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Pittsfield – 14 hotels and places to stay

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Hotels with parking in Pittsfield

Most booked hotels in Pittsfield and surroundings in the past month

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Budget hotels in Pittsfield and nearby

  • Scored out of 10, guest rating 7.0
    Good - What previous guests thought, 293 reviews

    Boasting a garden, Howard Johnson by Wyndham Lenox is situated in Lenox in the Massachusetts region, 7.4 km from Cranwell Spa & Golf Club and 7.7 km from Tanglewood Musical Center.

    From US$88.24 per night
  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 501 reviews

    Situated in Lenox, 5.5 km from Cranwell Spa & Golf Club, Berkshires Untold features accommodation with a shared lounge, free private parking, a terrace and a restaurant.

    From US$262.67 per night
  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 3 reviews

    Situated in Pittsfield, 13 km from Tanglewood Musical Center and 13 km from Tanglewood, Elegant Pittsfield Home Near Downtown and Skiing! offers a garden and air conditioning.

  • Set in Pittsfield, 12 km from Cranwell Spa & Golf Club and 13 km from Tanglewood Musical Center, Spacious Historic Home in the Berkshires!

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

    Featuring air-conditioned accommodation with a patio, Berkshire Vacation Rentals: Chic Pittsfield Home With A View is set in Pittsfield.

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

    Set in Pittsfield in the Massachusetts region, Pittsfield Home with Deck - 12 Mi to Jiminy Peak! features a balcony.

  • Boasting accommodation with a balcony, Lakeside Berkshires Home Near Hiking and Skiing! is situated in Lanesborough.

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

    Located in Lenox, 5.7 km from Cranwell Spa & Golf Club and 5.9 km from Tanglewood Musical Center, Beautiful Lenox Home, 3 Mi to Shakespeare and Co! offers air conditioning.

Best hotels with breakfast in Pittsfield and nearby

  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 771 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 US$159.84 per night
  • Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 215 reviews

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

    From US$189.01 per night
  • Scored out of 10, guest rating 7.7
    Good - What previous guests thought, 6 reviews

    Element Lenox Berkshires in Lenox has 3-star accommodation with a terrace and a bar. Featuring a restaurant, the property also has free bikes, as well as an indoor pool and a fitness centre.

    From US$203.29 per night
  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 104 reviews

    Located in Lenox, 4.7 km from Cranwell Spa & Golf Club, Courtyard by Marriott Lenox Berkshires provides accommodation with free bikes, free private parking, a fitness centre and a terrace.

    From US$203.29 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 561 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 US$439.43 per night
  • 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.

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

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  • Best Western Plus Berkshire Hills Inn & Suites

    Pittsfield
    From US$122.48 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 US$121.75 per night
    Scored out of 10, guest rating 7.6
    Good - What previous guests thought, 124 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 US$96.05 per night
    Scored out of 10, guest rating 7.3
    Good - What previous guests thought, 393 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 US$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 US$195 per night
    Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 191 reviews
    Lovely exceptional hotel
    Guest review by
    Anne
    United Kingdom