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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 surrounding area 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

    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 8.5
    Very Good - What previous guests thought, 501 reviews

    Located in Lenox, 3.4 miles from Cranwell Spa & Golf Club, Berkshires Untold has accommodations with a shared lounge, free private parking, a terrace and a restaurant.

    From $262.67 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.

  • 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.

  • 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.

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 $159.84 per night
  • Scored out of 10, guest rating 8.6
    Excellent - What previous guests thought, 215 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 $189.07 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 $203.29 per night
  • Scored out of 10, guest rating 8.5
    Very Good - What previous guests thought, 104 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 9.1
    Wonderful - 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 $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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  • Hotel on North

    Pittsfield
    From $198 per night
    Scored out of 10, guest rating 9.2
    Wonderful - What previous guests thought, 190 reviews
    Very nice Hotel with spacious, comfortable and very clean rooms. Comfortable beds. We liked the Coffee maker in each room. Also, the hotel has a very nice Selection of books in the rooms and in the communal places! It also offers free parking. The staff was super nice and very helpful
    Guest review by
    Kristina
    Germany

  • The Central Downtown Inn Suites

    Pittsfield
    From $121.75 per night
    Scored out of 10, guest rating 7.6
    Good - What previous guests thought, 123 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

  • Holiday Inn & Suites Pittsfield-Berkshires by IHG

    Pittsfield
    From $121.75 per night
    Scored out of 10, guest rating 7.8
    Good - What previous guests thought, 230 reviews
    The pool was a real bonus! The on-site restaurant was a delight - excellent food and amusing bartender. The central location was perfect for my needs. Would stay there again without hesitation - lovely hotel.
    Guest review by
    Andrea
    United Kingdom

  • Fairbridge Inn Express Pittsfield

    Pittsfield
    From $99.41 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

  • Berkshire Mountain Lodge

    Pittsfield
    From $163.81 per night
    Scored out of 10, guest rating 8.4
    Very Good - What previous guests thought, 662 reviews
    Room had full kitchen and full size fridge . Cocoa and coffee in lobby. Clean and cozy hotel
    Guest review by
    Anne
    United States