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Featured Pittsfield Hotels with Free Parking

Berkshire Inn

150 W Housatonic St, Pittsfield, MA

$87

includes taxes & fees

$77 per night

Dec 26 - Dec 27

Free Cancellation

Reserve now, pay when you stay

A stay at Berkshire Inn places you in the heart of Pittsfield, within a 15-minute walk of Colonial Theater and Berkshire Museum.

Best Western Plus Berkshire Hills Inn & Suites

1350 W Housatonic St, Pittsfield, MA

$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.

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

One West Street, Pittsfield, MA

$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.

FairBridge Inn Express

16 Cheshire Road, Pittsfield, MA

$77

includes taxes & fees

$69 per night

Dec 23 - Dec 24

Free Cancellation

Reserve now, pay when you stay

Located in Pittsfield, FairBridge Inn Express is in the suburbs, a 4-minute drive from Crane Museum of Papermaking and 6 minutes from Berkshire Athenaeum.

Hilton Garden Inn Lenox Pittsfield

1032 South Street, Pittsfield, MA

$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.

Hotel On North

297 North Street, Pittsfield, MA

$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.

The Central Downtown Inn & Suites

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.

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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	$77
Highest Price	$163
Popular hotels	Berkshire Inn, Best Western Plus Berkshire Hills Inn & Suites, Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel, FairBridge Inn Express, Hilton Garden Inn Lenox Pittsfield, Hotel On North, The Central Downtown Inn & Suites