Pizzeria$$distillery-districtSun-Wed 11:00-24:00; Thu-Sat 11:00-02:30Until Thu-Sat 02:30, slices to the end
Goodfellas Pizzeria slings New York slices in Lexington's Distillery District until 02:30 on weekends, with the Wiseguy Lounge bourbon speakeasy upstairs.
Tip: Head upstairs to the Wiseguy Lounge while you wait for a slice; Thursday to Saturday it runs to 02:30.
Cocktail barSpeakeasy$$distillery-districtSun-Wed 17:00-24:00; Thu-Sat 17:00-02:30Until Thu-Sat 02:30
Wiseguy Lounge hides a Prohibition-styled bourbon bar above Goodfellas Pizzeria on Manchester Street, Lexington's speakeasy with hundreds of bottles.
Signature drink: Bourbon old fashioned above the pizza ovens
Tip: Enter through the pizzeria and head upstairs; Thursday to Saturday it pours until 02:30 with slices below.
Cocktail barBourbon bar$$downtownWed-Sat 16:00-02:30Until Wed-Sat 02:30 with a late kitchen
Bourbon on Rye keeps Prohibition-era cocktails and 12 taps going until 02:30 on West Main Street, a late-shift bourbon room in downtown Lexington.
Signature drink: Rye cocktails from the Prohibition playbook
Tip: Wednesday to Saturday only; kitchen plates pub classics late, which is rare downtown after midnight.
AmericanIrish pub$downtownMon-Sun 11:00-02:30Until 02:30 nightly
McCarthy's Irish Bar pulls Guinness on South Upper Street daily until 02:30, the downtown Lexington local for march-in singalongs and post-game pints.
Signature drink: Guinness across from the courthouse crowd
Tip: Open 11:00 to 02:30 every day; it is the default St Patrick's headquarters, so plan around the March crush.
Cocktail barDive bar$north-limestoneMon-Sun 16:00-02:30Until 02:30 nightly
The Green Lantern books doom metal, bluegrass and punk into a West Third Street dive, one of Lexington's most-loved and longest-running dive rooms.
Signature drink: Cheap cans and whatever band is loading in
Tip: Cash helps at the bar; Wednesday karaoke and the happy hour before 19:00 are the reliable nights.
AmericanNeighbourhood bar$$chevy-chaseSun-Thu 11:00-23:00; Fri-Sat 11:00-01:00Until Fri-Sat 01:00
Charlie Brown's furnishes its Euclid Avenue bar like a worn library, all couches, bookshelves and lamplight, a Lexington comfort institution with pub food.
Signature drink: A bourbon by the fireplace among the bookshelves
Tip: Grab a couch by the fireplace in winter; the kitchen serves the full menu until late on weekends.