Upcoming Events in Kentucky
Renfro Valley Dual Sport Ride
Venue: Kentucky Music Hall of Fame, 2590 Richmond Street, Mt. Vernon, KY
Date and Time: May 1, 2026, at 4:00 pm – May 3, 2026, at 10:00 am
Description: A two-day charity event showcasing South Central Kentucky's beautiful trails and landscapes. This annual 100-mile-per-day ride is for moderate- to expert-level dirt bikers who are fully licensed to operate on rural Kentucky roads. Riders have the option of using roll-chart route sheets or GPS. The event is held rain or shine, and registration is non-refundable. Net proceeds support various charitable organizations, including local fire departments and the Kentucky Music Hall of Fame and Museum. Check event details
The Lily & Bubbles Oaks Brunch
Venue: High Stakes Rooftop Grill, 710 E Jefferson St, Louisville, KY
Date and Time: May 1, 2026, from 8:00 am to 12:00 pm
Description: An opulent rooftop affair where Southern heritage meets modern elegance. Enjoy a gourmet brunch with a selection of Southern-inspired dishes, complemented by a curated selection of bubbles. Reservations are required. View event details
Oaked 2026: A Taste of Beam
Venue: James B. Beam Distilling Co., 568 Happy Hollow Rd, Clermont, KY
Date and Time: May 1, 2026, from 10:00 am to 2:00 pm
Description: Celebrate the biggest weekend in horse racing with mint juleps, delicious Southern-style BBQ, and live music at the home of the world's finest bourbon. View event details
152nd Kentucky Oaks
Venue: Churchill Downs, 700 Central Ave, Louisville, KY
Date and Time: May 1, 2026, from 11:00 am to 9:00 pm
Description: America's premier race for 3-year-old fillies, offering a $1.5 million Grade 1 stakes race and awarding the winning filly a garland of lilies. The race is traditionally held the day before the Kentucky Derby. View event details
Vincenzo's 40th Anniversary Oaks Brunch
Venue: Vincenzo's, 150 S. 5th Street, Louisville, KY
Date and Time: May 1, 2026, from 10:00 am to 1:30 pm
Description: Elegant and authentic Italian brunch buffet created by Chef Agostino, featuring renowned host Maker’s Mark. Reservations are required. View event details
Green River Gaited Horse Sale
Venue: Central KY Ag Expo Center, 678 Wallace Wilkinson Blvd, Liberty, KY
Date and Time: May 1, 2026, at 6:00 pm – May 2, 2026, at 6:00 pm
Description: The 2nd annual gaited sale at the beautiful Central KY Ag Expo Center in Liberty, KY. For more information, contact Jesse Green at 270-634-0646 or Clayton Ryan at 270-766-2641. View event details
Kentucky Derby Experience 2026
Venue: Genesys, Louisville, KY
Date and Time: May 1, 2026
Description: An extraordinary weekend of insights, connections, and world-class experiences, including discussions on AI and the next level of customer experience. View event details
Alltech ONE Conference
Venue: Central Bank Center, Lexington, KY
Date and Time: May 18–20, 2026
Description: A conference featuring inspiring keynote speakers, dynamic tracks, and leading-edge insights from global leaders across agriculture, business, technology, and sustainability. View event details
Please note that event details are subject to change. It's advisable to check the provided links for the most current information.