The Jolliest Holiday and Christmas Pop-Ups Around Chicago


One of the largest over-the-top Christmas bars, Santa Baby, is back again this year in Wrigleyville. The popular pop-up offers multiple themed spaces and an extensive menu of kooky yuletide creations, including group-size drinks like Christmas Vacation (rum, orange juice, pineapple juice, cranberry juice) and Red Nose Rudolph (vodka, peach schnapps, cranberry energy drink, Sprite). There are also tons of hot and boozy options, plus Christmas spins on classic cocktails and booze-free milkshakes smothered in cookies and candy. The pop-up runs through early January, and reservations are available online.

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