Find Hotels with Bars in Pittsfield, MA

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Pick from 6 Pittsfield Hotels with Bars and compare room rates, reviews, and availability. Most hotels are fully refundable.

Front of property - evening/night
Hotel On North
3.5 star property
9.6 out of 10, Exceptional, (586)
"Very unique venue rooms were awesome staff was incredibly personable will certainly stay there again"
The price is $169
$189 total
includes taxes & fees
May 23 - May 24
Hotel On North
Terrace/patio
Hilton Garden Inn Lenox Pittsfield
3.0 star property
9.4 out of 10, Exceptional, (582)
"Very good"
The price is $167
$187 total
includes taxes & fees
May 27 - May 28
Hilton Garden Inn Lenox Pittsfield
Microwave, oven, stovetop, dishwasher
The Central Downtown Inn & Suites
4.0 star property
8.6 out of 10, Excellent, (230)
"Easy check in. Carmen was awesome. Close to stores, cafes and pet friendly."
The Central Downtown Inn & Suites
Lobby
Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
8.4 out of 10, Very Good, (944)
"The hotel was farther off of the freeway than I thought it would be. But it was a nice quiet room with a good breakfast. The workout room had a decent treadmill. The stepper needed a battery and the Peloton needed help from the employee to connect to the internet so we didn't ask. The staff was super friendly and jumping to help with any issues. A very good experience."
The price is $124
$139 total
includes taxes & fees
May 23 - May 24
Best Western Plus Berkshire Hills Inn & Suites
Indoor pool
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
3.0 star property
7.8 out of 10, Good, (580)
"loved how close to downtown the property is, we walked whwre we could. parking garage is closed for renovations but the staff was great and provided free valet and parked our car close or in front of the doors most days to help with us having a small child and my husband using a cane. loved the bar and pool as well. the hallways smelled strongly of weed but thankfully the smell stayed in the halls "
The price is $105
$117 total
includes taxes & fees
May 27 - May 28
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
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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 with Bars information

 

Hotels with Bars in Pittsfield

6

Highest price
$169
Cheapest price
$105
Number of guest reviews
2,918
Total number of hotels in Pittsfield
1,228

 

Frequently asked questions

Searching for hotels with bars in Pittsfield?
Pittsfield offers 64 hotels and other lodging options to choose from, and likely many will have a bar where you can enjoy a beer after a day out and about exploring. While you’re here, consider a visit to Berkshire Museum and Colonial Theater.
What are the best hotels with bars in Pittsfield?
Here’s some of the top Pittsfield accommodations with bars: Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Hilton Garden Inn Lenox Pittsfield: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Hotel On North: Enjoy the bar, free WiFi, and free parking.
How many hotels with onsite bars should I expect to find in Pittsfield?
Expedia has 8 hotels with a bar in Pittsfield.
What is there to do in Pittsfield?
If you have time to explore, consider visiting Berkshire Museum, Colonial Theater, and Barrington Stage Company, and then find a cozy spot for a nightcap. Other places to see include Bousquet Ski Area and Pittsfield State Forest. Pittsfield is appreciated for its entertainment venues.
When is the best time to visit Pittsfield?
Visiting local bars in Pittsfield is more fun when you know what the weather holds. These temperatures and rainfall averages can help you determine the best time for bar hopping. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Pittsfield are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
How can I get to Pittsfield and around the area?
You might want to make the most of these transportation choices in and around Pittsfield: Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 2.5 mi (4 km) from the heart of the city. Otherwise, you can search for flights to Hudson, NY (HCC-Columbia County), which is 25.7 mi (41.4 km) away. To see more of the surrounding area, ride one of the trains from Pittsfield Intermodal Transportation Center or Pittsfield Station.

Recent reviews of Pittsfield hotels
Expedia verified reviews

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

5/5 Excellent
"Stayed a couple years ago got same room this time can’t complain."
A verified traveler stayed at Hampton Inn & Suites Berkshires-Lenox
Posted 2 days ago
Hampton Inn & Suites Berkshires-Lenox