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    Chicago Sinfonietta

    4.7 (3 reviews)
    Closed 9:00 am - 4:00 pm

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    The Bassment - Chicago - The Bathtub

    The Bassment - Chicago

    4.1(246 reviews)
    0.7 miRiver North, Near North Side
    $$

    The Bassment in Chicago is a hidden gem that combines sophistication, style, and incredible live…read moremusic in one unforgettable experience. From the moment you descend into the intimate, speakeasy-style space, you're transported into a world of elegance and charm. The atmosphere is warm and inviting, with dim lighting, plush seating, and a touch of vintage glamour that perfectly complements the lively energy of the performances. The musicians are top-notch, the cocktails are expertly crafted, and every detail -- from the décor to the acoustics -- is designed to create an exceptional night out. What truly makes The Bassment stand out is the seamless blend of entertainment and hospitality. The staff are attentive and personable, ensuring every guest feels welcome and well taken care of throughout the evening. Whether you're there for date night, a celebration, or just to unwind with great music and drinks, The Bassment delivers an experience that feels both exclusive and comfortable. It's one of those rare Chicago spots where the vibe, sound, and service all come together perfectly -- a must-visit for anyone who appreciates quality nightlife and unforgettable live performances.

    Really happy to have found this spot for live music on a Saturday night. We arrived right around 8,…read morewhen doors open. Musics starts at 930ish so it's a bit of a wait if you get there that early, but potentially worth it to snag a lounge/table until reservations show up. Reservations are pricey, but with a group would be super fun and worth it. Workout having reservations, we gave up our seats and headed to the front to hang around the bar near the stage. Really awesome staff, and a coat check if you need it. The bar tenders were friendly and attentive. The music was fabulous. Fun crowd. The drink list was super fun with pop star nmes, the Taylor Swift was the fav, and not just bc I am a Swiftie. The bathtub drink is cute, get one for the photo and move on. The cream didn't work for me. Highly recommend for a fun live music experience and vibe.

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    The Bassment - Chicago
    The Bassment - Chicago
    The Bassment - Chicago

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    Howl at the Moon Chicago - Dueling piano

    Howl at the Moon Chicago

    3.5(814 reviews)
    0.3 miNear North Side
    $$

    (Kari's Rating 8.5/10)…read more Stopped in for a quick drink before dinner before Gus' Sip N Dip. We didn't have much time, but it was of course dead as it was 7 PM on a Monday. I ordered the lemon drop martini and it came with a beautiful sugar rim and a curly lemon slice which made the drink look very aesthetically pleasing. It is relatively loud because it is a semi-karaoke bar. The bartender was really sweet and made our drink relatively strong. I loved coming here when it's super busy for a happy hour or a late night piano session.

    I ended up getting a free party. I wanted to get more people, but it was a Saturday night in mid…read moreMay and lots of concerts going on in the city and lots of things going on so it is what it is. Ended up being my wife and I. We both had nonalcoholic drinks and they had a very good selection of NA Drinks which is good for people who can't or don't drink. The food was excellent. We both shared a soft pretzel and I had the hotdog that had steak on it, which was really filling. My wife had a burger which she thought was good. We also had a nice spot at the front with the window open so that we could still somewhat have a conversation and watch the Savannah Bananas on the TV. I guess the only thing I really didn't particularly care for was the fact that you had to pay for song requests. But we really didn't stay that long into the songs anyway.

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    Howl at the Moon Chicago - 35th Anniversary V.I.P. Reception.

    35th Anniversary V.I.P. Reception.

    Howl at the Moon Chicago - 35th Anniversary V.I.P. Reception.

    35th Anniversary V.I.P. Reception.

    Howl at the Moon Chicago

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    Mom's Place

    Mom's Place

    3.4(169 reviews)
    0.6 miNear North Side
    $$

    Quiet enough to talk but rowdy enough to have fun! The music and atmosphere hit that sweet spot…read morewhere it feels energetic without being overwhelming. Just make sure you know what you signed up for with the karaoke room :) It definitely gets crowded on weekends and usually charges a cover. Regardless, no other bar quite does it like Mom's Place! - AD

    Nice big spot to get your drink on and have a great time!…read more A group of us ventured out to Mom's Place after a few in the group had been before and wanted to go back. This was about 3 weeks before Christmas in 2025 on a Saturday night. As soon as you walk in and up the stairs, you are greeted by a ceiling hung Christmas lights display like you've never seen. It has to have been a nightmare to put these all up or, God forbid, have to chase down a bad bulb! I'd have to assume that these are up year-round. But look closely at the ceiling for all the additional bits-and-bobs hanging about. Several saxophones and other instruments along with statues and other "things". You could spend all night just walking around looking at the ceiling. There are several TV's, tuned to sporting events during my visit, to choose from. When we arrived, it was moderately busy. Throughout the two hours we were there, it probably tripled in capacity. But still comfortable. A band had been setting up and you never know what you're going to get with a cover band. I wish I knew the name of the band because they were great. Guitar, Bass, Fiddle, 3 Female Singers and I believe the Guitar player was singing periodically. I've seen and played in a lot of bands over the years. It's sometimes hard to pull off the multiple singer thing, especially when applying vocal harmonies. Again, I hate that I don't recall the name of this band because they absolutely crushed it. Their vocals and sound were tight and on point. Great band. It was Dec 08, 2025, if that's any help. There's also a downstairs but I didn't go down there. Some in my group did and they said it was more of the same, so I didn't give up my real estate that I was comfortable in and stuck where I was at. Would I go back? Yes. Great spot with good drinks and great people working the bar. A plus, for me, was that they had the real Strongbow Dry Cider, in the black cans, which is difficult to find in the US anymore.

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    Mom's Place - Beautiful bar which had everything you could ask for

    Beautiful bar which had everything you could ask for

    Mom's Place
    Mom's Place - Bar at the holidays (2023)

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    Bar at the holidays (2023)

    Redhead Piano Bar - Live music

    Redhead Piano Bar

    3.4(875 reviews)
    0.5 miNear North Side
    $$

    If you're looking for a great night out in River North, Redhead Piano Bar is always a solid choice…read more Kaleen Dolan and Michelle have this place moving like a well oiled machine between the music and keeping drinks moving! It has that classic Chicago piano bar feel -- lively but comfortable, energetic without being overwhelming. From the moment you walk in, you can feel the fun atmosphere. The lighting, the music, and the mix of people all come together to create a really welcoming vibe. The staff truly adds to the experience. Everyone is friendly and attentive, and you never feel overlooked. A special shoutout to Michelle, who goes above and beyond to make sure guests are taken care of. She's warm, professional, and genuinely makes you feel welcome, which makes a big difference on a busy night. Of course, the highlight is the live music. The performers are incredibly talented and know how to read the room, keeping the energy up while still creating moments where you can sit back and enjoy the music. Kaleen Dolan is especially impressive -- an amazing musician with a great voice and presence. She connects with the crowd effortlessly and makes every set feel personal and engaging. Whether you're out with friends, on a date, or just stopping in for a drink and some live music, Redhead Piano Bar consistently delivers a fun, memorable experience. Take it from the #1 Steve - this place is TOP SHELF fun!!

    Awesome experience, even if a little spendy. I'd recommend reserving a table - but that hits you…read morewith a $150 minimum spend and an auto 20% gratuity. They do not serve food - so your group (if smaller like ours of three) is in for several cocktails/beers. Overall - worth it and an absolute blast. Wish the seating provided direct views of the piano but the TV on the wall was sufficient. All our requests were played and the singer was fantastic!

    Photos
    Redhead Piano Bar - Back here in the back of the venue. A few tables up front with not posts. But can't sit there

    Back here in the back of the venue. A few tables up front with not posts. But can't sit there

    Redhead Piano Bar - Women's bathroom

    Women's bathroom

    Redhead Piano Bar - Piano bar

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    Piano bar

    Chicago Sinfonietta - theater - Updated May 2026

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