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Hotels in Pittsfield

Choose from 1289 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 $118 per night from Jan 25 to Jan 26
$118
includes taxes & fees
Jan 25 - Jan 26
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! (727 reviews)
Reliable, friendly
"Appreciated that the hotel offered free valet, especially given how cold it was. Check in was fast, courteous. Room was spacious and clean. Breakfast was good, reasonably priced. Check out was speedy and friendly. Hotel was still decorated for the holidays which made it festive looking. Could use ..."

Reviewed on Jan 13, 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 $186 per night from Jan 24 to Jan 25
$186
includes taxes & fees
Jan 24 - Jan 25
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! (421 reviews)
An oldie but goodie
"Nice place. A bit dated and worn down in some ways but the rooms are very spacious amd the complex is huge. For a family, its very comfortable and the staff are nice."

Reviewed on Jan 20, 2025

Berkshire Mountain Lodge
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 $114 per night from Jan 29 to Jan 30
$114
includes taxes & fees
Jan 29 - Jan 30
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! (1,003 reviews)
"Service was excellent. Very friendly front desk and breakfast staff."

Reviewed on Jan 10, 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
The price is $122 per night from Jan 26 to Jan 27
$122
includes taxes & fees
Jan 26 - Jan 27
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! (678 reviews)
"Hotel On North was amazing from start to finish. Check-in was smooth, and the staff made everything easy. The rooms were beautiful and thoughtfully designed, and the beds were super comfortable. The whole hotel has a unique and stylish vibe that stands out. From check-in to check-out, everything ..."

Reviewed on Jan 19, 2025

Hotel On North
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 $166 per night from Jan 27 to Jan 28
$166
includes taxes & fees
Jan 27 - Jan 28
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! (623 reviews)
Comfortable
"Comfortable room and beds. Great hot shower."

Reviewed on Jan 19, 2025

Hilton Garden Inn Lenox Pittsfield
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 Jan 26 to Jan 27
$96
includes taxes & fees
Jan 26 - Jan 27
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! (759 reviews)
Nice Motel, No Breakfast
"This is a nice motel, though there is no continental breakfast. There is a pot of coffee made at 7am. The rooms are clean and updated, the mattress is good, airconditioner in back wall, simple round thermostat for hot water radiator heating, mini-fridge is compressor type, microwave."

Reviewed on Nov 27, 2024

Berkshire Inn
Hotel Downstreet
Hotel Downstreet
3 out of 5
40 Main St, North Adams, MA
  • 48 min drive from Bousquet Ski Area
The price is $144 per night from Jan 26 to Jan 27
$144
includes taxes & fees
Jan 26 - Jan 27
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! (1,002 reviews)
"Easy to get to, nice location"

Reviewed on Jan 19, 2025

Hotel Downstreet
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 Feb 6 to Feb 7
$108
includes taxes & fees
Feb 6 - Feb 7
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! (479 reviews)
"I love this place! The staff is friendly, helpful and accommodating. The lobby and rooms are updated and gorgeous! There is an onsite bar and restaurant.Great location, minutes from restaurants and shopping (Lee Outlets, Marshall's and quaint boutiques)."

Reviewed on Jan 17, 2025

Life House Berkshires
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
  • 16 min walk from Bousquet Ski Area
The price is $115 per night from Feb 2 to Feb 3
$115
includes taxes & fees
Feb 2 - Feb 3
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (1,003 reviews)
"Had a great time at this hotel. The rooms are comfortable. The staff is very friendly. Ended up spending Friday and Saturday night hanging out in the bar in the hotel where Carl and George kept us entertained. We had a lot of unexpected fun (I’m not one to hang out in a bar but felt at home)"

Reviewed on Jan 19, 2025

The Yankee, Trademark Collection by Wyndham
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Black Swan Lee - Lenox, Ascend Hotel Collection
3 out of 5
435 Laurel St, Lee, MA
  • 16 min drive from Bousquet Ski Area
The price is $113 per night from Jan 29 to Jan 30
$113
includes taxes & fees
Jan 29 - Jan 30
Stay at this 3-star hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular ...
9/10 Wonderful! (1,002 reviews)
Great affordable but nice option
"Excellent affordable option with a very pretty view of the lake. The 24 hour coffee and tea stand was also great. Staff were very polite and helpful. Room was very clean. Would definitely stay here again."

Reviewed on Jan 19, 2025

The Black Swan Lee - Lenox, Ascend Hotel Collection
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 Jan 27 to Jan 28
$147
includes taxes & fees
Jan 27 - Jan 28
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! (585 reviews)
Quiet winter break
"Great place for a quiet winter break. Kitchen was well-equipped and everything was in working order and spotlessly clean"

Reviewed on Jan 17, 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
  • 22 min drive from Bousquet Ski Area
The price is $146 per night from Jan 29 to Jan 30
$146
includes taxes & fees
Jan 29 - Jan 30
Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
8.8/10 Excellent! (1,000 reviews)
"Little disappointed with the service in the Dining Room. Bar closed early which was disappointing in the sense there was nothing to do after hours."

Reviewed on Jan 14, 2025

The Red Lion 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.

Find cheap hotels in Pittsfield

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