Compare Luxury Hotels in Pittsfield

Secret Bargains - Save an extra 10% or more on select Luxury Hotels

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Featured Pittsfield Luxury Hotels

Hotel On North

Hotel On North

3.5 out of 5
297 North Street Pittsfield MA
$179 nightly
The price is $200 total per night
$200 total
Sep 7 - Sep 8
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
$119 nightly
The price is $133 total per night
$133 total
Sep 27 - Sep 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
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

4 out of 5
20 W Housatonic St. Pittsfield MA
$99 nightly
The price is $111 total per night
$111 total
Aug 30 - Aug 31
Total with taxes and fees
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
$115 nightly
The price is $128 total per night
$128 total
Sep 20 - Sep 21
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
FairBridge Inn Express

FairBridge Inn Express

2.5 out of 5
16 Cheshire Road Pittsfield MA
$69 nightly
The price is $77 total per night
$77 total
Aug 30 - Aug 31
Total with taxes and fees
Located in Pittsfield, FairBridge Inn Express is in the suburbs, a 4-minute drive from Crane Museum of Papermaking and 6 minutes from Cheshire Reservoir.
Parking included
Free WiFi
Don't see what you're looking for?
See all available properties in Pittsfield
View all properties
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
1,336 hotels
Lowest Price
$77
Highest Price
$200
Popular hotels
Hotel On North, Holiday Inn & Suites Pittsfield-Berkshires by IHG, The Central Downtown Inn & Suites, Best Western Plus Berkshire Hills Inn & Suites, FairBridge Inn Express

Most Recent Pittsfield Hotel Reviews

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

5 out of 5
Posted 3 hours ago
CheapTickets Verified Review
"Nice, well-maintained property, everything was very clean. The breakfast nook was not overly crazy crowded, which is really good traveling with young children. The staff even apologized for not having the waffle maker as a new one was being delivered. The hot tub was also a plus!"
A verified traveler stayed at Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Top Picks