
Day trip · 9 hours
Full Day Private Bourbon Tour of Frankfort/ Lexington Area
Explore Kentucky's rich bourbon heritage with Sip Kentucky Bourbon Tours on a private journey through the Kentucky Bourbon Trail. Visit 3 distilleries with an itinerar...
Dates not yet confirmed. The organiser has not announced this edition. The dates below follow the festival's usual pattern and are our best estimate; check the official site before booking around them.
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.
Official site: lexingtonbourbonweek.com
Dates and details checked September 29, 2026 by Elliot Marsh against the organiser's site.
Hotels in Lexington around 5 to 14 November 2026, dates pre-filled. Prices and availability open on the partner site.
Lexington Bourbon Week runs 5 to 14 November. These are the food tours and tastings in Lexington to book for the days around it; most cancel free up to 24 hours ahead.

Day trip · 9 hours
Explore Kentucky's rich bourbon heritage with Sip Kentucky Bourbon Tours on a private journey through the Kentucky Bourbon Trail. Visit 3 distilleries with an itinerar...

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...
6-12 Jul 2027
Lexington Burger Week
Burgers
23 Jul to 2 Aug 2027
Lexington Restaurant Week
Set menus city-wide
31 Jul to 1 Aug 2027
Crave Food + Music Festival
Local restaurants, food trucks, craft beer
17-18 Sep 2027
Festival Latino de Lexington
Latin American
5-6 Jun 2027
Railbird Festival
Bourbon and festival food
6 Nov
The Night Market
Street food and local makers