Hotels in Pittsfield

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15 hotels in Pittsfield for your stay

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Most Booked
Lowest price
Closest to downtown
Highest Rated
99+
Hotels in Pittsfield
Golf course
Indoor swimming pool
Skiing
+19
"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."
Good
98 reviews
7.8/10
1 night
From THB 3,215
Check Availability
45
Hotels in Pittsfield
Private parking
Wi-Fi in public areas
Fax/copying service
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.
Good
97 reviews
7.6/10
1 night
From THB 2,528
Check Availability
85
Hotels in Pittsfield
Parking
Gym
Luggage storage
+7
"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👍"
Very Good
97 reviews
8.2/10
1 night
From THB 2,941
Check Availability
99+
Hotels in Pittsfield
Indoor swimming pool
Skiing
Gym
+4
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.
Very Good
48 reviews
8.3/10
1 night
From THB 3,210
Check Availability
84
Hotels in Pittsfield
Indoor swimming pool
Skiing
Hiking
+5
"This should be the most suitable hotel near the school. The kitchen, refrigerator, washing machine, etc. should be fully equipped."
Very Good
100 reviews
8.8/10
1 night
From THB 3,080
Check Availability
96
Hotels in Pittsfield
Indoor swimming pool
Gym
Public parking
+9
"Overall, it was an excellent experience. Outstanding location and facilities. We appreciated the pool and jacuzzi."
Great
88 reviews
9.0/10
1 night
From THB 4,557
Check Availability
99+
Hotels in Pittsfield
Parking
Luggage storage
Bar
+5
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.
Amazing
99 reviews
9.4/10
1 night
From THB 4,647
Check Availability
99+
Hotels in Pittsfield
Private parking
Luggage storage
Wi-Fi in public areas
+1
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.
Very Good
94 reviews
8.6/10
1 night
From THB 2,864
Check Availability
47
Hotels in Pittsfield
Private parking
Business center
Wi-Fi in public areas
"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."
100 reviews
5.2/10
1 night
From THB 2,501
Check Availability
12
Hotels in Pittsfield
Golf course
Wi-Fi in public areas
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.
Outstanding
1 review
10.0/10
Check Availability
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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.)
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Find your unique stays in Pittsfield

Immerse yourself in the vibrant atmosphere of Pittsfield with our handpicked accommodation options

FAQs About Hotels in Pittsfield

What hotel deals are available in Pittsfield?

Trip.com offers various events and deals to its users all year round. You can check the deals page to view Trip.com deals.

What are the best hotels with a spa in Pittsfield?

Planning a trip? A spa visit can be a wonderful part of your travel experience. Holiday Inn & Suites PITTSFIELD-BERKSHIRES by IHG (from THB 2,732) provides highly rated spa services.

Which hotels in Pittsfield have swimming pools?

Which hotels in Pittsfield offer free WiFi?

Whether you are travelling for business or vacation, an internet connection is a must for your trip. Berkshire Mountain Lodge (from THB 2,736), Holiday Inn & Suites PITTSFIELD-BERKSHIRES by IHG (from THB 2,732) and Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG (from THB 3,257) are popular hotels with free Wi-Fi.

Which hotels in Pittsfield have fitness facilities?

Which hotels in Pittsfield provide high-quality breakfasts?

What is the average hotel price in Pittsfield?

For hotels in Pittsfield, the average price on weekdays is THB 4,639, the average price on weekends (Friday–Saturday) is THB 4,994.

What are the most popular hotels in Pittsfield?

Hotel Information for Tourists

Number of Reviews
864
Total Properties
15
Weekday Avg. Price
THB 4,639
Weekend Avg. Price
THB 4,994
Trending hotel
Berkshire Mountain Lodge