Cocktail barLGBTQ+ nightclub$$downtownThu-Sat 20:00-02:30
The Bar Complex runs three bars, a dance floor and drag stages on East Main, the long-standing anchor of LGBTQ+ nightlife in downtown Lexington.
Signature drink: Dance-floor drinks before the drag show
Tip: Thursday to Saturday only, 20:00 to 02:30; check the drag show schedule and arrive before the second set.
American$$$lansdowneMon-Thu 15:00-22:00; Fri 15:00-23:00; Sat 10:00-23:00; Sun 10:00-21:00
OBC Kitchen stocks over 150 bourbons and whiskeys behind a Lansdowne storefront, the Lexington bar-restaurant where bacon arrives in a glass with the drinks.
Signature: Bacon in a glass
Tip: It sits in the Lansdowne Shoppes beside sister steakhouse Malone's; weekend service opens at 10:00 with brunch dishes.
Cocktail barBourbon bar$$downtownTue-Fri 17:00-02:00; Sat 17:00-02:30; closed Sun-Mon
The Bluegrass Tavern stacks Kentucky's largest bourbon collection on Cheapside, the downtown Lexington bar where flights run deep into allocated bottles.
Signature drink: Bourbon neat from Kentucky's largest bourbon collection
Tip: Closed Sundays and Mondays; tell the bartender a flavour direction and a budget and they will build a flight from Kentucky's largest bourbon collection.
Cocktail barCocktail bar$$downtownThu-Sat 16:30-02:00
Belle's Cocktail House pours bourbon cocktails across three levels on Market Street, with the rooftop bar downtown Lexington heads to on warm weekends.
Signature drink: Bourbon cocktails on the rooftop
Tip: Open Thursday to Saturday only, 16:30 to 02:00; head straight up to the rooftop level before the queue forms.
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.