Lexington events to watch out for in August

It’s a busy month for the Horse Capital of the World.

People gathered in a park for an art fair.

The Woodland Art Fair brings hundreds of artists + thousands of visitors to Lexington. | Photo courtesy of the City of Lexington

From art festivals to music, August in Lexington marks the return of some favorite events. Pull out your planner for this one to help:

Roy Wood Jr. | Friday, Aug. 18 + Saturday, Aug. 19 | Times vary | Comedy Off Broadway | Hear jokes from this Emmy-nominated comedian and “The Daily Show” correspondent.

Woodland Art Fair | Saturday, Aug. 19 + Sunday, Aug. 20 | Times vary | Woodland Park | Vendors return to town to feature all mediums of art, as well as local food + drinks.

Expansion Psychedelic Experience + Music Festival | Aug. 24-26 | Times + locations vary | Open your mind with art installations, live music, and a documentary screening.

Frankie Valli and the Four Seasons | Sunday, Aug. 27 | Lexington Opera House | You won’t be able to take your eyes off this iconic crooner as he sings the hits.

CRAVE Food + Music Festival | Saturday, Aug. 26 + Sunday, Aug. 27 | Masterson Station Park | Taste what Lexington has to offer at this multi-day food festival.

More from LEXtoday
Bookmark this guide for a curated list of events taking place each month that we’re most looking forward to.
Countdown to 2026 with live music, drinks, and unforgettable parties across Lexington and beyond.
Add a little color and light to your days with these free art galleries.
Three of the top local spots serving up the season’s favorite treat.
A quick guide to keeping the party neighbor-friendly.
We’re highlighting the best kid-friendly activities that Lexington, KY has to offer — complete with art classes, animal encounters, and outdoor fun.
Find local trivia nights in Lexington, Kentucky on weekdays and weekends including bars, breweries, and restaurants.
Prepare for winter weather in Lexington with these seasonal temperature and precipitation outlooks.
Snowy days in Lexington mean hills are calling. Keep warm, stay safe, and discover the best local sledding spots.