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Hotels in Pittsfield

Choose from 1294 Pittsfield Hotel Deals

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
3 out of 5
One West Street, Pittsfield, MA
  • 6 min drive from Bousquet Ski Area
The price is $116 per night from Feb 28 to Mar 1
$116
includes taxes & fees
Feb 28 - Mar 1
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! (733 reviews)
"Very nice stuff, clean, convenient and easy property. Thank you"

Reviewed on Feb 10, 2025

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Berkshire Mountain Lodge
Berkshire Mountain Lodge
3 out of 5
8 Dan Fox Dr, Pittsfield, MA
  • 4 min walk from Bousquet Ski Area
The price is $153 per night from Mar 16 to Mar 17
$153
includes taxes & fees
Mar 16 - Mar 17
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! (431 reviews)
Easy spot for an overnight!
"We had a great stay. Pool was great, room was good, the pull out couch was a little uncomfortable, but when aren't they. The game room needed updating as one arcade machine was broken. Kitchen was great in the room, and the whole hotel had a good vibe to it!"

Reviewed on Feb 10, 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
The price is $131 per night from Mar 6 to Mar 7
$131
includes taxes & fees
Mar 6 - Mar 7
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! (682 reviews)
"Amazing place to stay. So unique and cozy! I would stay there everytime l visited Pittsfield but its always booked because its so popular."

Reviewed on Feb 12, 2025

Hotel On North
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
The price is $113 per night from Mar 2 to Mar 3
$113
includes taxes & fees
Mar 2 - Mar 3
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! (1,001 reviews)
Relaxing
"Jetted tubes was relaxing. Soaked for hours untill the sunrise. Spaces and a fire place to relax and front of. Definitely worth the stay."

Reviewed on Feb 12, 2025

Best Western Plus Berkshire Hills Inn & Suites
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
The price is $146 per night from Feb 23 to Feb 24
$146
includes taxes & fees
Feb 23 - Feb 24
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! (625 reviews)
"Very clean and comfortable with great restaurant and bar downstairs"

Reviewed on Jan 29, 2025

Hilton Garden Inn Lenox Pittsfield
FairBridge Inn Express
FairBridge Inn Express
2.5 out of 5
16 Cheshire Road, Pittsfield, MA
  • 9 min drive from Bousquet Ski Area
The price is $77 per night from Feb 18 to Feb 19
$77
includes taxes & fees
Feb 18 - Feb 19
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 (703 reviews)
"Quiet"

Reviewed on Feb 12, 2025

FairBridge Inn Express
Berkshire Inn
Berkshire Inn
2 out of 5
150 W Housatonic St, Pittsfield, MA
  • 5 min drive from Bousquet Ski Area
The price is $96 per night from Feb 18 to Feb 19
$96
includes taxes & fees
Feb 18 - Feb 19
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! (761 reviews)
"The room was very clean"

Reviewed on Feb 8, 2025

Berkshire Inn
Heart of the Berkshires
Heart of the Berkshires
970 W Housatonic St, Pittsfield, MA
  • 4 min drive from Bousquet Ski Area
The price is $97 per night from Feb 18 to Feb 19
$97
includes taxes & fees
Feb 18 - Feb 19
Stay at this motel in Pittsfield. Enjoy free WiFi, laundry facilities, and mountain biking on site. Popular attractions Tanglewood Music Center and Tracy Brook ...
9.4/10 Exceptional! (3 reviews)
Comfy stay
"Was great comfy quiet"

Reviewed on Jan 27, 2025

Heart of the Berkshires
Hotel Downstreet
Hotel Downstreet
3 out of 5
40 Main St, North Adams, MA
  • 48 min drive from Bousquet Ski Area
The price is $140 per night from Feb 23 to Feb 24
$140
includes taxes & fees
Feb 23 - Feb 24
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! (1,000 reviews)
"Staff were extremely nice and accommodating."

Reviewed on Feb 7, 2025

Hotel Downstreet
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
The price is $137 per night from Mar 2 to Mar 3
$137
includes taxes & fees
Mar 2 - Mar 3
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and in-room massages. Our guests praise the helpful staff in ...
8.6/10 Excellent! (1,757 reviews)
"Great place"

Reviewed on Jan 27, 2025

Vacation Village in the Berkshires
Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
  • 5 min drive from Bousquet Ski Area
The price is $108 per night from Mar 3 to Mar 4
$108
includes taxes & fees
Mar 3 - Mar 4
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
9/10 Wonderful! (497 reviews)
"The room was really nice and clean, equipped with all the necessary things. Walking into the room which was light up and with jazz music was a nice touch. The one thing I was somewhat disappointed was the TV. I was trying to watch just regular TV live and it keep on freezing. Same thing with the ..."

Reviewed on Feb 13, 2025

Life House Berkshires
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
3.5 out of 5
190 Meadow Street, South Lee, MA
  • 24 min drive from Bousquet Ski Area
The price is $147 per night from Feb 24 to Feb 25
$147
includes taxes & fees
Feb 24 - Feb 25
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our ...
8.8/10 Excellent! (595 reviews)
Greatness
"It was a great little getaway from the city, service was great and helpful nothing to complain about this spot"

Reviewed on Feb 10, 2025

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