Compare Historic Hotels in Pittsfield

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Featured Pittsfield Historic Hotels

Hotel On North

Hotel On North

3.5 out of 5
297 North Street Pittsfield MA
$149 nightly
The price is $166 total per night
$166 total
Apr 26 - Apr 27
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
Located in Pittsfield, Hotel On North is a 1-minute drive from Barrington Stage Company and 7 minutes from Bousquet Ski Area.
Pet friendly
Parking included
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
$110 nightly
The price is $123 total per night
$123 total
Apr 27 - Apr 28
Total with taxes and fees
Free Cancellation
With a stay at Holiday Inn & Suites Pittsfield-Berkshires by IHG, you'll be centrally located in Pittsfield, within a 15-minute drive of Tanglewood Music Center and Berkshire Athenaeum.
Pool
Pet friendly
Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield

3 out of 5
1032 South Street Pittsfield MA
$136 nightly
The price is $152 total per night
$152 total
May 3 - May 4
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Hilton Garden Inn Lenox Pittsfield in Pittsfield, you'll be within a 10-minute drive of Tanglewood Music Center and Guido's Marketplace.
Pool
Pet friendly
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
$102 nightly
The price is $114 total per night
$114 total
Apr 27 - Apr 28
Total with taxes and fees
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
Berkshire Inn

Berkshire Inn

2 out of 5
150 W Housatonic St Pittsfield MA
$80 nightly
The price is $89 total per night
$89 total
May 25 - May 26
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Berkshire Inn, you'll be centrally located in Pittsfield, within a 15-minute drive of Tanglewood Music Center and Colonial Theater.
Pool
Parking included
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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.

Pittsfield hotels essential information

Accommodation
1,369 hotels
Lowest Price
$89
Highest Price
$166
Popular hotels
Hotel On North, Holiday Inn & Suites Pittsfield-Berkshires by IHG, Hilton Garden Inn Lenox Pittsfield, Best Western Plus Berkshire Hills Inn & Suites, Berkshire Inn

Most Recent Pittsfield Hotel Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

5 out of 5
Posted 2 hours ago
CheapTickets Verified Review
"Great place and pool"
A verified traveler stayed at Berkshire Mountain Lodge
Berkshire Mountain Lodge

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