Independent hotels in Pittsfield, Massachusetts
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
Tonight
12 Sept - 13 SeptTomorrow
13 Sept - 14 SeptNext weekend
18 Sept - 20 SeptIn two weeks
25 Sept - 27 Sept
Save an average of 15% on thousands of hotels when you're signed in
Top Pittsfield Hotel Reviews
Quality Inn Great Barrington
10/10 Excellent
"Outstanding customer service from Wylie, delicious food, coffee in lobby always available, superb housekeeping staff, quiet room, wide range of television channels including multiple HBO stations. We’re coming back!"
Berkshire Mountain Lodge
10/10 Excellent
"The one bedroom room was spacious, comfortable, and clean. Everything was provided in the kitchen. The living area was roomy and comfortable. This experience was much better than the last time I stayed. The staff were polite, friendly, and very helpful."
Vacation Village in the Berkshires
10/10 Excellent
"Room was spacious and clean. Property has great views and well maintained, Staff was friendly and courteous."
Hotel Downstreet, an Ascend Collection Hotel
8/10 Good
"Clean room, great location. Perfect base for a weekend in the Berkshires."
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
8/10 Good
"Stayed overnight for an event at tanglewood, and there’s so much to love about this hotel! Lobby is modern and comfortable, room was a queen suite. The beds were very comfortable and room was immaculately clean. The room could use more electrical outlets, and lighting. The only issue I had was the breakfast was served from 6-10 am on a weekend. By 10, the breakfast area was completely closed up, and all trash cans in the dining area were overflowing. There was one staff member taking out trash, and all the tables were dirty or sticky. It would have been nice to get a muffin or something with coffee to head out for the day. Overall, a great stay, would recommend!"
The Yankee Inn
10/10 Excellent
"Nasically a large motel with both an outdoor and indoor pool. A bit tired, but reasonably close to Lenox and to Tabglewood."
Best Western Plus Berkshire Hills Inn & Suites
8/10 Good
"Clean, staff was great, and ample parking"
Holiday Inn Club Vacations Oak 'n Spruce Resort
8/10 Good
"The temp was 67 degrees in our unit. I called the front desk and they sent someone immediately however who couldn’t get the heat to turn on. The thermostat was not set to turn on until later in the month. The owner must likely to blame for a lack of heat."
Hilton Garden Inn Lenox Pittsfield
8/10 Good
"Big rooms, nice shower pressure. Quiet at night. A great place to stay for enjoying the areas pleasures."