Find Boutique Hotels in Pittsfield, MA

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Recommended hotels in Pittsfield

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,000 reviews)
"It was a solid experience at the Best western, staff was super nice, the room was spacious and clean, the breakfast was delicious and the location is superb. Overall it was a great experience and will definitely stay there again "
United States
Kristina
The price is NT$3,402
NT$3,800 total
includes taxes & fees
Mar 26 - Mar 27
Best Western Plus Berkshire Hills Inn & Suites

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (672 reviews)
" Nice staff - beautiful hotel!"
United States
MARY
The price is NT$4,088
NT$4,566 total
includes taxes & fees
Mar 29 - Mar 30
Hilton Garden Inn Lenox Pittsfield

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (848 reviews)
"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."
United States
MARIA J
The price is NT$2,745
NT$3,066 total
includes taxes & fees
Mar 23 - Mar 24
Berkshire Inn

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (87 reviews)
"Amazing stuff they went above and beyond to accommodate on fridge cold day, good breakfast, hot tub is amazing "
United States
Paulo Eduardo
The price is NT$4,213
NT$4,706 total
includes taxes & fees
Apr 6 - Apr 7
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (835 reviews)
"The hotel was even more beautiful in person! Rooms were incredibly spacious and lovely. The staff was incredibly friendly and helpful. Great stay would definitley return. "
United States
Alessandra
The price is NT$4,756
NT$5,312 total
includes taxes & fees
Mar 29 - Mar 30
Hotel On North

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (883 reviews)
"The staff were friendly and welcoming and the rooms were spacious and clean. Pool and hot tub were fun after a long day of skiing. It was an overall great experience. The hot cocoa and coffee was a nice touch and would recommend this hotel to any skiers or snowboarders trying out the nearby mountains! "
United States
Daniel
The price is NT$2,906
NT$3,959 total
includes taxes & fees
Mar 22 - Mar 23
Berkshire Mountain Lodge

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (1,000 reviews)
"Staff was very courteous and rooms clean."
United States
Steven
The price is NT$3,926
NT$4,385 total
includes taxes & fees
Mar 23 - Mar 24
Holiday Inn & Suites Pittsfield-Berkshires by IHG

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (814 reviews)
"The room was absolutely horrible and extremely dirty!"
United States
Mandy
The price is NT$2,269
NT$2,535 total
includes taxes & fees
Apr 5 - Apr 6
FairBridge Inn Express

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (359 reviews)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is NT$3,256
NT$3,637 total
includes taxes & fees
Mar 22 - Mar 23
The Central Downtown Inn & Suites

The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (781 reviews)
"Very nice motel - well maintained and pleasant management"
United States
Cherie
The price is NT$2,394
NT$2,674 total
includes taxes & fees
Mar 22 - Mar 23
The Villager Motel
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

Frequently asked questions

What's there to see and do in Pittsfield?
The theaters and sporting events are just some of the things to enjoy while you're in the area. Experience the cultural highlights around Pittsfield with a visit to Berkshire Museum, Colonial Theater, and Hancock Shaker Village. You might also like to explore more of the area and take in additional sights like Bousquet Ski Area, Barrington Stage Company, and Crane Museum of Papermaking while you're here.
What kind of weather should I plan for when I travel to Pittsfield?
Getting an idea of what to expect from the weather in Pittsfield is important when you plan your trip. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Pittsfield are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What's the best way to get to my boutique hotel in Pittsfield?
You have a few options for getting to Pittsfield. The closest major airport is Pittsfield, MA (PSF-Pittsfield Municipal), which is located 2.5 mi (4 km) from the heart of the city, but Hudson, NY (HCC-Columbia County) may also be an option. To explore the surrounding area, hop aboard a train at Pittsfield Intermodal Transportation Center or Pittsfield Station.

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