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Top Pittsfield Adventure Hotels

Element Lenox Berkshires
Lenox
9.6 out of 10, Exceptional, (10)
The price is AED 496
AED 554 total
includes taxes & fees
20 Nov - 21 Nov

Courtyard by Marriott Lenox Berkshires
Lenox
9.2 out of 10, Wonderful, (586)
The price is AED 433
AED 484 total
includes taxes & fees
14 Dec - 15 Dec

Pilgrim Inn
Lee
5.8 out of 10, (331)
The price is AED 265
AED 296 total
includes taxes & fees
16 Nov - 17 Nov

North Getaway Cottage
Williamstown
9.4 out of 10, Exceptional, (23)
The price is AED 744
AED 1,635 total
includes taxes & fees
17 Nov - 18 Nov

Pet Friendly Riverfront Home in Great Barrington
Great Barrington
9.0 out of 10, Wonderful, (4)
The price is AED 744
AED 1,093 total
includes taxes & fees
17 Nov - 18 Nov

Cozy. Clean. Free bagel shop. 3 Fireplaces.
Great Barrington
The price is AED 1,249
AED 2,105 total
includes taxes & fees
19 Nov - 20 Nov

Charming 5-bedroom farmhouse with AC, WiFi in delightful Ghent
Ghent
10.0 out of 10, Exceptional, (4)
The price is AED 1,102
AED 2,110 total
includes taxes & fees
17 Nov - 18 Nov
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.
Top Pittsfield Hotel Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG
10/10 Excellent
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Hotels near popular Pittsfield Attractions
- Hotels near Bousquet Ski Area
- Hotels near Hancock Shaker Village
- Hotels near Colonial Theater
- Hotels near Berkshire Museum
- Hotels near Barrington Stage Company
- Hotels near Guido's Marketplace
- Hotels near Berkshire Athenaeum
- Hotels near Canoe Meadows Wildlife Sanctuary
- Hotels near Crane Museum of Papermaking
- Hotels near Herman Melville's Arrowhead
Pittsfield Hotels by Star Rating
Explore more hotels
- Vacation Village in the Berkshires
- Hotel Downstreet, an Ascend Collection Hotel
- The Williams Inn
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- Quality Inn
- Comfort Inn & Suites East Greenbush - Albany
- The Black Swan Lee - Lenox, an Ascend Collection Hotel
- The Yankee, Trademark Collection by Wyndham
- Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
- Holiday Inn Express Hotel & Suites Great Barrington by IHG
- Quality Inn
- Jiminy Peak Mountain Resort
- Huttopia Berkshires
- Hampton Inn & Suites Berkshires-Lenox
- Monument Mountain Motel
- Courtyard by Marriott Lenox Berkshires
- Howard Johnson by Wyndham Lenox
- The Porches Inn at Mass MoCA
- Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires




























