewood Music Center and Berkshire Theatre Festival.
$230
Per night/room
Feb 6 - Feb 7
Hampton Terrace Inn
91 Walker Street, Lenox, MAWith a stay at Hampton Terrace Inn in Lenox, you'll be within a 5-minute drive of Tanglewood Music Center and Ventfort Hall Mansion and Gilded Age Museum.
$199
Per night/room
Jan 31 - Feb 1
Devonfield Inn B&B
85 Stockbridge Rd., Lee, MAWith a stay at Devonfield Inn B&B in Lee, you'll be next to a golf course, within a 15-minute drive of Tanglewood Music Center and Greenock Country Club.
$179
Per night/room
Jan 29 - Jan 30
Rose and Goat Retreat
9 Moores Rd, North Adams, MAWith a stay at Rose and Goat Retreat in North Adams, you'll be near ski lifts, within a 15-minute drive of Mass MoCA and Savoy Mountain State Forest.
Rose and Goat RetreatGet Rates
Recently Booked Hotels in Pittsfield
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Most Recent Pittsfield Hotel Reviews
A verified traveler stayed at Yankee Inn
A verified traveler from Bondville vt stayed at Lantern House Motel
A verified traveler from Hopkinton, us stayed at Berkshire Inn
A verified traveler from watertown stayed at Wagon Wheel Inn
A verified traveler stayed at Best Western Plus Berkshire Hills Inn & Suites
A verified traveler from Boston, MA stayed at Courtyard by Marriott Lenox Berkshires
- Heart of the Berkshires Motel
- Dancing Horse Lodge, a 3 BD Home On a Horse Farm. Warm and Cozy. Skiing & Hiking
- Honeysuckle Rose Cottage
- The Best Neighborhood in Pittsfield
- Big Beautiful, Walk to Lake, 8 Bedrooms, Jetted Hot Tub, Fireplace, & Pool Table
- A Mountainside Haven in the Berkshires, Close to the Jiminy Peak Ski Resort
- Grand Colonial Home in the Heart of The Berkshires
- Enjoy Skiing, Fishing, Golfing and More
- Vacation Village in the Berkshires
- The Red Lion Inn
- Hampton Inn & Suites Berkshires Lenox
- Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
- Holiday Inn Club Vacations Oak n' Spruce Resort
- Yankee Inn
- The Black Swan Inn, Ascend Hotel Collection
- Jiminy Peak Mountain Resort
- Courtyard by Marriott Lenox Berkshires
- Seven Hills Inn
- Cranwell Spa and Golf Resort
- Holiday Inn Express Hotel & Suites Great Barrington
An Attraction
- Hotels near Bousquet Ski Area
- Hotels near Hancock Shaker Village
- Hotels near Pittsfield State Forest
- Hotels near Colonial Theater
- Hotels near Berkshire Museum
- Hotels near Canoe Meadows Wildlife Sanctuary
- Hotels near Guido's Marketplace
- Hotels near Berkshire Athenaeum
- Hotels near Barrington Stage Company
- Hotels near Herman Melville's Arrowhead
- Hotels near Arrowhead Museum
- Hotels near Crane Museum of Papermaking
- 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 Berkshire East Ski Resort
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- Hotels near National Shrine of the Divine Mercy
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- Hotels near Sterling and Francine Clark Art Institute
- Hotels near Williamstown Theatre Festival
- Hotels near Van Alen House
- Hotels near October Mountain State Forest
- Hotels near Savoy Mountain State Forest
- Hotels near Shakespeare and Company
- Hotels near The Mount
- Hotels near Chester Town Hall
- Hotels near Beartown State Forest
- Hotels near The Clark Art Institute
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