Wiseguy Lounge is a bar in Distillery District, Lexington.
Editorially verified August 19, 2026 by Elliot Marsh, TableJourney editor. Source.
Guided tour · 2.5 hours
Sink into your seat and sip unique craft cocktails and locally prepared plates while listening to captivating tales from Lexington's East End.
Guided tour · 4 hours
Join us in the Distillery District for Kentucky farm-to-table cuisine, limestone-filtered bourbons, and an exploration into the history behind this revitalized piece o...
Guided tour · 1 hour
Take a guided tour of the Lexington Brewing and Distilling campus and learn about the production of Kentucky Bourbon Barrel Ale and Town Branch. Enjoy 4 tasting tokens...
Address: 1228 Manchester St, Lexington, KY 40504
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.
DrinkCheap cans and whatever band is loading in
TipCash helps at the bar; Wednesday karaoke and the happy hour before 19:00 are the reliable nights.
Al's Bar anchors the corner of Sixth and Limestone with burgers, local beer and gigs, the long-running NoLi corner bar wired into Lexington's music scene.
DrinkLocal drafts before a punk or bluegrass set
TipClosed Mondays; Tuesday open mic is free and the Thursday to Saturday bookings range from hip-hop to bluegrass.
Chevy Chase Inn has poured since 1933, Lexington's oldest bar, a cash-friendly Euclid Avenue dive that opens at 14:00 and never pretends to be more.
DrinkA cold bottle in Lexington's oldest bar
TipAfternoon drinking is the move; it opens at 14:00 daily and the jukebox and regulars do the entertaining.
The Beer Trappe runs taps and a bottle wall on Euclid Avenue, the Chevy Chase beer bar where Lexington's beer nerds drink in or carry out rare releases.
DrinkRotating craft drafts beside a wall of bottles
TipAnything on the shelves can be opened at the bar for a small corkage; ask what rare Kentucky releases landed.
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.
DrinkGuinness across from the courthouse crowd
TipOpen 11:00 to 02:30 every day; it is the default St Patrick's headquarters, so plan around the March crush.
Charlie Brown's furnishes its Euclid Avenue bar like a worn library, all couches, bookshelves and lamplight, a Lexington comfort institution with pub food.
DrinkA bourbon by the fireplace among the bookshelves
TipGrab a couch by the fireplace in winter; the kitchen serves the full menu until late on weekends.
