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Top 10 Hotels in Pittsfield

The Best Neighborhood in Pittsfield
Grand Colonial Home in the Heart of The Berkshires
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5/5Exceptional! (6 reviews)
Great place to gather a group

"The house was great for a few families to get together and enjoy the fall season. Everything was easy from start to finish and we had a wonderful time!"…"

Reviewed on 23 Oct 2019

Grand Colonial Home in the Heart of The Berkshires
A Mountainside Haven in the Berkshires, Close to the Jiminy Peak Ski Resort
Big Beautiful, Walk to Lake, 8 Bedrooms, Jetted Hot Tub, Fireplace, & Pool Table
£553
per night
6 Jan-7 Jan
4.7/5Exceptional! (27 reviews)
Lovely Getaway Home for Extended Family

"I rented Margaret's home for a short stay with my children and grandchildren. The house was roomy and well-stocked. The toy closets were a really nice extra, as nothing keeps small children happier than new or different toys to play with. The great room was very large and allowed us to enjoy our ..."…"

Reviewed on 9 Sep 2019

Big Beautiful, Walk to Lake, 8 Bedrooms, Jetted Hot Tub, Fireplace, & Pool Table
Yankee Suites Extended Stay
4 out of 5
20 W Housatonic St., Pittsfield, MA
£68
per night
19 Dec-20 Dec
4.4/5Excellent! (129 reviews)

"We enjoyed our stay! Very clean and good service! I would recommend this place to others"…"

Reviewed on 28 Nov 2019

Yankee Suites Extended Stay
Dancing Horse Lodge, a 3 BD Home Located on a 20-acre Horse Farm
Best Western Plus Berkshire Hills Inn & Suites
2.5 out of 5
1350 W Housatonic St, Pittsfield, MA
Free cancellationReserve now, pay when you stay
£67
per night
17 Dec-18 Dec
4.2/5Very Good! (607 reviews)

"Friendly staff. Quiet hotel. Very clean. We will stay here again."…"

Reviewed on 10 Dec 2019

Best Western Plus Berkshire Hills Inn & Suites
Honeysuckle Rose Cottage
173 Barker Rd, Pittsfield, MA
£94
per night
17 Dec-18 Dec
Honeysuckle Rose Cottage
Heart of the Berkshires Motel
2 out of 5
970 W Housatonic St, Pittsfield, MA
Free cancellationReserve now, pay when you stay
£51
per night
20 Dec-21 Dec
3.1/5 (89 reviews)

"Stay was fine. Staff was very helpful. Room was dated but clean"…"

Reviewed on 20 Oct 2019

Heart of the Berkshires Motel
Hotel On North
3.5 out of 5
297 North Street, Pittsfield, MA
Free cancellationReserve now, pay when you stay
£101
per night
22 Dec-23 Dec
4.7/5Exceptional! (249 reviews)

"Each room was unique, comfortable and very clean. Restaurants were nearby and there was a lot of cool Artwork on display."…"

Reviewed on 8 Oct 2019

Hotel On North
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Visiting Pittsfield

Visitors to Pittsfield are sure to enjoy the sporting events, entertainment and theatres. Tourists can also enjoy the city's museums, lakeside setting and ski areas. Top sights around the area include Tanglewood Music Center and Mass MoCA.

  • There are 18 hotels and other accommodation options in Pittsfield
  • The closest major airport is in Pittsfield, MA (PSF-Pittsfield Municipal), 2.5 mi (4 km) from the city centre
  • The next closest is in Hudson, NY (HCC-Columbia County), 25.7 mi (41.4 km) away

Sightseeing and Staying in Pittsfield

Well known for its theatres, the city's cultural venues include Berkshire Museum, Colonial Theater and Berkshire Athenaeum. A couple of additional sights to add to your agenda are Bousquet Ski Area and Pittsfield State Forest.

As you plan your holiday, you'll find 18 hotels and other lodging options to select from in Pittsfield. Here you'll find top ones based on our user reviews:

  • Hotel On North - With a stay at this 3.5-star hotel, guests can enjoy access to a restaurant and free parking, along with free WiFi. It's a favourite with Expedia travellers for its bar and clean, comfortable rooms.
  • Hilton Garden Inn Lenox Pittsfield - Our customers like the breakfast and clean, quiet rooms at this hotel. This 3-star hotel features a restaurant, an indoor pool and free WiFi.
  • Berkshire Mountain Lodge - With a stay at this 3-star lodge, guests can enjoy access to an indoor pool and free parking, along with an in-room kitchen. Expedia customers like its overall value and pool.

Outside the city, popular places to see include Tanglewood Music Center, located 7.2 mi (11.5 km) from the heart of the city, and Mass MoCA, which is 18.9 mi (30.3 km) away.

Getting around Pittsfield

To explore the surrounding area, ride one of the trains from Pittsfield Intermodal Transportation Center or Pittsfield Station. Pittsfield might not have many public transport options so consider a car rental to maximise your time.

Dressing for Pittsfield

  • Between January and March, you can expect the daytime average to be around 9°C and the night-time average to be -12°C
  • From April to June, temperatures average about 25°C during the day and -2°C at night
  • July to September averages 26°C during the day and 6°C at night
  • Between October and December, the average temperature is 17°C during the day and -10°C at night
  • About 1152.70 millimetres of rain falls on Pittsfield each year
  • Hottest months are usually July and August with an average temperature of 25°C, while the coldest months are January and February with an average of -10°C

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