Uncle Cheef 988 New York 22, Brewster, NY 10509

"We have had a few wonderful nights at Uncle Cheef’s. The sound system for the room is perfect that there’s no bad seat in the house. we love that we can enjoy world-class level music in our hometown Hudson Valley. The ambiance is upscale yet inviting and the services are friendly and efficient. The listening experience is just so much better than, say, Village Vanguard or some cramped basement jazz clubs in NYC. They serve tapas-style food, which is great for someone like me that like to try a variety of food. I love the warm dates stuff with creamy goat cheese. The BBQ pull pork sliders with spicy picked red onions are delish (too good that I forgot to take pics…), and the desserts are satisfying (try the salty carmel chocolate chip cookie with ice cream). Highly recommend it!"

"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."

"Must do for our area! Upscale yet relaxed vibe with delicious cocktails and good draft beer selection. We went thinking we’d stay for one set but stayed for 5 hours. Great talent and entertainment ❤️ MAKE RESERVATION! :)"

"Fabulous experience so close to home! The music was exceptional and the food delicious. Our favorites were the New England Clam Chowder, Rice and Beans, Farro Salad, and poutine. Went to celebrate two birthdays. We will visit again."

"Excellent sound, sightlines, food, ambience and service! I performed here and the audience was wonderful. I can tell that management here must be doing it right as everyone working here from the greeter at the door, to the sound person to the bartenders and servers were all very friendly and accommodating. The short rib sliders here are MAGNIFICENT! They were so flavorful, tender and juicy that it was almost like eating a French Dip sandwich with the au jus somehow already embedded in the meat and bun. The chef used the perfect bread bun to hold it all together so that even though it was incredibly juicy it was in no way messy. The chef here seems to really pay close attention to detail. This place was only open for 4 months when I visited but I think it's already got the atmosphere, sound, lights, equipment and menu to be one of the premiere jazz clubs in the tristate area. (It's even got a proper, reasonably spacious and comfortable dressing room for the musicians which is a rarity in NYC clubs so my hats off to the owner and the club's designer for thinking of the performers!)"