Skip to main content

Search hotels in Pittsfield, MA

Enter your dates to see the latest prices and deals for Pittsfield hotels

Pittsfield – 14 hotels and places to stay

Show all

Hotels with parking in Pittsfield

Most booked hotels in Pittsfield and surrounding area in the past month

See all

Best hotels with breakfast in Pittsfield and nearby

  • Scored out of 10, guest rating 8.5
    Very Good - What previous guests thought, 768 reviews

    Nestled on a 111-acre wildlife sanctuary and surrounded by the beauty of the Berkshires, The Yankee, Trademark Collection by Wyndham provides a welcoming stay by the famous Appalachian Trail in...

    From $159.84 per night
  • Scored out of 10, guest rating 7.0
    Good - What previous guests thought, 291 reviews

    Featuring a garden, Howard Johnson by Wyndham Lenox is located in Lenox in the Massachusetts region, 4.6 miles from Cranwell Spa & Golf Club and 4.8 miles from Tanglewood Musical Center.

    From $88.24 per night
  • Scored out of 10, guest rating 8.6
    Excellent - What previous guests thought, 213 reviews

    This Lenox, Massachusetts hotel is situated only a short distance from area attractions, including historic downtown Lenox and features a variety of free amenities along with comfortable and modern...

    From $173.11 per night
  • Scored out of 10, guest rating 7.7
    Good - What previous guests thought, 6 reviews

    Element Lenox Berkshires in Lenox features 3-star accommodations with a terrace and a bar. Offering a restaurant, the property also has free bikes, as well as an indoor pool and a fitness center.

    From $191.01 per night
  • Scored out of 10, guest rating 8.6
    Excellent - What previous guests thought, 105 reviews

    Located in Lenox, 2.9 miles from Cranwell Spa & Golf Club, Courtyard by Marriott Lenox Berkshires provides accommodations with free bikes, free private parking, a fitness center and a terrace.

    From $203.29 per night
  • Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 563 reviews

    Located on four acres, this bed and breakfast features traditional exteriors and stunning, updated designer rooms and bathrooms which are all equipped with cable TV, high-speed internet, and coffee...

    From $439.43 per night
  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 3 reviews

    Elegant Pittsfield Home Near Downtown and Skiing! is located in Pittsfield, just 7.9 miles from Tanglewood Musical Center and 8 miles from Tanglewood.

  • Spacious Historic Home in the Berkshires! offers accommodations in Pittsfield, 7.8 miles from Tanglewood Musical Center and 8 miles from Tanglewood.

Hotels located in the center of Pittsfield

  • Scored out of 10, guest rating 7.5
    Good - What previous guests thought, 2 reviews

    Berkshire Vacation Rentals: Chic Pittsfield Home With A View is located in Pittsfield, just 7.2 miles from Cranwell Spa & Golf Club and 7.3 miles from Tanglewood Musical Center.

  • Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 1 review

    Pittsfield Home with Deck - 12 Mi to Jiminy Peak! is located in Pittsfield, just 12 miles from Tanglewood Musical Center and 12 miles from Tanglewood.

Budget hotels in Pittsfield and nearby

  • Lakeside Berkshires Home Near Hiking and Skiing! is located in Lanesborough, just 12 miles from Tanglewood Musical Center and 13 miles from Tanglewood.

  • Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 3 reviews

    3.7 miles from Tanglewood Musical Center in Lenox, Beautiful Lenox Home, 3 Mi to Shakespeare and Co! provides accommodations with access to a spa center.

  • Scored out of 10, guest rating 6.0
    Pleasant - What previous guests thought, 20 reviews

    This resort offers yoga classes on Saturday and Sunday. Tanglewood Musical Center, an entertainment venue, is 5 minutes’ drive away from this tranquil property.

  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 2 reviews

    Restored 1881 Farm House offers accommodations in Lenox, 8.6 miles from Norman Rockwell Museum and 26 miles from The Clark Art Institute.

    From $458.98 per night

FAQs about hotels in Pittsfield

What Guests Said About Pittsfield:

  • 4.0

    I stayed in Pittsfield to visit the New Lebanon and...

    I stayed in Pittsfield to visit the New Lebanon and Pittsfield Shaker villages. It was wonderful to see these historical places. Pittsfield is a bit sad as a town, a bit decayed... though they do have a theater and a concert hall.
    Guest review by
    LILIANA
    Chile
  • 8.0

    We chose Pittsfield over Lenox because of their Friday...

    We chose Pittsfield over Lenox because of their Friday evening Street Fair and choice of two theaters. The Clark Institute in Williamstown, MA, and Tanglewood, with performances of the Boston Symphony Orchestra (Summer only), are within easy driving distance.
    Guest review by
    Heinz
    United States
  • 8.0

    Tanglewood is close to Pittsfield- great location.

    Tanglewood is close to Pittsfield- great location. We love staying in Pittsfield. There are many terrific activities to do in the Berkshires- museums, theaters, dance, Shakespeare, hiking, etc. Lots of wonderful scenery in the Berkshires!.Many really good restaurants and shops, too.
    Guest review by
    Judith
    United States
  • 10.0

    Pittsfield was a very nice area.

    Pittsfield was a very nice area. We went candlestick bowling in North Adams with was probably about 2o minutes north of Pittsfield. The restaurant in the hotel was amazing! We also had breakfast at a place call Otto's and that was very good.
    Guest review by
    Jodi
    United States
  • 8.0

    110 restaurant was very nice and GLUTEN FREE with a lot of...

    110 restaurant was very nice and GLUTEN FREE with a lot of options. Drinks and food were quite good. Staff were inexperienced had to ask for extra napkins due to server spills. Most there to meet old friends. Extensive
    Guest review by
    BT
    United States
  • 8.0

    A lot to explore in the Berkshires.

    A lot to explore in the Berkshires. Pittsfield is good because Lenox, Lee & Stockbridge are all close. But it's not as expensive as staying in those locations. Berkshire Museum was nice, Arrowhead was a great visit & I really enjoyed hiking Monument Mountain. Barrington Stage Company & Berkshire Theater Group had fine produtions. A very enjoyable weekend.
    Guest review by
    Charles
    United States

See reviews by guests who stayed at hotels in Pittsfield

See all

  • Best Western Plus Berkshire Hills Inn & Suites

    Pittsfield
    From $117.73 per night
    Scored out of 10, guest rating 8.1
    Very Good - What previous guests thought, 307 reviews
    The breakfast was a good variety - there were cereal, muffins, eggs, bagels, waffles, juices, fruit. There was a dedicated staff member making sure everything was full. We went down the street for dinner to the Roasted Garlic which was a great little spot, helpfully recommended by the hotel staff. We had a suite which was a great fit for our family and everyone had a comfy bed and didn't have to share.
    Guest review by
    JULIE
    United States

  • The Central Downtown Inn Suites

    Pittsfield
    From $121.75 per night
    Scored out of 10, guest rating 7.7
    Good - What previous guests thought, 127 reviews
    Fantastic studio with modern, elegant furniture, functional and spotless clean, cozy and very comfortable and quiet. In walking distance to town center of Pittsfield and shopping center. Surroundings offer great hiking (e.g. Appalachian trail in Dalton).
    Guest review by
    Felix
    Switzerland

  • Berkshire Inn

    Pittsfield
    From $96.05 per night
    Scored out of 10, guest rating 7.3
    Good - What previous guests thought, 394 reviews
    Beautiful area to walk or eat cheap fast food. 🍱 I loved the mirror and the bed. Pittsfield downtown is not far away and you can go 30 minutes by car to the amazing The Clark Museum or Tanglewood for concerts. I also liked the pool!
    Guest review by
    Mattias
    Germany

  • Fairbridge Inn Express Pittsfield

    Pittsfield
    From $89 per night
    Scored out of 10, guest rating 3.9
    Poor - What previous guests thought, 155 reviews
    This has been one of the worst hotels we have ever rented. I don’t know why booking.com allows such low value properties to get advertised here.
    Guest review by
    ROOTS
    United States

  • Hotel on North

    Pittsfield
    From $192 per night
    Scored out of 10, guest rating 9.1
    Wonderful - What previous guests thought, 190 reviews
    Lovely exceptional hotel
    Guest review by
    Anne
    United Kingdom

Research, refine, and make plans for your whole trip

Hotels in Albany

Flexible on where to stay? Look up hotels in nearby Albany, not too far from Pittsfield.

Cheap vacations in Pittsfield

Book the best flights, stays, and more – all in one place

Hotels near Empire State Plaza Convention Center

Hotels close to a popular local landmark.

Hotels near Jiminy Peak Mountain Resort

Hotels close to a popular local landmark.

Car rental in Pittsfield

Rent a car and hit the road.

Hotels near Albany International Airport

Perfect for a late arrival or early departure.

Hotels near Bradley International Airport

Got a layover, late arrival, or early departure? Find hotels conveniently close to the airport.

Hotels in New York

Discover another destination in the United States.

Hotels in Las Vegas

Discover another destination in the United States.