Fall 2026
This post contains a list and dates for many of the staple yearly fall events in Central KY. If you want a list of general fall events, you can find that on the Holidays & Highlights post here.
Fairs & Festivals
Sorted Chronologically
Daniel Boone Pioneer Festival | Downtown Winchester | 9/5-9/6
Shelbyville Fall Art & Craft Festival | Shelby County Fairgrounds (Shelbyville) | 9/5-9/6
Kentucky Bourbon Festival | Bardstown | 9/10-9/13
Stave Fest | Century Bank Park (Lawrenceburg) | 9/11-9/12
Lexington Roots & Heritage Festival | 9/11-9/13
Festival of the Horse | Downtown Georgetown | 9/11-9/13
Chautauqua Days | Millersburg | 9/11-9/13
Cynthiana Honey Festival | Downtown Cynthiana | 9/12
Constitution Square Festival | Constitution Square (Danville) | 9/12, 9A-5P
Millville Daze Festival | Millville Community Center (Frankfort) | 9/12, 10A-6P
6th Annual Kentucky Food Truck Championship | Rockcastle Co. Industrial Business Park (Mt. Vernon) | 9/12, 11A
Versailles Twilight Festival | Downtown Versailles | 9/12, 12P-9P
Wildside Balloon Festival | Wildside Winery (Versailles) | 9/12, 2P-9P
Ravenna Railroad Festival | Ravenna | 9/12-9/13
CTK Oktoberfest | Christ the King Cathedral | 9/18-9/19
Festival Latino de Lexington | Downtown Lexington | 9/18-9/19
More Tales Festival | Downtown Wilmore | 9/18-9/19
Kentucky Oktoberfest | Downtown Harrodsburg | 9/18-9/19
Kentucky Black Pride Festival | Lexington | 9/18-9/20
Berea Spoonbread Festival | Berea | 9/18-9/20
Paris Pumpkin Festival | Paris | 9/19, 9A-8P
Monarch Fest | Raven Run Nature Sanctuary | 9/19, 10A
Midway Fall Festival | Downtown Midway | 9/19-9/20
World Chicken Festival | London, KY | 9/24-9/27
Central KY Paw Paw Festival | Wildside Winery (Versailles) | 9/26-9/27
Harvest Fest | Shaker Village of Pleasant Hill (Harrodsburg) | 9/26-9/27
Legends of Bourbon County Festival | Paris | 9/26-9/27
Southland Street Fair | Southland Dr. | 9/27
Bittersweet Festival | Downtown Mt. Vernon | 10/2-10/3
Wilmore Arts & Crafts Festival | Wilmore | 10/3, 9A-4P
Millstone Festival | Downtown Richmond | 10/3, 11A-8P
Kentucky Heritage Jazz Festival | Old Fort Harrod State Park (Harrodsburg) | 10/3-10/4
Wildside Crush Festival | Wildside Winery (Versailles) | 10/3-10/4
Lincoln Days | Hodgenville | 10/3-10/4
Burgin Fall Festival | Main St (Burgin) | 10/9-10/10
Capital Pride Festival | Frankfort | 10/10
Turning of the Leaves Festival | Augusta | 10/10, 10A-5P
Pumpkin Festival | Wildside Winery (Versailles) | 10/10-10/11
45th Annual Bardstown Arts & Crafts Festival | Downtown Bardstown | 10/10-10/11
Anderson Bounty Burgoo Festival | Lawrenceburg | 10/16-10/18
3rd Annual Woodland Triangle Witchfest | Woodland Triangle Shops | 10/17
Wicked Wines & High Spirits Festival | Logan Vineyards Winery (Harrodsburg) | 10/17
KY Guild of Artists & Craftsmen Fall Art Market | Kentucky Artisan Center (Berea) | 10/17-10/18
8th Annual Boots & Bourbon Festival | The Woodford Event Center (Lawrenceburg) | 10/24
Ginkgo Galore Festival | Wilmore | 10/24
Witches & Wine Festival | Wildside Winery (Versailles) | 10/24-10/25
Scarefest | Central Bank Center | 10/23-10/25
Kentucky Book Festival | Joseph-Beth Booksellers | 11/7
Weeks & Specialty Events
Sorted Chronologically
Siege of Fort Boonesborough | Fort Boonesborough (Richmond) | 9/19-9/20
A Gilmore Girls Weekend in Stars Hollow | Downtown Versailles | 9/25-9/27
Witches Day Out | Downtown Cynthiana | 9/26
Bourbon & Belonging Week | 10/1-10/4
Keeneland Fall Meet | Keeneland | 10/2-10/24
Bourbon on the Banks | River View Park (Frankfort) | 10/3
Jack-O-Lantern Trail | McConnell Springs Park | 10/21-10/?
