Jessamine Live@ Performance Park – Jessamine County Public Schools Art Showcase

Visit Jessamine and the city of Nicholasville are teaming up to start a monthly concert series at the Performance Park in downtown Nicholasville!.  Hear live bands and join in on the excitement of downtown nightlife.  The series will be the first Friday of the month, starting May 5, 2023 with the exception for September and October where the performances will fall on the second Friday of the month.  Action for the night will range from 6:00pm – 10:00pm. Music, food and family fun!  Find the music of Jessamine at Performance Park in 2023!  See you there!

October 13, 2023 – Jessamine County Public Schools Art Showcase

November 3, 2023 –  BAREBONES DUO – Wake and Bake Food Truck

December 1 – Jessamine County School Holiday Music event and let’s not forget hot cocoa!

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.

Places to Eat in Jessamine County

Big Cheese Beer Cheese

Beer cheese is a Kentucky staple! Big Cheese Beer Cheese is a small batch beer cheese made by the...

Big City Pizza

If you’re a pizza fan, then the slice stops here. Big City Pizza turns the authentic big city...

Bill’s Saloon at Connemara

Grab lunch on the green! The Connemara Golf Course, constructed in 1992, was an addition to the...

Chicken Salad Chick

Chicken Salad Chick specializes in the art of the salad: chicken salad, broccoli salad, pasta...

Coffee @ Oak and Main

We are a woman owned and operated business that offers a temporary home to female locally owned...

Copper River Grill

Copper River Grill continues the tradition to serve American classics like wood-fired pizzas,...

Cottage Cafe

Cottage Cafe Diner on Main Street serves Nicholasvillians Southern-style home cooking favorites...

Daddy Joe’s Bar & Grill at Thoroughbred Golf Club

Daddy Joe’s Bar and Grill is located in an old tobacco barn situated on high ground—the highest...

Dixie Cafe & Quick Stop

The Dixie Cafe & Quick Stop is an Irish market with imported candies, local products, and...

Drake’s

Bruce Drake couldn’t sleep, so he grabbed his keys and went out to find a pub where he could hang...

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