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Featured Pittsfield Hotels with Bars

Hotel On North

Hotel On North

3.5 out of 5
297 North Street, Pittsfield, MA
The price is $145 per night
$145
includes taxes & fees
$130 per night
Jan 2 - Jan 3, 2025
Free Cancellation
Reserve now, pay when you stay
With a stay at Hotel On North in Pittsfield, you'll be a 2-minute walk from Barrington Stage Company and 7 minutes by foot from Berkshire Museum.
Pet friendly
Parking included
Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield

3 out of 5
1032 South Street, Pittsfield, MA
The price is $163 per night
$163
includes taxes & fees
$146 per night
Dec 31 - Jan 1, 2025
Free Cancellation
Reserve now, pay when you stay
With a stay at Hilton Garden Inn Lenox Pittsfield in Pittsfield, you'll be steps from Guido's Marketplace and a 3-minute drive from Bousquet Ski Area.
Pool
Pet friendly
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
The price is $111 per night
$111
includes taxes & fees
$99 per night
Jan 5 - Jan 6, 2025
Free Cancellation
A stay at Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel places you in the heart of Pittsfield, within a 5-minute walk of Berkshire Museum and Colonial Theater.
Pool
Pet friendly
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

4 out of 5
20 W Housatonic St., Pittsfield, MA
Located in Pittsfield, The Central Downtown Inn & Suites is a 1-minute drive from Berkshire Museum and 7 minutes from Bousquet Ski Area.
Pet friendly
Parking included
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
The price is $105 per night
$105
includes taxes & fees
$94 per night
Jan 2 - Jan 3, 2025
Free Cancellation
Reserve now, pay when you stay
Located in Pittsfield, Best Western Plus Berkshire Hills Inn & Suites is a 2-minute drive from Hancock Shaker Village and 5 minutes from Bousquet Ski Area.
Breakfast included
Pet friendly
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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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Pittsfield hotels essential information

Accommodation
1,266 hotels
Lowest Price
$105
Highest Price
$163
Popular hotels
Hotel On North, Hilton Garden Inn Lenox Pittsfield, Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel, The Central Downtown Inn & Suites, Best Western Plus Berkshire Hills Inn & Suites

Most Recent Pittsfield Hotel Reviews

Life House Berkshires

Life House Berkshires

5 out of 5
Posted 3 days ago
CheapTickets Verified Review
"The coziest best hotel in area! Staff was so wonderful, room was perfect! Lobby bar and lounge is so great."
A verified traveler stayed at Life House Berkshires
Life House Berkshires

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