"This River North spot known for its over-the-top shakes adds a Halloween-inspired pumpkin patch this month with a specialty menu, pumpkin painting, adult witch mixology class, and more. Settle into an Adirondack chair with a warm spiked apple cider for the full experience. Reservations are available via OpenTable." - Lisa Shames
"Are you looking for photogenic fall sh*t to do but don’t want to drive all the way out to an apple orchard? Good news, JoJo’s Pumpkin Patch is back. It takes place on their 5,000 sq. ft. patio, has over 600 pumpkins, a 1954 Red Ford Truck, hay bales, and a metal bathtub filled with corn. They will also have boozy hot chocolate and ridiculous treats like the Pumpkin shake which comes with (wait for it) a slice of pumpkin pie, Reese’s Pieces pretzel, roasted marshmallow, and a Taffy Apple." - adrian kane
"Jojo’s usually garners attention for its colorful Instagram-friendly milkshakes, but when the weather turns cold its sweet-toothed staff features a selection of sugary hot chocolates. Diners can try a classic cup, or amp up the occasion with double chocolate or salted caramel variations. There’s also a location inside Water Tower Place and an outpost in suburban Naperville." - Naomi Waxman
"Are you looking for photogenic fall sh*t to do but don’t want to drive all the way out to an apple orchard? Good news, JoJo’s Pumpkin Patch is back. It takes place on their 5,000 sq. ft. patio, has over 600 pumpkins, a 1954 Red Ford Truck, hay bales, and a metal bathtub filled with corn. They will also have boozy hot chocolate and ridiculous treats like the Pumpkin shake which comes with (wait for it) a slice of pumpkin pie, Reese’s Pieces pretzel, roasted marshmallow, and a Taffy Apple. We haven’t been here yet, but want you to know this spot exists." - Team Infatuation
"Jojo’s Shakebar is like that one house on the block that insists on having a giant lawn display for every holiday, up to and including Groundhog Day. So it’s no surprise that every corner of this place feels like an awkward family photo backdrop. You'll see Christmas trees, giant snowflakes, and miles of tinsel and string lights. Despite your best efforts, you’ll leave here with 52 selfies in front of a giant sparkly nutcracker. While you're here, you can also drink hot cocoa or one of their physics-defying shakes loaded with things like cookies and cake pops." - john ringor