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Pittsfield – 14 hotels and places to stay

Hotels with parking in Pittsfield

Free parking
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 293 reviews
From US$192.12 per night
Free parking
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 78 reviews
From US$124.89 per night
Free parking
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 691 reviews
From US$144.65 per night
Free parking
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 315 reviews
From US$109 per night
Free parking
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 22 reviews
From US$353.62 per night
Free parking
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 24 reviews
From US$165.20 per night
Free parking
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 767 reviews
From US$149.79 per night
Free parking
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 25 reviews
From US$330.52 per night
Free parking
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 528 reviews
From US$122.48 per night
Free parking
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 109 reviews
From US$174.25 per night

Most booked hotels in Pittsfield and surroundings in the past month

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Popular with guests booking hotels in Pittsfield

Scored out of 10, guest rating 7.7
Good - What previous guests thought, 123 reviews

Popular with guests booking hotels in Pittsfield

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 24 reviews

Popular with guests booking hotels in Pittsfield

Scored out of 10, guest rating 7.5
Good - What previous guests thought, 139 reviews

Popular with guests booking hotels in Pittsfield

Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 315 reviews

Popular with guests booking hotels in Pittsfield

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 190 reviews

Popular with guests booking hotels in Pittsfield

Scored out of 10, guest rating 7.7
Good - What previous guests thought, 235 reviews

Popular with guests booking hotels in Lenox

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 767 reviews

Popular with guests booking hotels in Lenox

Scored out of 10, guest rating 7.0
Good - What previous guests thought, 288 reviews

Popular with guests booking hotels in Lenox

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 502 reviews

Popular with guests booking hotels in Lenox

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 109 reviews

Best hotels with breakfast in Pittsfield and nearby

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 767 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$149.79 per night
Scored out of 10, guest rating 7.0
Good - What previous guests thought, 288 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, 206 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$145.63 per night
Scored out of 10, guest rating 7.7
Good - What previous guests thought, 10 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$168.67 per night
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 109 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$174.25 per night
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 549 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$244.62 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.

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

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

Hotels located in the centre of Pittsfield

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

Set in Pittsfield, 12 km from Cranwell Spa & Golf Club and 12 km from Tanglewood Musical Center, Berkshire Vacation Rentals: Chic Pittsfield Home With A View offers a garden and air conditioning.

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.

Budget hotels in Pittsfield and nearby

Scored out of 10, guest rating 6.5
Pleasant - What previous guests thought, 180 reviews

This Massachusetts motel offers rooms with free Wi-Fi and a 24-hour front desk. The motel is within a 5-minute drive of the Arrowhead Museum, former home of Herman Meville.

From US$77.07 per night

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

Scored out of 10, guest rating 7.0
Good - What previous guests thought, 14 reviews

This Lanesboro, Massachusetts motel is located less than 1 mile from Pontoosuc Lake and boasts free Wi-Fi access and cable TV in every room. Balance Rock State Park is 2 miles away.

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

Located in Lenox, 5.9 km from Tanglewood Musical Center and 6.1 km from Tanglewood, Beautiful Lenox Home, 3 Mi to Shakespeare and Co! offers air conditioning.

Scored out of 10, guest rating 5.5
Passable - What previous guests thought, 21 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 9.7
Exceptional - What previous guests thought, 3 reviews

Located in Lenox, 5.4 km from Cranwell Spa & Golf Club and 5.6 km from Tanglewood Musical Center, Restored 1881 Farm House provides air-conditioned accommodation with a terrace and free WiFi.

From US$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

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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From US$109 per night
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 315 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
From US$149 per night
Scored out of 10, guest rating 9.1
Superb - 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
From US$96.05 per night
Scored out of 10, guest rating 7.2
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
From US$165.20 per night
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 24 reviews
Brand new Hotel opened in July 2025, great breakfast, nice management.
Guest review by
Christian
Germany
From US$144.82 per night
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 658 reviews
Nice clean hotel worth the money location was great as well.
Guest review by
Jazmine
United States