Bourbon on Rye is a bar in Downtown, Lexington.
Editorially verified August 18, 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 · 3 hours
Embark on a journey through the heart of Downtown Lexington, where history and farm-to-table flavors intertwine for an afternoon of fun exploration.
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...
Address: 115 W Main St, Lexington, KY 40507
Henry Clay's Public House pours pints on North Upper Street, blocks from the statesman's old law office, a downtown Lexington blues and covers pub.
DrinkKentucky drafts with live blues on Tuesdays
TipClosed Sunday and Monday; Tuesday blues nights are the local pick over the busier weekend cover bands.
Dark Arts Whiskey House finishes barrels in Lexington's Distillery District and pours cask tastings on Manchester Street, a Kentucky Bourbon Trail stop.
DrinkBarrel tastings drawn straight from the cask
TipBook the barrel tasting; pulling your pour straight from an ageing cask beats the standard flight.
Henry Clay's Public House pours pints on North Upper Street, blocks from the statesman's old law office, a downtown Lexington blues and covers pub.
DrinkKentucky drafts with live blues on Tuesdays
TipClosed Sunday and Monday; Tuesday blues nights are the local pick over the busier weekend cover bands.
Wiseguy Lounge hides a Prohibition-styled bourbon bar above Goodfellas Pizzeria on Manchester Street, Lexington's speakeasy with hundreds of bottles.
DrinkBourbon old fashioned above the pizza ovens
TipEnter through the pizzeria and head upstairs; Thursday to Saturday it pours until 02:30 with slices below.
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.
