The Best Places to Drink and Stay in Bucktown & around

The menu at this Bucktown coffee and cocktail bar is split in two: morning drinks for one crowd, evening drinks for another, with cold brew threading through both halves. The food runs from pizza bagels to caviar, which tells you something about the room's sense of humor. A James Beard semifinalist for Best New Bar in 2025, Truce has figured out that the best argument for staying all day is not having to change venues.

1. Eater Best New Bar
2. James Beard Awards 2025 · Semifinalist · Best New Bar
3. The 50 The 50 Discovery

A 1929 Art Deco skyscraper in Wicker Park, repurposed by Mexico's Grupo Habita into 89 rooms with the brand's signature low-key cool. A Belgian design team carved the old North Tower offices into spare, elegant guest quarters, and the 13th-floor indoor-outdoor bar is the kind of thing that makes you forget you came here on business. Tokyobike rentals at the door nudge you toward the neighborhood rather than the lobby.

1. Michelin Guide Selected Hotels

1. Eater Chicago’s Best Speakeasies and Secret Bars

1. Difford's Guide 4 stars · Difford's Guide