Lexington Fall Festivals 2021

Daniel Boone Pioneer Festival - Winchester, KY - Sep 4 to Sep 5, 2021
No Friday evening events for 2021, and it’s moving to Main Street. Normally: Annual event in Winchester-Clark County since 1981. Starts with a Friday evening street dance. Plenty of food, fun and arts and crafts follow. Concludes with a Sunday country music concert. Attendance is approximately 35,000. Free admission.

Roots and Heritage Festival - Lexington, KY - Sep 10 to Sep 12, 2021
Neighborhood street fair attracting thousands to honor African American culture and history.

Festival of the Horse - Georgetown, KY - Sep 10 to Sep 13, 2021
Carnival, entertainment, crafts and more to celebrate the role of the horse to the history of Scott County.

Poppy Mountain Bluegrass Festival - Morehead, KY - Sep 10 to Sep 18, 2021
Bluegrass festival at Poppy Mountain, with camping, vendors and food, and more

Rolling Fork Iron Horse Festival - New Haven, KY - Sep 11 to Sep 11, 2021

Black Gold Festival - Hazard, KY - Sep 16 to Sep 18, 2021
Live entertainment, craft booths, parade, kids’ activities, food and more!

Midway Fall Festival - Midway, KY - Sep 18 to Sep 19, 2021
A top Woodford County event once ranked among Kentucky’s top 20 festivals. Attended by approximately 15-20,000. Live entertainment, food demonstrations, arts and crafts, and children’s activities in the heart of Kentucky’s bluegrass region.

Chicken Festival - London, KY - Sep 23 to Sep 26, 2021
Annual event in Laurel County, home of the original KFC restaurant, which celebrates the life of Colonel Sanders, founder of Kentucky Fried Chicken. Features the World’s Largest Stainless Steel Skillet.

Casey County Apple Festival - Liberty, KY - Sep 23 to Sep 25, 2021
First held in 1974, this festival features arts & crafts, food vendors, a flea market, pageants, car show and more!

Marion County Ham Days - Lebanon, KY - Sep 24 to Sep 26, 2021
Serves over 4,000 pounds of country ham along with a carnival, parade, live entertainment and classic car show. This event started in 1969 with only six hams and a few volunteers, and today, hundreds of volunteers serve up over 4,000 pounds of country ham at the Country Ham Breakfast

Morgan County Sorghum Festival - West Liberty, KY - Sep 24 to Sep 26, 2021
An arts and crafts festival with sorghum molasses, football, and more to celebrate Kentucky mountain heritage.

Anderson County Burgoo Festival - Lawrenceburg, KY - Sep 24 to Sep 25, 2021
Kick off a weekend with a pancake breakfast and keep the fun going with lots of burgoo, music, live entertainment, and vendors of crafts, food, and more! What is burgoo? A delicious spicy stew, often prepared communally as a social gathering and served with cornbread or corn muffins.

Kentucky Apple Festival - Paintsville, KY - Oct 1 to Oct 2, 2021
Obviously you can’t have an apple festival without dozens of food booths, but you can also enjoy crafters from all over the US and more!

Wool Festival - Falmouth, KY - Oct 1 to Oct 3, 2021
Wool tent, food, live entertainment, crafts, sheep shearing & herding and more

Harrodsburg Oktoberfest - Harrodsburg, KY - Oct 1 to Oct 3, 2021
The Harrodsburg First Main Street Program produces the biggest Oktoberfest in Central Kentucky, which draws over 15,000 people to downtown Harrodsburg. The Festival features free concerts from 13 live bands over the course of 3 days as well as local beers, specialty foods, and family fun.

Scarefest - Lexington, KY - Oct 22 to Oct 24, 2021
Halloween convention with speakers, kids’ day, film festival, costume ball, vendors and more at the Lexington Convention Center.

Snuggleween - Harrodsburg, KY - Oct 30 to Oct 30, 2021

Veteran’s Day Parade - Wilmore, KY - Nov 6 to Nov 6, 2021
Parade to celebrate and honor our veterans