The Bluegrass Tavern is a bar in Downtown, Lexington.
Editorially verified August 19, 2026 by Lewis Vaughan, TableJourney editor. Source.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
