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15 hotels in Pittsfield for your stay
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Our top hotel picks are based on price, location, and guest reviews to help you find the best stay.
"Breakfast is good, the bed is large, can sleep two people, there is no additional charge for children.
The location of the hotel is easy to find and the view is good. A few minutes drive from town, convenient for shopping and eating."
With a stay at Berkshire Inn, you'll be centrally located in Pittsfield, within a 15-minute drive of Tanglewood Music Center and Colonial Theater. This motel is 8.2 mi (13.2 km) from Jiminy Peak Mountain Resort and 0.6 mi (0.9 km) from Berkshire Museum.
Take advantage of recreation opportunities such as a seasonal outdoor pool, or other amenities including complimentary wireless internet access and a television in a common area.
Free self parking is available onsite.
Make yourself at home in one of the 38 air-conditioned rooms featuring refrigerators and microwaves. Flat-screen televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Conveniences include desks and irons/ironing boards, and housekeeping is provided daily.
"The surrounding environment of the hotel is very good and the service is very good. I remember that it was 3 o'clock in the night when I arrived at the hotel. The front desk was very welcoming, especially safe, and the environment was quiet. It was close to Northwest University. The surrounding area was very rich. It was about 200 meters away from the subway station. It was convenient When traveling, there is also a bus stop in front of the hotel, and the hotel service is very good👍"
Welcome to Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires. Perfectly positioned between charming Lenox and bustling Pittsfield, our hotel is ideal for discovering the natural beauty and charm of the Berkshires.
Whether you’re here to hike scenic trails, explore local museums and galleries, or enjoy the iconic performances at Tanglewood, our central location is perfect for exploring. Discover the natural beauty of Mount Greylock State Reservation, home to the highest peak in Massachusetts, or step back in time at Hancock Shaker Village. Visit the historic downtowns of Lenox, Great Barrington, Stockbridge, and West Stockbridge for unique shopping, diverse dining, and an authentic taste of Berkshires culture.
After a day of adventure, unwind in our expansive indoor pool and hot tub area. Stay active in our 24-hour fitness center, and wake up to picturesque views of the Berkshire Hills from many of our guest rooms. Experience Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires, where hospitality and comfort are all part of the stay.
Located in Pittsfield, Hotel On North is a 1-minute drive from Barrington Stage Company and 7 minutes from Bousquet Ski Area. This hotel is 5.3 mi (8.6 km) from Hancock Shaker Village and 7.4 mi (11.9 km) from Jiminy Peak Mountain Resort.
Make use of convenient amenities such as complimentary wireless internet access, concierge services, and a banquet hall.
Take advantage of the hotel's room service. Wrap up your day with a drink at the bar/lounge.
Featured amenities include a business center, a 24-hour front desk, and luggage storage. Free self parking is available onsite.
Make yourself at home in one of the 45 air-conditioned rooms featuring minibars and flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have bathtubs or showers and complimentary toiletries. Conveniences include safes and desks, and housekeeping is provided daily.
Located in Pittsfield, The Central Downtown Inn & Suites is a 1-minute drive from Berkshire Museum and 7 minutes from Bousquet Ski Area. This guesthouse is 4.8 mi (7.7 km) from Hancock Shaker Village and 7.2 mi (11.6 km) from Wyndhurst Golf & Club.
Take in the views from a terrace and make use of amenities such as complimentary wireless internet access.
Featured amenities include express check-in, express check-out, and luggage storage. Free self parking is available onsite.
Make yourself at home in one of the 26 individually furnished guestrooms, featuring microwaves and flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms feature shower/tub combinations, complimentary toiletries, and hair dryers. Conveniences include coffee/tea makers and irons/ironing boards, and housekeeping is provided daily.
"For an old Historic Howard Johnsons, this motel is pretty unique. The bed was super comfortable. More comfortable than any motel I have stayed in recently. If you are looking for an inexpensive great night's sleep...and you do not care about luxury...this place has got just that."
Cozy Cape Cod home in the beautiful Berkshires in desired neighborhood. Close to Bousquet Ski Resort, Wild Acres, Tanglewood, Lenox, museums, shopping, grocery stores, dining & hiking trails. Perfect place to relax with friends & family.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
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Trip.com's insights for hotels in Pittsfield
Plan smarter with Trip.com’s data-backed insights on travel seasons so that you can book your Pittsfield hotel at the right time!
What is the cheapest day of the week for hotels in Pittsfield?
Hotel rates in Pittsfield are typically lowest on Tuesday, with average nightly rates around THB 3,385. Saturday tends to be the most expensive, averaging THB 6,515 per night.
(Based on Trip.com data from January 29, 2025 to January 29, 2026.)
0
THB 2,000
THB 4,000
THB 6,000
THB 8,000
THB 5,168
Mon
THB 3,385
Tue
THB 4,207
Wed
THB 5,190
Thu
THB 3,857
Fri
THB 6,515
Sat
THB 3,902
Sun
Find your unique stays in Pittsfield
Immerse yourself in the vibrant atmosphere of Pittsfield with our handpicked accommodation options