Kentucky’s fall season is the perfect time to explore the Kentucky Bourbon Trail, with crisp air, golden landscapes, and a full calendar of bourbon festivals and tastings. For folks heading to Louisville bourbon events, historic Bardstown, or the charming town of Lawrenceburg, KY this guide covers everything you need to know. Plus, learn why Spencer County lodging is the smart, affordable choice for bourbon travelers.

Louisville Bourbon Events: Urban Bourbon Trail and Fall Festivals

Louisville is a top destination for bourbon lovers, offering a mix of distillery tours, music festivals, and cultural events.

Bourbon & Beyond Festival (September 11–14)
The world’s largest bourbon and music festival features tastings, culinary experiences, and performances by top artists.
Visit: bourbonandbeyond.com

Michter’s Speakeasy at the Frazier History Museum
Celebrate Prohibition-era cocktails and vintage jazz in a 1920s-themed setting.
Visit: fraziermuseum.org

Urban Bourbon Half Marathon (October 18)
Run through scenic neighborhoods and enjoy bourbon tastings at the finish line.
Visit: kybourbontrail.com

Bourbon & Belonging Festival (October, Dates TBA)
An inclusive celebration of bourbon culture with events across Louisville and Bardstown.
Visit: kybourbontrail.com

Bardstown Bourbon Events: Kentucky Bourbon Festival and More

Known as the Bourbon Capital of the World, Bardstown offers a deep dive into bourbon heritage.
Kentucky Bourbon Festival (September 5–7)
Featuring over 60 distilleries, hundreds of bourbon expressions, bottle sales, and master distiller meet-and-greets.
Visit: kybourbonfestival.com

Lawrenceburg Bourbon Events: Small-Town Charm and Big Flavor

Lawrenceburg offers intimate bourbon experiences with a musical twist.
Crafted Corks & Kegs (September 13)
Hosted by Larrikin Bourbon Co., this event blends bourbon, craft beer, and wine with live music.
Visit: eventbrite.com

Boots & Bourbon Songwriters Festival (October 11)
Enjoy Nashville-style songwriter showcases paired with Kentucky bourbon.
Visit: bootsandbourbonky.com

Why Stay in Spencer County: Affordable Lodging on the Bourbon Trail

Located between Louisville, Bardstown, and Lawrenceburg, Spencer County is the ideal basecamp for exploring the Kentucky Bourbon Trail.

•  Central Location: Quick access to distilleries like Maker’s Mark, Four Roses, and Wild Turkey.

•  Scenic Countryside: Peaceful surroundings perfect for relaxing between events.

•  Budget-Friendly Lodging: More affordable than Bardstown or Louisville hotels.

Explore our Spencer County travel guide for lodging options and local attractions.

Travel Tips for Bourbon Season in Kentucky

•  Book accommodations early—fall festivals fill up fast.

•  Use shuttle services or designate a driver for safe travel.

•  Check age restrictions (most events are 21+).

•  Pack layers—Kentucky’s fall weather can be unpredictable.

Plan Your Kentucky Bourbon Trail Itinerary

From high-energy music festivals to intimate tastings, fall bourbon events in Kentucky offer unforgettable experiences. With Spencer County lodging, you can enjoy it all without breaking the bank.

Looking for more travel inspiration, check out the Bourbon, Horse, & History Region of Kentucky!