
Chicago Riverwalk
Start at the Riverwalk — stroll along the river past bars, kayak rentals, and architectural highlights. The best urban walk in America.

RPM Italian
5 min walk. Stylish Italian from the Lettuce Entertain You group. The thin crust pizza and pappardelle bolognese are outstanding. Celebrity spotting is common.

The Drifter
5 min walk. Hidden speakeasy inside the Green Door Tavern — find the unmarked door, descend the stairs, and enter a burlesque-era cocktail den. Magic shows and live performances.

Three Dots and a Dash
5 min walk. Another hidden bar — find the alley entrance off Clark St. Elaborate tiki drinks, treasure chest cocktails for two, and a tropical underground vibe.
Make it a weekend
Staying overnight? Find the best hotels near River North, Chicago.
Find hotels nearbyCouples visiting Chicago typically stay 2–3 nights
Comments
Order the treasure chest at Three Dots — it's a shareable cocktail served in an actual treasure chest with sparklers. Instagram gold.
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