The Bluegrass Tavern is a bar in Downtown, 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 · 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 Cheapside, Lexington, KY 40507
Belle's Cocktail House pours bourbon cocktails across three levels on Market Street, with the rooftop bar downtown Lexington heads to on warm weekends.
DrinkBourbon cocktails on the rooftop
TipOpen Thursday to Saturday only, 16:30 to 02:00; head straight up to the rooftop level before the queue forms.
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.
DrinkHouse cocktails in an Art Deco room
TipOpen nightly from 17:00 to 01:00; the seasonal menu rotates, so ask the bartenders what they are testing this week.
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.
DrinkRye cocktails from the Prohibition playbook
TipWednesday to Saturday only; kitchen plates pub classics late, which is rare downtown after midnight.
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.
Belle's Cocktail House pours bourbon cocktails across three levels on Market Street, with the rooftop bar downtown Lexington heads to on warm weekends.
DrinkBourbon cocktails on the rooftop
TipOpen Thursday to Saturday only, 16:30 to 02:00; head straight up to the rooftop level before the queue forms.
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.
DrinkHouse cocktails in an Art Deco room
TipOpen nightly from 17:00 to 01:00; the seasonal menu rotates, so ask the bartenders what they are testing this week.
The Obstinate Sons runs a snug bourbon bar and kitchen on Chevy Chase Place, a neighbourhood Lexington room that takes its whiskey list seriously.
DrinkBourbon pours with chef-driven plates
TipClosed 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.
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.
DrinkRye cocktails from the Prohibition playbook
TipWednesday to Saturday only; kitchen plates pub classics late, which is rare downtown after midnight.
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.
