Bohemian barbenton-park
A Benton Park institution covered floor-to-ceiling in mosaic and folk art, Venice Cafe is the city's most idiosyncratic bar, with a lush patio and live music.
Signature drink: Cocktails and local beer
Food: Light bites
Tip: The art-covered patio is the whole point; come for a warm-weather evening with live music. Cash is handy here.
Rooftop bardowntown
Atop the Hilton at the Ballpark, Three Sixty offers 360-degree skyline views, including down into Busch Stadium, across a big indoor and outdoor terrace.
Signature drink: Cocktails with skyline views
Food: Shareable plates
Tip: Go at sunset or during a Cardinals game for the stadium view. It is the marquee downtown rooftop, so expect a crowd.
Dive bar and music venuetower-grove-south
A South City dive and live-music room, The Heavy Anchor pairs cheap drinks with a back-room stage for local and touring bands. A no-frills music bar.
Signature drink: Cheap beer and shots
Food: Bar snacks
Tip: The back room hosts shows most nights; the front bar is for cheap drinks and pinball. Check the gig calendar.
Irish pubthe-hill
A long-running pub near the Hill and the Grove, Nick's pours draft beer and whiskey to a regulars' crowd in a no-frills room, a classic St. Louis tavern.
Signature drink: Draft beer and whiskey
Food: Pub plates
Tip: It is a regulars' pub; come for cheap pints and a low-key night. Live music and trivia fill some evenings.
Cocktail loungebenton-park
The lounge side of Frazer's in Benton Park pours some of the best classic cocktails on the south side, a 25-year-old bar attached to the restaurant.
Signature drink: Classic cocktails
Food: Full restaurant menu
Tip: Sit at the bar for the cocktail program even if you are not dining. Ask what the bartender is shaking that night.
Wine and cocktail barclayton
Sasha's DeMun bar pairs a wide by-the-glass wine list with cocktails and noshing plates in a homey Clayton room, a relaxed spot with a popular patio.
Signature drink: By-the-glass wine and cocktails
Food: Cheese, charcuterie and small plates
Tip: Order a cheese board and let staff pair glasses across it. The patio fills first on warm evenings.