400 Mile Yard Sale
Signature Annual Events
Kentucky Wine And Vine Fest
Kentucky’s premiere wine event celebrating not only wineries here in Jessamine but across the whole bluegrass state.
PGA Barbasol Championship
Enjoy the PGA’s very own Barbasol Championship at Keene Trace. Did you know that the PGA will host this event in Nicholasville through 2023? There’s plenty of time to book your tickets and watch some of golf’s best athletes here in the bluegrass state.
Wilmore Fourth of July Parade
If you love a parade (and who doesn’t love a parade!), especially a 4th of July parade followed by a festival that includes music, food and fun, then Wilmore’s Annual Festival of the Fourth is a “must do” event.
Jessamine Fall Fest
Enjoy the fall festival of Jessamine in downtown Nicholasville. Children activities, petting zoo, music, food trucks, crafts and more.
Spooky Time on Main
Bring the kids to the Trick or Treat Halloween festivities in downtown Nicholasville, Kentucky.
Saint Nick Fest And Parade
Enjoy the spirit of Christmas in downtown Nicholasville, Kentucky. The Saint Nich Fest offers craft vendors, food trucks, kettle corn, lights and of course the annual Christmas parade.
Wilmore's Old Fashioned Christmas
Explore the streets of Wilmore with open houses, official tree lighting and musical concert.
High Bridge Homecoming Festival
Enjoy the beauty of High Bridge Park at the annual High Bridge Homecoming Festival. Antique tractors, cars, craft and food vendors as well as local musicians such as our very own Moron Brothers will truly entertain at this great event.
Taste of Jessamine
We hope you’ll join us for an evening of food, fun and fellowship. At the Taste of Jessamine County, you’re welcome and encouraged to sample tasty samples prepared by more than 75 chefs and aspiring foodies from in and around Jessamine County.