“The most Instagram-worthy hot chocolate in the city can be found at this walkup window in the West Loop. ” – TimeOut
“Step up to Bar Siena’s dessert walk-up window and prepare to get your Insta game ready. ” – Michigan Avenue Magazine
” These over-the-top drinks come with whipped cream, sprinkles, biscotti and half a donut. Make sure you come hungry.” – TravelZoo
“The hot chocolate is so picture-perfect, in fact, that the eatery even offers a recommendation for which Instagram filter to use on the menu. (It’s Juno.) ” – DailyMail
“Marshmallow not quite enough topping? How about adding some chocolate bars, a chocolate drizzle, some cookies, and a whole freaking doughnut? ” – Food & Wine
“These photogenic concoctions take a classic treat to the next level” – Chicago Magazine
Crowned with a tube of injectable custard, these Italian doughnuts are a tad gimmicky, sure—but the fluffy, sugar-coated dough is so legit that we don’t mind. Plus, that squeeze bottle makes it easy to cover every nook and cranny in rich, vanilla-bean–dotted custard. $3.50.
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This cool and quaint walk-up coffee shop—part of Bar Siena in the West Loop of the Windy City—specializes in all sorts of brews, doughnuts, and gelato, but don’t sleep on the hidden gem. Go all out with the cafe’s “Hotter Chocolate,” in Funfetti or S’mores varieties (that is, if you haven’t had your fill), a perfectly indulgent way to warm up on those chilly Chicago days. Of course, die-hard iced aficionados can opt for the “Cooler” versions if they dare.