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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 business center. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (653 reviews)
"It was a great Stay where we had to it was a good area I would come back to this place again"

Reviewed on Sep 21, 2025

Berkshire Mountain Lodge
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! (880 reviews)
"Valerie at the front desk and who checked me in was above and beyond in customer service. She checked to see if I had a IGH account—which I did but had forgotten, and reminded me about the points and promotions. This Holiday Inn is a well managed property. Thank you"

Reviewed on Sep 18, 2025

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

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 ...
9.6/10 Exceptional! (41 reviews)
An experience Of a lifetime!
"To whom it may concern, My wife & I were blessed beyond measures with Chris the recepcionista who was an amazing incredible human being who treated us like family. We needed some direction to southbridge Ma. He explain to us the best way to get there and back to the hotel. Also the other gentleman ..."

Reviewed on Sep 16, 2025

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
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! (1,010 reviews)
"Great property would certainly stay again."

Reviewed on Sep 22, 2025

Best Western Plus Berkshire Hills Inn & Suites
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! (773 reviews)
"Great property! Very large clean room in a unique hotel!"

Reviewed on Sep 23, 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! (817 reviews)
"We've stayed here multiple times. This visit, we were in the building off to the side. The room was a bit older & not as well maintained. Perhaps they haven't upgraded all the rooms yet. Service is always polite & efficient. The room was clean."

Reviewed on Sep 13, 2025

Berkshire Inn
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 (782 reviews)
"Good service and people"

Reviewed on Sep 22, 2025

FairBridge Inn Express
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! (644 reviews)
"It’s a three star hotel charging 5 star prices. They should include free breakfast."

Reviewed on Aug 8, 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 ...
8.6/10 Excellent! (319 reviews)
"Pet friendly and all the questions answered above."

Reviewed on Sep 9, 2025

The Central Downtown Inn & Suites
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! (2,013 reviews)
"Always very relaxing. Kids love the pool and we enjoy the hot tub and views"

Reviewed on Sep 21, 2025

Vacation Village in the Berkshires
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

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! (1,008 reviews)
a gem
"Totally perfect for mass mocha"

Reviewed on Sep 21, 2025

Hotel Downstreet, an Ascend Collection Hotel
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
190 Meadow Street, South Lee, MA
  • 24 min drive from Bousquet Ski Area
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff ...
9/10 Wonderful! (734 reviews)
"The room was fantastic - lots of space and well laid out. Having a kitchen is always very helpful. The property was well kept and clean. I love the rustic vibe. The amenities were awesome - the kids spent all day in the large outdoor pool. We also enjoyed the arcade and mini-golf. The whole area ..."

Reviewed on Sep 22, 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
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.

Find cheap hotels in Pittsfield

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Frequently Asked Questions About Pittsfield hotels

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How many hotels are there in Pittsfield?

With over 1,353 hotels in Pittsfield, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $96.

How to find cheap car rentals in Pittsfield?

Finding a cheap car rental deal in Pittsfield is as easy as scoring cheap hotels in Pittsfield. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.