Old Sugar Distillery is a cocktail bar restaurant in Madison.
Editorially verified June 3, 2026 by Lewis Vaughan, TableJourney editor. Source.
Why locals love it: The east-isthmus Madison craft distillery and tasting room from 2010 makes brandy, rum and bitters on East Main Street in Marquette.
Tip: Thursday through Saturday tasting hours; order an Old Sugar Honey Liqueur cocktail flight in the small bar before buying retail.
Address: 931 E Main St, Madison, WI 53703
Gib's Bar upstairs lounge in Madison: cocktail bar room. The Williamson Street converted-house cocktail bar runs a small upstairs lounge with sofas, candle.
Why locals love it: The Williamson Street converted-house cocktail bar runs a small upstairs lounge with sofas, candle lighting and a tight by-the-glass spirits menu.
Tip: Climb the stairs to the upstairs lounge instead of staying on the first floor.
Settle Down Tavern on South Pinckney in Madison runs the city's most considered brandy Old Fashioned two blocks off Capitol Square, supper club homage.
Why locals love it: The South Pinckney supper club, two blocks off Capitol Square, runs Madison's most considered brandy Old Fashioned in a low-key dining room.
Tip: Sit at the bar instead of the dining room; the owners built the place as a supper club homage with a serious bar program.
Tornado Steak House on South Hamilton in Madison opens its bar at 17:00 and pours a Wisconsin brandy Old Fashioned locals consider the city's standard.
Why locals love it: The South Hamilton supper club's bar opens at 17:00 and pours a Wisconsin brandy Old Fashioned that locals consider the city's standard.
Tip: Bar opens at 17:00; reserve a 20:00 table on OpenTable and arrive an hour early to sit at the bar for the cocktail.
Lazy Jane's on Williamson Street in Madison runs weekend brunch with one of the city's longest-running scone programs since 1998, weekday counter trade.
Why locals love it: The Williamson Street scratch cafe runs weekend brunch with one of the city's longest-running scone programs since 1998, weekday counter trade.
Tip: Arrive by 09:00 on a Sunday or expect a 45-minute wait by 10:00; the bakery case sells out by noon every weekend.
Madison Sourdough on Williamson Street sets up a small Saturday egg-on-toast and laminated-pastry brunch counter most Madison residents don't realize exists.
Why locals love it: The Williamson Street bakery sets up a small weekend egg-on-toast and laminated-pastry brunch counter most don't realize exists.
Tip: Saturday mornings only; arrive by 09:00 for the kouign-amann before the line wraps past the bread counter.
Mickey's Tavern pinball room (Burgers) in Madison: Arrive before 21:00 on a weekend to claim a pinball table; cash bar tips appreciated for the bartender.
Why locals love it: The Marquette neighborhood east-side dive runs a small back room of working pinball machines alongside a strong burger menu and late kitchen.
Tip: Arrive before 21:00 on a weekend to claim a pinball table; cash bar tips appreciated for the bartender.
