Cocktail barCocktail bar$$downtownMon-Sun 17:00-01:00
Ona mixes precise cocktails in an Art Deco room on Church Street, the low-lit downtown Lexington bar for a slow drink rather than a loud night.
Signature drink: House cocktails in an Art Deco room
Tip: Open nightly from 17:00 to 01:00; the seasonal menu rotates, so ask the bartenders what they are testing this week.
AmericanBourbon bar$$chevy-chaseTue-Sat 16:00-23:00; Sun 16:00-22:00; closed Mon
The Obstinate Sons runs a snug bourbon bar and kitchen on Chevy Chase Place, a neighbourhood Lexington room that takes its whiskey list seriously.
Signature drink: Bourbon pours with chef-driven plates
Tip: Closed Mondays; the kitchen holds its own, so arrive hungry rather than treating it as a drinks-only stop, and expect a wait for seats on weekends.
Cocktail barBourbon bar$$downtownWed-Sat 16:00-02:30
Bourbon on Rye keeps Prohibition-era cocktails and 12 taps going until 02:30 on West Main Street, a late-shift bourbon room in downtown Lexington.
Signature drink: Rye cocktails from the Prohibition playbook
Tip: Wednesday to Saturday only; kitchen plates pub classics late, which is rare downtown after midnight.
Cocktail barWhiskey bar and distillery$$$distillery-districtWed 10:00-18:00; Thu-Sat 10:00-21:00; Sun 11:00-18:00
Dark Arts Whiskey House finishes barrels in Lexington's Distillery District and pours cask tastings on Manchester Street, a Kentucky Bourbon Trail stop.
Signature drink: Barrel tastings drawn straight from the cask
Tip: Book the barrel tasting; pulling your pour straight from an ageing cask beats the standard flight.
AmericanPub$$downtownTue-Sat 17:00-24:00; closed Sun-Mon
Henry Clay's Public House pours pints on North Upper Street, blocks from the statesman's old law office, a downtown Lexington blues and covers pub.
Signature drink: Kentucky drafts with live blues on Tuesdays
Tip: Closed Sunday and Monday; Tuesday blues nights are the local pick over the busier weekend cover bands.
Cocktail barSpeakeasy$$distillery-districtSun-Wed 17:00-24:00; Thu-Sat 17:00-02:30
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.