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Hotels in Pittsfield

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Choose from 1347 Pittsfield Hotel Deals

Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites
2.5 out of 5
1350 W Housatonic St, Pittsfield, MA
  • 26 min walk from Bousquet Ski Area
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,008 reviews)
"Great stay"

Reviewed on Jul 5, 2025

Best Western Plus Berkshire Hills Inn & Suites
FairBridge Inn Express
FairBridge Inn Express
2.5 out of 5
16 Cheshire Road, Pittsfield, MA
  • 9 min drive from Bousquet Ski Area
Book a stay at this business-friendly motel in Pittsfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Crane Museum of Papermaking ...
5.2/10 (739 reviews)
"Rooms were much nicer than expected. Despite the somewhat dated exterior and overall first impression from the outside, the rooms were solidly good, clean, and comfortable. Good value for the price."

Reviewed on Jul 1, 2025

FairBridge Inn Express
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3 out of 5
One West Street, Pittsfield, MA
  • 6 min drive from Bousquet Ski Area
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
7.8/10 Good! (816 reviews)
"Clean but needs renovations"

Reviewed on Jul 8, 2025

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Berkshire Mountain Lodge
Berkshire Mountain Lodge
3 out of 5
8 Dan Fox Dr, Pittsfield, MA
  • 4 min walk from Bousquet Ski Area
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (507 reviews)
Nice Place for Visiting Lenox
"The hotel is very clean and comfortable. The king size beds were great. I had hoped for a breakfast option at the hotel. That would be a nice addition. Otherwise, it's a very nice place convenient to Lenox and Tanglewood."

Reviewed on Jul 8, 2025

Berkshire Mountain Lodge
Hotel On North
Hotel On North
3.5 out of 5
297 North Street, Pittsfield, MA
  • 6 min drive from Bousquet Ski Area
Stay at this 3.5-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (743 reviews)
Beautiful, perfect hotel
"Wow, I loved this hotel! The room was amazing, the beds were great. Great service, great people. Beautiful design. I would definitely stay here again."

Reviewed on Jul 5, 2025

Hotel On North
Berkshire Inn
Berkshire Inn
2 out of 5
150 W Housatonic St, Pittsfield, MA
  • 5 min drive from Bousquet Ski Area
Stay at this motel in Pittsfield. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.6/10 Good! (777 reviews)
"You can tell they've updated main aspects of the rooms, which was nice but there were details that still needed it. Plus exterior needs updating too. But overall it was good, convenient location"

Reviewed on Jul 6, 2025

Berkshire Inn
Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox Pittsfield
3 out of 5
1032 South Street, Pittsfield, MA
  • 10 min walk from Bousquet Ski Area
Stay at this 3-star hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (635 reviews)
"I paid way too much got this. It’s nice and restaurant is good but not a good value at all"

Reviewed on Jul 5, 2025

Hilton Garden Inn Lenox Pittsfield
The Central Downtown Inn & Suites
The Central Downtown Inn & Suites
4 out of 5
20 W Housatonic St., Pittsfield, MA
  • 5 min drive from Bousquet Ski Area
Stay at this 4-star guesthouse in Pittsfield. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Colonial Theater and Berkshire Museum ...
8.8/10 Excellent! (295 reviews)
Good value
"Great spot for an inexpensive overnight."

Reviewed on Jul 8, 2025

The Central Downtown Inn & Suites
Holiday Inn Express & Suites Pittsfield - Berkshires
Holiday Inn Express & Suites Pittsfield - Berkshires
2.5 out of 5
1055 South Street, Pittsfield, MA
  • 11 min walk from Bousquet Ski Area
Stay at this hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Guido's Marketplace are ...
10/10 Exceptional! (3 reviews)
"The staff were very helpful and cheerful. The property was beautiful being brand new"

Reviewed on Jul 10, 2025

Holiday Inn Express & Suites Pittsfield - Berkshires
Vacation Village in the Berkshires
Vacation Village in the Berkshires
3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
  • 25 min drive from Bousquet Ski Area
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,860 reviews)
"Activities look good during week but we miss them on our weekend stay"

Reviewed on Jul 8, 2025

Vacation Village in the Berkshires
Hotel Downstreet, Ascend Hotel Collection
Hotel Downstreet, Ascend Hotel Collection
3 out of 5
40 Main St, North Adams, MA
  • 48 min drive from Bousquet Ski Area
Stay at this 3-star hotel in North Adams. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (999 reviews)
Pleasant
"Spacious room with a great view, only complaint would be the gaps in the door that let noise and light in and out."

Reviewed on Jul 8, 2025

Hotel Downstreet, Ascend Hotel Collection
The Williams Inn
The Williams Inn
4 out of 5
101 Spring Street, Williamstown, MA
  • 49 min drive from Bousquet Ski Area
Stay at this 4-star business-friendly hotel in Williamstown. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our ...
9.6/10 Exceptional! (465 reviews)
"Hrwat"

Reviewed on Jul 11, 2025

The Williams Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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How many hotels are there in Pittsfield?

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