From its opening night last July, the massive two-story follow-up to the River North restaurant Siena Tavern became the scene-iest of scenes for the trendy crowd making a night of it on Randolph Street. Stellar wine and beer lists: everything from the standard Lagunitas to the not-so-standard Ommegang Gnomegang blond ale. Bartenders mix ferocious cocktails, too. 832 W. Randolph St., 312-492-7775

Crowd Soho House members (and those who wish they were) in their 30s and 40s
Food Full Italian menu, including pizzas and bomboloni (doughnuts)
Top Tipple Pertinace Barbera d’Alba, $9