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Pittsfield – 7 hotels and places to stay

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Hotel on North, hotel in Pittsfield

Located in Pittsfield and within 8.1 miles of Tanglewood, Hotel on North has a bar, non-smoking rooms, and free WiFi throughout the property.

It was beautifully designed, with interesting artifacts and artwork and large, bright, comfortable room and bathroom. The whole hotel was creatively designed with the old floors and details left. It was comfortable to hang out in, with lots of sitting areas, even a lovely big skylit area on the second floor outside our room. Pittsfield was an interesting urban town, different from nearby areas like Lenox. We had a fabulous breakfast at Dottie’s nearby.
Scored 9.1
9.1
Rated wonderful
Wonderful
189 reviews
Price from
$199
1 night, 2 adults
Hilton Garden Inn Lenox Pittsfield, hotel in Pittsfield

Hilton Garden Inn Lenox/Pittsfield/Berkshires offers accommodations in Pittsfield. The hotel has a fitness center and indoor pool, and guests can enjoy a meal at the restaurant or a drink at the bar.

Great location. Very nice restaurant.
Scored 8.3
8.3
Rated very good
Very Good
171 reviews
Price from
$163.56
1 night, 2 adults
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel, hotel in Pittsfield

Welcome to the Holiday Inn and Suites Pittsfield-Berkshires Centrally located in downtown Pittsfield Massachusetts.

Location was ideal.
Scored 7.5
7.5
Rated good
Good
268 reviews
Price from
$109
1 night, 2 adults
Best Western Plus Berkshire Hills Inn & Suites, hotel in Pittsfield

Located off Route 20, this Pittsfield hotel is 3.5 miles from Lichtenstein Center for the Arts. The hotel features a hydro-massage tub and a gym as well as traditional rooms with free Wi-Fi.

The front desk staff where very friendly, and recommended area restaurants. They explained times for breakfast. The room was clean and supplied with everything I needed.
Scored 7.9
7.9
Rated good
Good
258 reviews
Price from
$105.78
1 night, 2 adults
Berkshire Mountain Lodge, hotel in Pittsfield

Featuring an indoor swimming pool and a fitness center, Berkshire Mountain Lodge is located in Pittsfield. Free WiFi access is available in this lodge.

Quality and size of room.
Scored 8.5
8.5
Rated very good
Very Good
598 reviews
Price from
$165
1 night, 2 adults
Berkshire Inn, hotel in Pittsfield

In the heart of the Berkshire Mountains, this family-owned motel features an outdoor pool and free Wi-Fi. The Bousquet Ski Area is only an 8-minute drive away.

Everything was clean. Bed was comfortable. Room was great. Maid service every morning.
Scored 7.3
7.3
Rated good
Good
415 reviews
Price from
$85.99
1 night, 2 adults
Heart of the Berkshires Motel, hotel in Pittsfield

Located in Pittsfield, within 9.2 miles of Tanglewood Musical Center and 9.3 miles of Tanglewood, Heart of the Berkshires Motel provides accommodations with a shared lounge and free WiFi as well as...

The room was clean and neat and the whole facility is in process of upgrade and renovation. I was looking for a safe, clean place to stay before meeting friends the next day, so I was not looking for a resort-type experience. The price reflects that "value" status and it was totally adequate for what I wanted. Many things have been updated for instance a new huge TV. The setting is also back from the road and I heard no noise or disturbance during the night.
Scored 7.0
7.0
Rated good
Good
105 reviews
Price from
$85.09
1 night, 2 adults
The Yankee, Trademark Collection by Wyndham, hotel in Pittsfield

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...

Staff at front desk was excellent!
Scored 8.4
8.4
Rated very good
Very Good
916 reviews
Price from
$152
1 night, 2 adults
Courtyard by Marriott Lenox Berkshires, hotel in Pittsfield

Located in Lenox, 3 miles from Tanglewood, Courtyard by Marriott Lenox Berkshires provides accommodations with free bikes, free private parking, a fitness center and a terrace.

Very conveniently located
Scored 8.6
8.6
Rated excellent
Excellent
138 reviews
Price from
$144
1 night, 2 adults
Hampton Inn & Suites Berkshires-Lenox, hotel in Pittsfield

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...

Breakfast ok location didn’t matter
Scored 8.7
8.7
Rated excellent
Excellent
290 reviews
Price from
$126.65
1 night, 2 adults
See all 8 hotels in Pittsfield

Most-booked hotels in Pittsfield in the past month

What Guests Said About Pittsfield:

  • Scored 8.0
    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.
    Charles
    United States of America
  • Scored 8.0
    8.0

    Basic room in a throw-back motel was perfect for us in...

    Basic room in a throw-back motel was perfect for us in Pittsfield. Large dormroom size refrigerator with a actual freezer which is great to refreeze ice packs for your cooler. Good TV, which important for us. The only suggestion would be to add acouple of small ice trays so ice cubes would be available. Check-in super easy, all via text.
    Catherine
    United States of America
  • Scored 10
    10

    The town has changed (improved) dramatically since I was...

    The town has changed (improved) dramatically since I was last there, some 12 years ago. It's a happening place, seems much safer than it used to be, lots of cool things to do and easy access to nature as well.
    Karolina
    United States of America
  • Scored 6.0
    6.0

    Pittsfield can hardly be recommended as a tourism...

    Pittsfield can hardly be recommended as a tourism destination point (it's a small industrial town with a miniature downtown), but it can serve as a place to stay in order to visit various places of interest in the Berkshires.
    Anna
    United States of America
  • Scored 8.0
    8.0

    Pittsfield is a city with small town vibes.

    Pittsfield is a city with small town vibes. It has this charming, slow paced lifestyle, that differs from other cities. Generally, people do not seem to be in much of a hurry here. Also, Pittsfield has a beautiful landscape, with accessible/convient hiking trails, and lakes. I just wish there were a better night life here.
    Kristie
  • Scored 10
    10

    The many attractions of Berkshire County, especially in...

    The many attractions of Berkshire County, especially in summer, are legendary. A car is almost a necessity, although Amtrak service (one train daily, two on summer weekends) is available. The Amtrak station is located one block from The Hotel on North Street.
    A
    Anonymous

See reviews by guests who stayed at hotels in Pittsfield

  • Scored 9.1
    9.1
    Rated wonderful
    Wonderful
     · 86 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).
    Felix
    Switzerland
  • From $96.05 per night
    Scored 7.3
    7.3
    Rated good
    Good
     · 415 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!
    Mattias
    Germany
  • From $123 per night
    Scored 7.0
    7.0
    Rated good
    Good
     · 105 reviews
    Wonderful host and facilities. Very convenient as well. A great stay in Pittsfield.
    Adam
    United Kingdom
  • From $204.31 per night
    Scored 8.5
    8.5
    Rated very good
    Very Good
     · 598 reviews
    Nice clean hotel worth the money location was great as well.
    J
    Jazmine
    United States of America
  • From $165.32 per night
    Scored 9.1
    9.1
    Rated wonderful
    Wonderful
     · 189 reviews
    lovely hotel with friendly staff, great place to stay
    Raymond
    Ireland

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