The BEST 4 Bars in Pittsfield MA

Exploring Pittsfield’s Best Bars: A Local’s Guide

In Pittsfield, Massachusetts, a lively bar scene awaits those in search of good drinks, delicious food, and memorable experiences. This guide introduces you to the top four bars in Pittsfield MA, each with its unique charm and offerings. Whether you’re into craft beer, cocktails, or simply enjoying scenic views, Pittsfield has something for everyone.

Methuselah Bar and Lounge

391 North St, Pittsfield, MA 01201

Craft Cocktails and More

Pittsfield MA Bars

Methuselah’s owner Yuki Cohen is an incredibly talented mixologist, proven by the success of her locally famous cocktail bar. Methuselah refers to themselves as “A parallel universe where all the world’s problems are solved through belly laughs, love, edible and quaffable works of art” 


While specialty cocktails are a given, Methuselah keeps it interesting with a constant variety of events and live music every month. Some of the most notable being:

  1. Monday Night Jazz
  2. Wednesday night Karaoke
  3. Pride night on the first Thursday of every month
  4. Regular events like trivia and music bingo with DJ Pup Daddy – who plays all of your favorite tracks on vinyl


Methuselah also offers great food, my favorite item being their specialty charcuterie boards. 

Pittsfield Bars

If you’re looking for some late night food, this is one of the only options (albeit a great choice!) with a kitchen open until 10:00. They also are the late night location of this list; they’re open until midnight six days a week.


To see what event’s Methuselah has coming up, take a peek at the Methuselah Bar and Lounge Facebook page

Pittsfield MA Bars

Before moving on, I must point out that Methuselah offers the best espresso martini in the Berkshires, one of the few prepared with real espresso


Hot Plate Brewing Co.

1 School St, Pittsfield, MA 01201

Craft Beer Enthusiasts Delight

Brewery in Pittsfield MA

If you’re a craft beer enthusiast, Hot Plate Brewing Co. is the place to be! Their ever-changing craft beer menu ensures that you’ll never tire of the same old beverages. As someone who enjoys IPAs, I truly appreciate the variety they offer with their extensive tap, all brewed in house. While Hot Plate Brewery may not offer food (though you can bring your own), their mission is clear: “Beer brings people together, which is why we’re working to make sure everyone feels like they have a seat at the table (or bar).”

Breweries Near Pittsfield MA

Hot Plate has also been doing a fantastic job at hosting a variety of events, head over to their website to see what’s coming up!

Or follow their Facebook page to keep in the loop.


Proprietor’s Lodge

22 Waubeek Rd, Pittsfield, MA 01201

Scenic Dining by the Lake

Lakefront Pittsfield Bars

Proprietor’s Lodge is unique due to its stunning location on Pontoosuc Lake. Their patio provides breathtaking views of the water and Mount Greylock, making it a must-visit destination during the summer. As a local real estate agent, I often recommend this spot to my clients who are in between property showings. The outdoor dining space at Proprietor’s showcases some of the most special elements of living in the Berkshires.

Bar on Pontoosuc Lake Pittsfield
The venue is so special that it’s a popular choice for hosting weddings, and it’s easy to see why. If you’re looking for a place to relax outside with a cocktail and dinner, Proprietors Lodge is the obvious choice. Whether you’re a local or a visitor, this spot should be on your must-visit list!

Proprietors Website

Keep up with Proprietors specials on their facebook page

Berkshire Waterfront Restaurant and Bar - Proprietors Lodge


District Kitchen and Bar

40 West St, Pittsfield, MA 01201

“Craft beer, innovative house cocktails, and excellent wine”

That’s what District is all about. Whether you’re a craft beer enthusiast, a cocktail connoisseur, or prefer a fine glass of wine, District has something to excite your taste buds.

The ambiance at District is a perfect blend of upscale and rustic, making it a versatile spot to visit. You won’t need a collared shirt, but you also won’t feel out of place if you decide to dress up a bit.

One of the standout features of District is their dining menu, which boasts modern American cuisine. From personal experience, I can vouch for the deliciousness of everything on their menu, with their burgers being a particular highlight. Whether you’re looking for a cocktail or a great meal, District has something to offer everyone.

View District’s website and menu here

Follow their facebook page here

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