Bakery$$
Greenbush Bakery late-night donuts in Madison: bakery room. The Regent Street kosher dairy bakery runs almost 18 hours daily, with hot donuts from the fryer.
Why locals love it: The Regent Street kosher dairy bakery runs almost 18 hours daily, with hot donuts from the fryer through the small hours.
Tip: Walk in before midnight on a Saturday for the freshest donuts; the case rotates as the night staff fries them.
Street food$$
Curd Girl food truck is the madison cheese-curd food truck rotates locations daily; the website map is the only way to catch them in person.
Why locals love it: The Madison cheese-curd food truck rotates locations daily; the website map is the only way to catch them in person.
Tip: Check the Curd Girl Instagram on the morning of and time your lunch around the cart's stop near State Street.
Cocktail bar$$
Old Sugar Distillery is the east-isthmus madison craft distillery and tasting room from 2010 makes brandy, rum and bitters on east main street in marquette.
Why locals love it: The east-isthmus Madison craft distillery and tasting room from 2010 makes brandy, rum and bitters on East Main Street in Marquette.
Tip: Thursday through Saturday tasting hours; order an Old Sugar Honey Liqueur cocktail flight in the small bar before buying retail.
Cocktail bar$$Mon 16:00-00:00, Sat-Sun 16:00-00:00
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.
Cocktail bar$$Mon 16:00-21:00, Tue-Thu 11:30-22:00, Fri-Sat 11:30-00:00
Settle Down Tavern on South Pinckney in Madison runs the city's most considered brandy Old Fashioned two blocks off Capitol Square, supper club homage.
Why locals love it: The South Pinckney supper club, two blocks off Capitol Square, runs Madison's most considered brandy Old Fashioned in a low-key dining room.
Tip: Sit at the bar instead of the dining room; the owners built the place as a supper club homage with a serious bar program.
Steakhouse$$Daily 16:30-01:00
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.