Compare Cheap 5 Star Hotels

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

Cheap Pittsfield Hotels

Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
$108 nightly
The price is $120 total per night
$120 total
May 18 - May 19
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
2.54 mi from city center
With a stay at Berkshire Mountain Lodge in Pittsfield, you'll be next to a golf course, within a 10-minute drive of Tanglewood Music Center and Guido's Marketplace.
Pool
Hot Tub
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 20 - Apr 21
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
0.29 mi from city center
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
$122 nightly
The price is $136 total per night
$136 total
May 17 - May 18
Total with taxes and fees
Free Cancellation
0.07 mi from city center
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
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 22 - Apr 23
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
3.11 mi from city center
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
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 out of 5
1055 South Street Pittsfield MA
$126 nightly
The price is $141 total per night
$141 total
May 19 - May 20
Total with taxes and fees
Free Cancellation
2.87 mi from city center
With a stay at Holiday Inn Express & Suites Pittsfield - Berkshires by IHG in Pittsfield, you'll be within a 10-minute drive of Tanglewood Music Center and Guido's Marketplace.
Pool
Hot Tub
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 10 - May 11
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
0.55 mi from city center
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
Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield

3 out of 5
1032 South Street Pittsfield MA
$148 nightly
The price is $165 total per night
$165 total
May 10 - May 11
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
2.84 mi from city center
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
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

4 out of 5
20 W Housatonic St. Pittsfield MA
$97 nightly
The price is $108 total per night
$108 total
Apr 20 - Apr 21
Total with taxes and fees
0.21 mi from city center
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
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
$110 nightly
The price is $123 total per night
$123 total
Apr 20 - Apr 21
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
8.26 mi from city center
Located in Williamstown, Vacation Village in the Berkshires is a 3-minute drive from Jiminy Peak Mountain Resort and 5 minutes from Mountain Coaster.
Pool
Parking included
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
$87 nightly
The price is $97 total per night
$97 total
Apr 21 - Apr 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
4.41 mi from city center
Located in Lenox, Berkshires Untold is within a 10-minute drive of Shakespeare and Company and The Mount.
Pet friendly
Parking included
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
$192 nightly
The price is $214 total per night
$214 total
Apr 30 - May 1
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
11.85 mi from city center
When you stay at The Red Lion Inn in Stockbridge, you'll be next to a golf course, within a 15-minute drive of National Shrine of the Divine Mercy and Tanglewood Music Center.
Pool
Spa
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
$75 nightly
The price is $84 total per night
$84 total
Apr 26 - Apr 27
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
18.57 mi from city center
With a stay at Quality Inn Great Barrington in Great Barrington, you'll be near ski lifts, just a 4-minute walk from Mahaiwe Performing Arts Center and 8 minutes by foot from Housatonic River.
Breakfast included
Parking included
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
1,366 hotels
Lowest Price
$84
Highest Price
$214
Popular hotels
Berkshire Mountain Lodge, Hotel On North, Holiday Inn & Suites Pittsfield-Berkshires by IHG, Best Western Plus Berkshire Hills Inn & Suites, Holiday Inn Express & Suites Pittsfield - Berkshires by IHG, Berkshire Inn, Hilton Garden Inn Lenox Pittsfield, The Central Downtown Inn & Suites, Vacation Village in the Berkshires, Berkshires Untold, The Red Lion Inn, Quality Inn Great Barrington

Most Recent Pittsfield Hotel Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

4 out of 5
Posted 3 hours ago
CheapTickets Verified Review
"The rooms were clean"
A verified traveler stayed at Berkshire Mountain Lodge
Berkshire Mountain Lodge

Top Picks