Events

No matter the time of year, our community is buzzing with events and activities for the whole family. Flashback to the days of radio with a live performance “broadcast” hosted by the KCAL Old Time Radio Troupe or hear a Chautauqua reenactor recount the story of local historical figure, Jemima Boone at the Jessamine County Library. Search for artifacts with the archaeologists at Camp Nelson National Monument, attend our summer concert series to fill your evening with the sweet sounds of local Kentucky music, or sample all the finest Kentucky-crafted vintages at the Wine & Vine Festival. Visit our event calendar below to find out which events coincide with your visit to Jessamine County. We’ll see you there!

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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...

CNC Bakery

CNC Bakery is a locally owned by Lana Rowland.  The bakery features all of the works: sweets,...

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...

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