Food festivals in Lexington worth planning a trip around, by month.
Festivals through the year
November 2026 2 festivals
Lexington Bourbon Week lines up featured bourbon cocktails across the city's bars each November, a Smiley Pete-run counterpoint to the spring race crowds.
TipWork the featured cocktail list like a passport; the participating bar map posts on the event site each autumn.
6 Nov
The Night Market strings lights over the 700 block of Bryan Avenue on first Fridays, a free NoLi street party of Lexington food vendors and makers.
TipIt only runs 18:00 to 22:00 and food lines peak by 19:30; arrive at opening and eat in two rounds.
June 2027 1 festival
Railbird pairs headline music with the Bourbon Hideout's hand-picked barrels at Red Mile, Lexington's June weekend of Tyler Childers-grade Americana.
TipThe Bourbon Hideout tastings sell separately from admission and cap daily; book both when the lineup drops.
July 2027 3 festivals
Lexington Burger Week sends dozens of kitchens chasing the city's best off-menu burger at $7 and $8 flat, one gluttonous week each July across Lexington.
TipDownload the passport app and hit the weird one-off burgers early in the week before kitchens start selling out.
Lexington Restaurant Week runs set menus at more than 40 locally owned rooms in late July, founder Connie Jo Miller's annual excuse to eat somewhere new.
TipThe flagship rooms book out fast once menus post; reserve the fine-dining stops in the first days of the window.
Crave gathers dozens of Lexington restaurants and food trucks with two days of live music at Gatton Park, the city's biggest pure food festival since the mid-2010s.
TipAdmission is $15 for a weekend pass or $10 for a single day, kids 10 and under are free, and the festival is cash-free, so bring a card; every vendor serves $5 small plates.
September 2027 1 festival
Festival Latino de Lexington fills the courthouse plaza with Latin American food vendors, music and dance across two September evenings, a downtown fixture since the early 2000s.
TipIt runs late, from 17:00 on Friday and 16:00 on Saturday to 23:00 both nights; come hungry and work the vendor rows between stage sets.
Book food experiences in Lexington
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...
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.
See all 11 bookable experiences in Lexington