
Guided tour · 2.5 hours
Lexington: Bluegrass Cocktails & Bites Walking Tour
Sink into your seat and sip unique craft cocktails and locally prepared plates while listening to captivating tales from Lexington's East End.
The Beer Trappe is a bar in Chevy Chase, 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: 811 Euclid Ave, Lexington, KY 40502
Charlie Brown's furnishes its Euclid Avenue bar like a worn library, all couches, bookshelves and lamplight, a Lexington comfort institution with pub food.
DrinkA bourbon by the fireplace among the bookshelves
TipGrab a couch by the fireplace in winter; the kitchen serves the full menu until late on weekends.
McCarthy's Irish Bar pulls Guinness on South Upper Street daily until 02:30, the downtown Lexington local for march-in singalongs and post-game pints.
DrinkGuinness across from the courthouse crowd
TipOpen 11:00 to 02:30 every day; it is the default St Patrick's headquarters, so plan around the March crush.
Charlie Brown's furnishes its Euclid Avenue bar like a worn library, all couches, bookshelves and lamplight, a Lexington comfort institution with pub food.
DrinkA bourbon by the fireplace among the bookshelves
TipGrab a couch by the fireplace in winter; the kitchen serves the full menu until late on weekends.
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.
DrinkDance-floor drinks before the drag show
TipThursday to Saturday only, 20:00 to 02:30; check the drag show schedule and arrive before the second set.
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.
SignatureBacon in a glass
TipIt sits in the Lansdowne Shoppes beside sister steakhouse Malone's; weekend service opens at 10:00 with brunch dishes.
The Bluegrass Tavern stacks Kentucky's largest bourbon collection on Cheapside, the downtown Lexington bar where flights run deep into allocated bottles.
DrinkBourbon neat from Kentucky's largest bourbon collection
TipClosed Sundays and Mondays; tell the bartender a flavour direction and a budget and they will build a flight from Kentucky's largest bourbon collection.
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.