Broken Shaker at Freehand Chicago

Just your typical Midwestern private ski-lodge-themed hot tub bar located in the Acme Hotel.

Widely celebrated as the best cocktail bar in River North, The Berkshire Room is an upscale, vintage-inspired lounge in downtown Chicago dedicated to the art of craft cocktails. We are renowned for our signature Dealer’s Choice experience—simply choose your preferred glassware, base spirit, and flavor profile, and our expert bartenders will build a custom cocktail just for you. Alongside our house-crafted original libations and timeless classics, spirit enthusiasts can explore our extensive collection of rare and antique whiskeys, featuring hard-to-find bourbons. Pair your drinks with our artisan charcuterie and elevated bar snacks. Join us for an unforgettable evening.

A standout among rooftop terraces & lounges in downtown Chicago, Upstairs at The Gwen focuses on the art of craft cocktails paired with small plate fare and cityscape views from among the Art Deco-infused architecture.

The Bamboo Room at Three Dots and a Dash is an intimate 22-seat cocktail bar led by Beverage Director Kevin Beary, offering guided rum experiences featuring rare and exceptional spirits. Expert bartenders lead guests through house daiquiris, modern interpretations of iconic tiki classics, and progressive cocktails crafted with carefully selected rums. The Bamboo Room also hosts private events, and exclusive experiences.

Tucked into the lower level of Crying Tiger in River North, Kitty's Cosmopolitan Club is a cocktail lounge from Kevin Beary and the award-winning team behind Gus' Sip & Dip. The opulent interior, designed with David Collins Studio, sets the stage where cocktails are ordered, crafted, and served by expert bartenders. The bar program has three experiences: From the Cold Room, cocktails held in Chicago's first -16°F walk-in freezer; From the Bar, made-to-order classics; and From the Trolley, cocktails prepared tableside in fine crystal. Low- and no-alcohol options, plus coffee and tea, are also available. The food menu, from James Beard-nominated Chef Thai Dang and Chef Bob Broskey, features a raw bar and dim sum to complement the cocktails.

Arbella is a River North cocktail bar in downtown Chicago, known for seasonal craft cocktails and elevated bar bites with a sprinkling of nostalgia. On weekends, B-SIDE opens as our listening room, featuring eclectic DJs from Chicago, NYC, and beyond. Visit the main website to view the current menu, weekday specials, and the monthly DJ schedule.

Celeste offers four unique floors of hospitality and entertainment, each designed to create a distinct and immersive guest experience. From the classic charm of Whiskey Bar to the sophistication of Deco Supper Club, the high-energy atmosphere of DISCO, and the rooftop escape of Garden, every space contributes to the identity and energy that defines the Celeste brand.

A New Orleans inspired restaurant and cocktail bar boasting French Quarter cocktails, small bites, and a vibrant ambiance. Nestled in the heart of Chicago's River North, Storyville is a New Orleans-inspired restaurant and cocktail bar that features a unique, nostalgic Cajun menu filled with Gumbo, Pasta, Jambalaya, and our famous Banana Foster. Storyville features three primary dining areas: the main dining room that gives a rustic and majestic New Orleans feel with Empire chandeliers, TV monitors that rotate through photos of classic New Orleans scenes, and art installations inspired by famous historical figures; a patio with traditional New Orleans metalwork; and a speakeasy-style basement lounge with original Storyville decor.