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Find Hotels in Pittsfield, MA

Hotel On North
3.5 out of 5
297 North Street, Pittsfield, MA
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0.29 mi from city center
4.7/5Exceptional! (266 reviews)

"Loved the unique decor of each room and nice touches not found elsewhere"…"

Reviewed on Feb 17, 2020

Hotel On North
Berkshire Escape With Private Yard
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1.06 mi from city center
Berkshire Escape With Private Yard
Berkshire Ski House / Pittsfield
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0.32 mi from city center
Berkshire Ski House / Pittsfield
Home Away From Home in the Berkshires
Enjoy Skiing, Fishing, Golfing and More
Great mountain getaway
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2.42 mi from city center
Great mountain getaway
Days Inn by Wyndham Great Barrington
2 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Free CancellationReserve now, pay when you stay
The price is $61 per night
18.58 mi from city center
3.8/5Good! (645 reviews)

"Great dog friendly place to rest with comfortable beds"…"

Reviewed on Jul 5, 2020

Days Inn by Wyndham Great Barrington
Heart of the Berkshires Motel
2 out of 5
970 W Housatonic St, Pittsfield, MA
Free CancellationReserve now, pay when you stay
The price is $70 per night
2.42 mi from city center
3.1/5 (98 reviews)

"Nice setting with trees and landscaping. Large open space behind main building is great for dog exercise. Room not fancy but basically clean, comfy and cozy."…"

Reviewed on Dec 12, 2019

Heart of the Berkshires Motel
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
4.8/5Exceptional! (60 reviews)
Love the place

"very nice place, lots rooms. Nice kitchen's very good money spent"…"

Reviewed on May 10, 2020

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
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
The price is $96 per night
3.11 mi from city center
4.2/5Very Good! (657 reviews)

"Conveniently located and super friendly staff! Would come here again"…"

Reviewed on Mar 2, 2020

Best Western Plus Berkshire Hills Inn & Suites
Yankee Suites Extended Stay
4 out of 5
20 W Housatonic St., Pittsfield, MA
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0.23 mi from city center
4.4/5Excellent! (147 reviews)
Great choice

"Attractive, convenient, clean and welcoming. Plenty of room to be comfortable. Nice deck to enjoy in better weather. Well run. Hope to stay again on future trips."…"

Reviewed on Feb 22, 2020

Yankee Suites Extended Stay
Courtyard by Marriott Lenox Berkshires
3 out of 5
70 Pittsfield Rd, Lenox, MA
Free CancellationReserve now, pay when you stay
The price is $107 per night
4.96 mi from city center
4.6/5Wonderful! (193 reviews)

"Location was perfect. The Arcadian Shop, the best of it’s kind, was directly across the street."…"

Reviewed on Jul 3, 2020

Courtyard by Marriott Lenox Berkshires
Hampton Inn & Suites Berkshires Lenox
2.5 out of 5
445 Pittsfield Rd, Lenox, MA
Free CancellationReserve now, pay when you stay
The price is $93 per night
3.36 mi from city center
4.6/5Wonderful! (591 reviews)

"Great room easy check in Fksfjieeoeldkdmdekeodkdkroerkrkforkrorrkrorkroekemrkroeekekrrorkrorkrorkrorkrorkrkrorkrrkrkrororkrkrkrrororkrkrkrkrrkkrrkkr"…"

Reviewed on Jun 28, 2020

Hampton Inn & Suites Berkshires Lenox
Vacation Village in the Berkshires
3 out of 5
276 Brodie Mountain Rd, Hancock, MA
Free CancellationReserve now, pay when you stay
The price is $127 per night
7.98 mi from city center
4.2/5Excellent! (1,145 reviews)

"The room was great and had everything you could need. A kitchen, dishwasher, fireplace, separate bedroom with a balcony and a washer/dryer to use free of charge. Very clean. I highly recommend Vacation Village."…"

Reviewed on Jun 22, 2020

Vacation Village in the Berkshires
Holiday Inn Express Hotel & Suites Great Barrington
2.5 out of 5
415 Stockbridge Rd, Great Barrington, MA
Free Cancellation
The price is $99 per night
15.66 mi from city center
4.5/5Wonderful! (30 reviews)

"Excellent stuff nice and clean close to Nash bish state park"…"

Reviewed on Jul 5, 2020

Holiday Inn Express Hotel & Suites Great Barrington
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Visiting Pittsfield

Visitors to Pittsfield are sure to enjoy the sporting events, entertainment choices, and theaters. Tourists can also enjoy the city's museums, lakeside setting, and ski areas.

  • There are 15 hotels and other accommodations in Pittsfield
  • The closest major airport is in Pittsfield, MA (PSF-Pittsfield Municipal), 2.5 mi (4 km) from the city center
  • 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 theaters, the city's cultural venues include Berkshire Museum, Berkshire Athenaeum, and Colonial Theater. A couple of additional sights to add to your agenda are Canoe Meadows Wildlife Sanctuary and Bousquet Ski Area.

As you plan your vacation, you'll find 15 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 favorite with Expedia travelers for its bar and clean, comfortable rooms.
  • White Horse Inn - Our customers like the breakfast and clean, comfortable rooms at this B&B. With a stay at this 3-star bed & breakfast, guests can enjoy access to free breakfast and free parking, along with free WiFi.
  • Hilton Garden Inn Lenox Pittsfield - This 3-star hotel features a restaurant, an indoor pool, and free WiFi. Expedia customers like its pool and clean, quiet rooms.

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 transit options so consider a car rental to maximize your time.

Dressing for Pittsfield

  • Between January and March, you can expect the daytime average to be around 48°F and the nighttime average to be 11°F
  • From April to June, temperatures average about 77°F during the day and 28°F at night
  • July through September averages 79°F during the day and 42°F at night
  • In October-December, the average temperature is 63°F during the day and 14°F at night
  • About 45.43 inches of rain falls on Pittsfield each year
  • Hottest months are usually July and August with an average temperature of 77°F, while the coldest months are January and February with an average of 14°F

Frequently asked questions

Where is the best place for a stay in Pittsfield?
Hilton Garden Inn Lenox Pittsfield is a favorite with Expedia customers. This 3-star hotel offers a restaurant and an indoor pool. Other top choices based on traveler reviews include Best Western Plus Berkshire Hills Inn & Suites and Yankee Suites Extended Stay.
If I need to cancel my hotel reservation in Pittsfield, will I receive a refund?
Yes, you’ll find most hotel reservations are refundable provided that you cancel before the hotel’s cancellation deadline, which is often 24 or 48 hours before check in. If you have a reservation that’s non-refundable, you might be able to cancel it and be given a refund within a 24-hour period of booking. Add your dates and click on “Search”, then you can filter by “free cancellation” to view the best deals available in Pittsfield.
Where can I learn more about changing or cancelling my trip to Pittsfield?
For more details about changing or cancelling your trip to Pittsfield, head over to our customer service page.
What's the best accommodation for a budget-friendly stay in Pittsfield?
Based on reviews, Yankee Suites Extended Stay is a popular guesthouse for our travelers who want a more economical choice, and features free WiFi and free parking. Other good choices to stay on the cheap include Econo Lodge and Berkshire Inn.
What's the best hotel for a family vacation in Pittsfield?
Hilton Garden Inn Lenox Pittsfield is a top 3-star hotel on Expedia for families, and features an indoor pool and a restaurant. Other good choices for your kid-friendly vacation include Holiday Inn & Suites Pittsfield-Berkshires and Berkshire Inn. Attractions in the area like Ashintully Gardens are also fun for the whole family.
What's the best place to stay for a couple visiting Pittsfield?
Holiday Inn & Suites Pittsfield-Berkshires is a favorite 3.5-star hotel for couples, and features a restaurant and a bar. Another good option for a stay with your sweetheart is Hilton Garden Inn Lenox Pittsfield.
What's the best pet-friendly hotel in Pittsfield?
Hotel On North is a top hotel for people traveling with their pets, and offers a restaurant and a fitness center for its human guests. Other good choices for you and your pet include Yankee Suites Extended Stay and Heart of the Berkshires Motel.
Where is the best hotel to stay near Hancock Shaker Village?
Best Western Plus Berkshire Hills Inn & Suites is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and free parking. It’s located 1.6 mi (2.6 km) from Hancock Shaker Village. Other good options within 5 miles include Heart of the Berkshires Motel and Inn At Richmond.
What about the best place to stay close to Bousquet Ski Area?
One of the top choices for your stay is Berkshire Mountain Lodge, located a short 0.8 mi (1.3 km) from Bousquet Ski Area, and this 3-star lodge offers an indoor pool and free WiFi. Howard Johnson by Wyndham Lenox and Berkshire Inn are a couple of other good options within 5 miles.
What's the best high-end hotel in Pittsfield?
Yankee Suites Extended Stay is a 4-star guesthouse with in-room kitchens, and a popular choice for Expedia travelers looking for a luxurious stay.
What's the best boutique accommodation in Pittsfield?
Hotel On North is a favorite 3.5-star hotel with Expedia travelers looking for a stylish accommodation, featuring a restaurant and a bar.
What's the best place to stay in Pittsfield to absorb the local history?
Based on our travel expertise, Best Western Plus Berkshire Hills Inn & Suites is a top hotel for history seekers booking on Expedia, and it features free breakfast and free WiFi. Other choices close to historic sites include Berkshire Inn and Hotel On North. Also notable landmarks to visit include Hancock Shaker Village.

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