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Uncle Cheef

4.5 (40 reviews)
ModerateMusic Venues, Bars

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mezcal old fashioned
Marietta C.

A hidden gem behind a brick building in the randomest part of Brewster. Don't let the outside fool you, you'll be a fool if you don't check this incredible jazz lounge. As soon as you walk in, you don't even know what you're about to be treated to. A high chandelier, cozy fireplace vibes and a long set of stairs open up to a waiting area where the hostess with the mostest will explain the whole run down to you. She'll ask you if it's your first time attending and explain how things work, because yup, people don't read things on the website anymore and end up complaining or whatever. Either way, don't be annoyed at her, let her explain and do her thing. She's literally just doing her job to make things easier for everyone, it's part of the Uncle Cheef experience. If you've been there before, no sweat, she totally wont re explain everything. When you walk into the main room it feels like you've walked into a speakeasy Jazz bar giving all the vibes. The disco ball is what does it for me. From the dark decor, to the warmer colors and cozy atmosphere. Uncle Cheef, the staff and artists are here to give you an amazing time. Reservations are highly recommended as this place gets pretty full (especially for the first show and on the busier nights/weekend). No matter where you're seated, you'll have the best seats in house since they've literally thought of everything, especially the swivel chairs! There is a cover charge of $20pp and a $25 min pp of food and drink which is totally easy to do. It just means you'll be getting a drink and a snack or full dinner if you wish. They have delicious tapas style options with plenty of choices for the vegetarians. Highly recommend the eggplant meatballs, they're out of this world! The cheesy tots are for sure a must. We had the pleasure of listening to the talented Benny Benack III and his crew and we had such an awesome night. You for sure don't have to be into jazz to enjoy this place but if you are, you'll for sure love it even more. Bottom line: a great place with lots of regulars to listen to incredible and talented musicians, delicious tapas and drinks (the food in my opinion surpasses the drinks). Overall a great spot to visit and revisit to hang with friends, celebrate or enjoy a date night out.

Melanie K.

What an incredible hidden gem! Beautiful jazz music by talented musicians! The ambience is incredible and cozy. The brunch menu was delicious and there was something for everyone. I highly recommend the French toast apple cider doughnuts. The waiters were very attentive. While there is a per person minimum, it is very easy to meet. I will definitely be back!

Joy S.

Got there for the 5:30pm show on a Sunday eve. The hostess was also our waitress and she was very helpful when it came to suggestions as to what to order. The drinks were spot on. They weren't so strong that we felt tipsy, they were balanced and well made, shout out to the bartender! To start we got the French onion soup and dates (THE DATES OMG DROOL). We were pretty hungry so we got a ton of food. The band was playing Brazilian jazz and it was so chill. We stayed for both sets, enjoying the music, ambiance, and food. Love that it's a low key spot and so well run. Will not be my last time. 10/10

Brazilian jazz
Mariana L.

Wonderful chill jazz club with a great brunch. Glad to see the decor is actually built to accommodate the music. Cocktails and brunch dishes, tapas are tasty. The crab Benedict, deviled eggs, Brussel sprouts were a hit. Brazilian jazz musicians were very good. One of the best brunch options in the area.

Room is devoted to the sound experience.

I've been a few times to this outstanding live music lounge. There is live music Wed - Saturday and Sunday brunch. The music is always good as the performers are all top level professionals from NYC! If you want to discover something different and exciting, I'd suggest the Brazilian Jazz Sunday Brunch. The music is fantastic and the brunch menu delicious.

Lemon cake, cream was blah.

This is a great jazz spot! You go for the music and everything else is a bonus. The service was good and the food was ok. We ordered 6 items: crab crostini, wings, mac and cheese, beans and rice, cachuterie board with goat cheese with duck salami. Lemon cake for dessert. The mac and cheese skip, it was hot but tasteless, just noodles and butter, no noticeable cheese flavor, and breadcrumbs 2/5. The waitress wanted feedback I told her it was tasteless a hot gooey flatliner. We paid for it all so I'm gonna be honest. The wings subpar no real sauce/flavor 3/5. My husband asked for hot sauce for Buffalo wings. But the crab, board, and rice and beans were great. The board was laid out nicely and the variety was good. 5/5 Crab was flavorful a little greasy, but good 5/5. The beans and rice hubby said 5/5. The lemon cake 4/5 the cake was good. The cream was flat. The music, artists, and bar carried the experience. We had a bottle of wine and a margarita. Wine prices were fair and great choices of tequila. I would go again, the atmosphere was great! The people were nice and the vibe was Jazz. The table layout was good. You have room to enjoy yourself. You can stay for both sets. I love that...we will be back! Hubby took me for my birthday...it was a great evening! I'm fair and honest...try it out. I think you will like it!

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3 years ago

Way, wayyyyyyyyy Overpriced... food was decent but portions very small but music was subpar ..............

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2 years ago

Disappointed 120$ music fee for 45 minutes of music and food and that's just the fee. Plus ok food

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3 years ago

Great to have a spot like this in Brewster. The live music was excellent. Food and drink prices a little hefty.

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3 years ago

Excellent venue to watch jazz. Best in westchester in my opinion. Food was good as well but the environment is the real draw at this place.

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3 years ago

Amazing music, great space and wonderful food! Very nice to see this super fun place open in our area!

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3 years ago

this business false advertised to make extra money for themselves. food was at best ok, service slow. not a place I will return to.

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Uncle Cheef - musicvenues - Updated November 2026

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