Hidden beneath the celebrated molecular cocktail haven The Aviary, The Office is a 21-seat vintage speakeasy that flips high-concept on its head with relaxed riffs on classic drinks and rare spirits. Behind an unmarked door, you’ll step into a space that feels like a well-appointed, wealthy Wisconsin man-cave—dark, comfy, unpretentious—with a bartender who’s part archivist, part mixology guru. On the menu, expect timeless cocktails—Martinis, Old Fashioneds, Daiquiris—but executed with top-tier technique, house-made ingredients, and tailored to the moment. Want to leave it to chance? Go for Dealer’s Choice, and let the bartender curate your night, flavor-by-flavor. Reservations are strongly encouraged, and cannot be walked into easily; a polite text requesting a spot is often the best way to secure a seat. The setting is tiny but warm—perfect for whispered conversation, subtle indulgence, and the kind of immersive cocktail experience that feels personal and rare. Even Time Out recommends the “Office Hour”—a 60-minute guided experience featuring two bespoke cocktails with food pairings, ideal for easing into or unwinding from a night out.
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