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Watershed
601 N. State St. 312-266-4932
Walk toward the back of Pops for Champagne and head downstairs to this beer- and spirits-centric parlor where the drinks all hail from within or near the Great Lakes region. Signature cocktails and craft beers are the stars, but don’t overlook the menu of small bar plates served until late night.

Prohibit
116 W. Hubbard St. 312-329-9960
Prohibition-era cocktails are the focus at this sultry subterranean lounge located eight floors below sibling nightclub NV Penthouse Lounge. Old fashioneds, Clover Clubs and other classics join a menu of Asian-leaning bites.

Charcoal Bar
702 N. Wells St. 312-988-7864
This intimate, dark grey-dominated cocktail lair below Sumi Robata Bar generated quite a stir when it opened in January. Expect Japanese ingredients and delicate flavors on the menu, but don’t hesitate to ask the capable bartender to mix you a personalized creation.

Double A
108 W. Kinzie St. 312-329-9555
Below Mercadito’s high-energy dining room, groups can tuck into leather banquettes and order up customizable cocktails or signature drinks in this 60-person lounge.

Library at Gilt Bar
230 W. Kinzie St. 312-464-9544
Pass through Gilt Bar to enter Library, the swank lower-level lounge formerly called Curio. Brocade wallpaper, leather books and tufted red velvet booths add a hefty dose of luxury to a night of craft cocktails and an abbreviated menu of Gilt Bar dishes.

Coming soon: Three Dots and a Dash
435 N Clark St.
Americana and barbecue are the dynamic duo at Bub City, but it’s all tiki all the time at basement lounge sibling Three Dots and a Dash, due to open any day now. Helming the bar at this long-awaited hot spot is former Whistler bartender Paul McGee, who puts a contemporary spin on traditional tiki staples.