A good deal of natural wine-drinking happens on Bushwick rooftops, usually involving some combination of climbing a fire escape and a janky Bluetooth speaker. At Cherry On Top, things are a little more professional, though hanging out at this spot between the Dekalb and Jefferson L stops does feel a bit like being at a friend’s place. There’s a funky list of wines at reasonable prices (with plenty of glasses under $15 and bottles under $50), and a large rooftop with picnic tables on which to drink them. On our sunset-hour trip here, every single table was drinking orange wine. There’s also a small food menu with snacks like pickles, cheese, and salami, as well as an indoor area downstairs that we’d describe as extremely cute. The owner is an illustrator, and the indoor space almost feels like it could be the inside of her notebook.
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