The Best Places to Drink and Stay in River North

The Txuletón, a Basque-style ribeye from mature dairy cows, grilled over open charcoal with salt, heat, and not much else, is the organizing principle of this Basque-inspired chophouse in River North. The kitchen takes its cues from the asador tradition, applying that discipline to seriously sourced beef, carefully aged. Spanish reds anchor the wine list. Esquire named it among the best new restaurants in America, and it lands at number 15 on the World's Best Steak Restaurants list.

1. World's 101 Best #15 · World's Best Steak Restaurants
2. Esquire Dirty Dirty · The Best Martinis in America
3. Esquire The Spanglish · The Best Martinis in America

1. Esquire Dukes Hotel Martini · The Best Martinis in America

The Allegro Royal Sonesta sits inside the Loop connected directly to the Cadillac Palace Theater, which tells you something about its disposition. This is a hotel for people who want to see a show, or who just want a room that feels like one. The Art Deco interiors nod to the era when Chicago's skyline was still an argument in progress. Atelier Bloem bath products and a lounge serving all-day dining round things out.

1. Michelin Guide Selected Hotels

The Beef & Liberty Bar is the second-floor cocktail room of a London steakhouse that took over a restored River North building, all barrel-vaulted ceilings and jewel-toned booths. It's known for sub-zero martinis served cold enough to count as a personality trait, plus a happy hour with Reuben nuggets. Expect dressed-up regulars and a bar program that landed a Top 10 Nominee spot for U.S. Bartender of the Year.

1. Spirited Awards 2026 · Top 10 Nominee · U.S. Bartender of the Year · Daddy Long Legs
2. Eater Chicago’s Best Steakhouses
3. Eater The Best Restaurants in River North

1. The 50 The 50 Discovery

The bar is in the basement, which is the point. The Drifter is a tiny subterranean cocktail lounge tucked beneath the Green Door Tavern, a speakeasy in the old sense of the word, not just the aesthetic. Low ceilings, dim light, and the general feeling that you've wandered somewhere you weren't supposed to find. The kind of place where a well-made drink tastes better simply because you had to descend a staircase to get it.

1. Difford's Guide 4 stars · Difford's Guide
2. Eater Chicago’s Best Speakeasies and Secret Bars