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.

Hotel On North
3.5 star property
9.6 out of 10, Exceptional, (633)
"The property is lovely. Very well done. Restaurant a bit expensive for the quality. For us this was a stopover location and served well."
The price is AED 691
AED 771 total
includes taxes & fees
24 Oct - 25 Oct
Hotel On North
Hilton Garden Inn Lenox Pittsfield
3.0 star property
9.2 out of 10, Wonderful, (605)
"Very clean. Modern. Dining in the hotel. "
The price is AED 690
AED 771 total
includes taxes & fees
28 Oct - 29 Oct
Hilton Garden Inn Lenox Pittsfield
The Central Downtown Inn & Suites
4.0 star property
8.8 out of 10, Excellent, (256)
"Nice large room suite. Nice patio. Quiet and very walkable around town. "
The Central Downtown Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
8.4 out of 10, Very Good, (995)
"This property was so very nice in many ways. The staff are so friendly thoughtful and helpful. When we checked out we left a charger and I was contacted right away so they could make arrangements to send me the item. But the overall stay and when I checked in was lovely. I felt very welcome."
The price is AED 449
AED 501 total
includes taxes & fees
20 Oct - 21 Oct
Best Western Plus Berkshire Hills Inn & Suites
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
3.0 star property
7.8 out of 10, Good, (649)
"We had a great stay. Out in room refrigerator was t working but after calling the front desk, it was quickly replaced. Shower head placement was a bit unusual but after the first night of limited hot water, it was back to hot the rest of our stay. Towels were replaced frequently. Beds were comfortable. The one thing needed is better soundproofing to limit the noise we heard in the hallway. "
The price is AED 422
AED 472 total
includes taxes & fees
28 Oct - 29 Oct
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.

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 Bousquet Ski Area, and then find a cozy spot for a nightcap. Other places to see include Pittsfield State Forest and Hancock Shaker Village. 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.