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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
Nov 1 - Nov 2
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
$103 nightly
The price is $115 total per night
$115 total
Nov 20 - Nov 21
Total with taxes and fees
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
$128 nightly
The price is $143 total per night
$143 total
Nov 1 - Nov 2
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
$98 nightly
The price is $109 total per night
$109 total
Nov 15 - Nov 16
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
$86 nightly
The price is $96 total per night
$96 total
Oct 25 - Oct 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
1,347 hotels
Lowest Price
$96
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

Vacation Village in the Berkshires

Vacation Village in the Berkshires

4 out of 5
Posted 1 hour ago
CheapTickets Verified Review
"I liked the location and the room itself very much. I thought the price was good too. Only real complaint is the pool is very busy and smallish for the amount of families the place can hold. Also, the pool isnt connected from what i could tell so you have to drive or take a walk to and from your roomafrom i"
A verified traveler stayed at Vacation Village in the Berkshires
Vacation Village in the Berkshires

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