Pittsfield Bar Hotel

Pittsfield offers 64 properties to choose from, and likely many will have a bar where you can enjoy an evening cocktail after exploring the city. While you’re here, consider a visit to Berkshire Museum and Colonial Theater.

Here are some of the top Pittsfield accommodation options 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.

Expedia has 8 hotels with a bar in Pittsfield.

If you have time to explore, consider visiting Berkshire Museum, Colonial Theater and Barrington Stage Company, and then find a cosy spot for a nightcap. Other places to see include Bousquet Ski Area and Pittsfield State Forest. Pittsfield is appreciated for its entertainment venues.

Visiting local bars in Pittsfield is more fun when you know what the weather holds. These temperatures and rainfall averages can help you choose the best time for bar-hopping. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Pittsfield are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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) away. You can also search for flights into Hudson, NY (HCC-Columbia County), which is 25.7 mi (41.4 km) away. To venture out into the surrounding area, ride one of the trains from Pittsfield Intermodal Transportation Center or Pittsfield Station.