Find Hotels with Free Parking in Pittsfield, MA
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Top Pittsfield Hotels with Free Parking
Monument Mountain Motel
Great Barrington
9.0 out of 10, Wonderful, (792)
"Yes it was clean & staff was very polite. "
Barbara L.
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
9.0 out of 10, Wonderful, (1000)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
Elisabeth
The price is AED 390
AED 436 total
includes taxes & fees
11 Dec - 12 Dec
Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
8.6 out of 10, Excellent, (1001)
"I have stayed here many times and it is consistently a comfortable, clean and quiet place."
Jeanine
The price is AED 343
AED 384 total
includes taxes & fees
24 Nov - 25 Nov
Howard Johnson by Wyndham Lenox
Lenox
7.6 out of 10, Good, (824)
"Staff was very friendly and helpful."
Pamela
The price is AED 290
AED 324 total
includes taxes & fees
23 Nov - 24 Nov
Berkshire Inn
Pittsfield
7.8 out of 10, Good, (838)
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
MARIA J
The price is AED 270
AED 302 total
includes taxes & fees
22 Dec - 23 Dec
Hotel On North
Pittsfield
9.6 out of 10, Exceptional, (798)
"Clean room and staff was super friendly"
Yuen
The price is AED 490
AED 547 total
includes taxes & fees
22 Dec - 23 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
8.0 out of 10, Very Good, (962)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
Frank
The price is AED 328
AED 366 total
includes taxes & fees
29 Nov - 30 Nov
The Central Downtown Inn & Suites
Pittsfield
8.6 out of 10, Excellent, (345)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
Lynn
The price is AED 328
AED 366 total
includes taxes & fees
24 Nov - 25 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
Vacation Village in the Berkshires
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 Guido's Marketplace
- Hotels near Barrington Stage Company
- Hotels near Berkshire Athenaeum
- Hotels near Canoe Meadows Wildlife Sanctuary
- Hotels near Herman Melville's Arrowhead
- Hotels near Crane Museum of Papermaking
Pittsfield Hotels by Star Rating
Explore more hotels
- Vacation Village in the Berkshires
- The Williams Inn
- Berkshires Untold
- The Red Lion Inn
- Comfort Inn & Suites East Greenbush - Albany
- The Black Swan Lee - Lenox, an Ascend Collection Hotel
- Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
- Hotel Downstreet, an Ascend Collection Hotel
- The Yankee, Trademark Collection by Wyndham
- Holiday Inn Express Hotel & Suites Great Barrington by IHG
- Courtyard by Marriott Lenox Berkshires
- Howard Johnson by Wyndham Lenox
- Jiminy Peak Mountain Resort
- Hampton Inn & Suites Berkshires-Lenox
- Quality Inn
- Monument Mountain Motel
- The Porches Inn at Mass MoCA
- Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
- Huttopia Berkshires
- Fairfield Inn & Suites by Marriott Williamstown