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    Chain Bar and Grill

    4.5 (2 reviews)
    Open 11:00 am - 12:00 AM (Next day)
    Updated 2 months ago

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    7 years ago

    This place is a lot of fun! Good food and a live band that plays every Wednesday afternoon.

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    9 years ago

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    63385 Speakeasy - Menu

    63385 Speakeasy

    4.0(7 reviews)
    8.0 mi

    This fun place is in the old Chillax building. We went there on a Sunday with another couple, and…read morewe stayed all afternoon. They had some great drink specials and we tried quite a few. We shared appetizers and enjoyed the music. The waitstaff and barstaff were extremely friendly, as were the other patrons. We will be back during a time when they have live music, because I'm sure that is a lot of fun.

    Spouse and I stopped in one night for the first time after we finished a murder mystery event…read morethinking we could get some late night bar food and a drink or two. We got seated at a tiny table right by the door which was very drafty. After getting menus, we were told they could only make us pizza (pepperoni or cheese) and maybe 1 or 2 types of finger foods. It was somewhere between 9-9:30pm so it seemed early in our opinion for the kitchen to be closed already on a Friday night, but nothing we could do to change it. If I recall the appetizer options were mozzarella sticks or toasted ravioli, but not 100% certain on that part cause it didn't appeal to us. We ordered the cheese pizza since I don't eat pork products. It was very thin with a cardboard like crust that was overly cooked on the edges (see pic with brunt crust), but the middle part was full of gooey cheese. The balance on the pizza was just off since it was overcooked on outer edges. We were starving and our options were slim so we ate it anyways. Lol The waitress offered us some complimentary popcorn from a machine in the back of the bar and then went over the speciality drink menu they had which was probably the best part of our entire experience. They do have some very eccentric libations to choose from. I chose the lavender martini (very tasty) and my spouse got a blackberry old fashioned which he also loved. The ambiance is just okay if singing karaoke completely off key with country folks is your thing. They do have some televisions for sports viewing, but this is not what I would call a "speak easy" or a sports bar. We love doing karaoke, but the vibe at this place just wasn't working for us. Overall, I would say the drink menu is what's keeping this place afloat unless people don't care about the food they eat or the company they surround themselves with. Would try again, but with a larger group of people ready to take over the karaoke scene in full force and during earlier hours so we can attempt to get some bar food too other than pizza. Also, we were coming from the murder mystery event so we were dressed up more than anyone else in the place and we felt like outsiders. This is definitely a Jean and T-shirt kind of establishment.

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    63385 Speakeasy
    63385 Speakeasy - Great drinks!

    Great drinks!

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    Bar area

    Lindsay's Tavern

    Lindsay's Tavern

    4.6(5 reviews)
    47.8 mi
    $

    You know how small town taverns go, they are either third places or scary places. This is a third…read moreplace. Met both the owners (dad & daughter) super nice people. Lindsay's actually connects through to Kates on the other side of the building, Kates was hosting a high school reunion while we were in town. Lindsay's is keeping it real, this is a cash bar, ATM available onsite, pool tables, live music featured, drink prices are affordable, and the service is prompt and friendly. Special note, pickle shots are available ;) as long as you don't get too fancy with your drink orders you will do just fine. If you want to stop in for a cold one, engage in some friendly exchange, and/or, catch up on local gossip, here is your best bet.

    This bar is an institution in Pittsfield. It has been around for decades and manages to attract an…read moreeclectic mix of the 'old regulars' and the younger crowd. The original bar looks as it has for as long as I can remember with the old booths lining the wall opposite the bar and a full length bar lined with stools. Despite it's appearance that hasn't changed in years, it still manages to feel clean, bright and inviting. It is connected to Old Boys Pizza by a game room with two pool tables, shuffleboard and a juke box. They have live entertainment as well as a DJ on certain nights. They have a few domestics on Tap but mostly bottles with very reasonable prices. The staff is always very friendly and treat everyone like a regular. If you're in the area it is a must visit.

    Chain Bar and Grill - restaurants - Updated May 2026

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