Compare and book 4 Star hotels in Pittsfield, Massachusetts
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Our top choices for Pittsfield 4-star hotels
9.6 out of 10, Exceptional, (648 reviews)
"amazing friendly and helpful staff
perfect stay!"
Thomas
The price is 7.341.885 ₫
8.200.886 ₫ total
includes taxes & fees
16 Aug - 17 Aug
8.6 out of 10, Excellent, (381 reviews)
"Large, clean, comfortable suite."
Rena
The price is 2.736.760 ₫
3.057.014 ₫ total
includes taxes & fees
30 Jul - 31 Jul
9.8 out of 10, Exceptional, (99 reviews)
"Beautifully decorated inside and gorgeous gardens and landscaping outside. A lovely serene spot away from the crowds that are only minutes away in downtown Stockbridge. The breakfasts were plentiful, artfully presented and delicious. Staff were friendly and very competent."
Barbara
The price is 9.757.602 ₫
11.444.394 ₫ total
includes taxes & fees
29 Jul - 30 Jul
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and ChesterwoodStockbridge
9.2 out of 10, Wonderful, (113 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
Philippe
The price is 8.688.424 ₫
10.510.471 ₫ total
includes taxes & fees
16 Aug - 17 Aug
7.8 out of 10, Good, (467 reviews)
"Great location, nice breakfast and clean rooms"
Christopher
10.0 out of 10, Exceptional, (75 reviews)
"This was our second stay at 33 Main. Wonderfully maintain, homey environment, with friendly, welcoming and helpful staff. Welcoming cookies, and beautiful water bottle. They even remembered that we asked for the beach and gave us excellent recommendation. Convenient parking in the back. My only suggestion for improvement is breakfast - last year it was much better."
Tatyana
The price is 19.686.778 ₫
21.990.130 ₫ total
includes taxes & fees
23 Aug - 24 Aug
9.6 out of 10, Exceptional, (303 reviews)
"Clean rooms and staff were very knowledgeable about the area. Breakfast was very good. Beautiful room and view on second floor.
Would recommend as a place to get away from it all!!"
Angela
10.0 out of 10, Exceptional, (139 reviews)
"Room was great, staff was awesome, amenities were cool"
Francis
The price is 10.762.835 ₫
12.022.008 ₫ total
includes taxes & fees
27 Aug - 28 Aug
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Learn more about Pittsfield
Nestled in the heart of the Berkshires, this cultural hub boasts the renowned Berkshire Museum and historic Colonial Theatre. Outdoor enthusiasts can hike nearby Pittsfield State Forest trails before exploring the vibrant downtown's farm-to-table restaurants and local art galleries.
Top Pittsfield Hotel Reviews
The Williams Inn
10/10 Excellent
The Central Downtown Inn & Suites
8/10 Good