Annual Events

No matter the time of year, our community is buzzing with
events and activities for the whole family.


Jessamine Live Monthly Concerts

A monthly concert series at the Performance Park in downtown Nicholasville. Hear live bands and join in on the excitement of downtown nightlife.

• Performance Park Series
• Downtown Nicholasville
• Stone Bridge Concert Series / Wilmore
• Stone Fence Park / Nicholasville
• Riney B. Park Stage / Nicholasville
• Wilmore on the Green / Wilmore


KCAL Old Time Radio Troupe

KCAL Old Time Radio Troupe recreates old time radio shows the way they were originally performed back in the 40s and 50s. Anything from mysteries to comedies to dramas with period clothing, sound effects, original commercials and music. The theatre is located in downtown Nicholasville with a performance every Spring, Summer, Fall, and Christmas. Each weekend brings four show times to sold out crowds. The troupe also performs live yearly at the First Vineyard Winery in Jessamine County. KCAL produces a live Gospel Sing each year to benefit the Jessamine County Schools Homeless Education program. None of the performers, directors or producers receive any compensation as they give their time and talents for the advancement of arts in Jessamine County... Call 885-5363 for tickets for info or visit our website.


Wilmore Coaster Car Derby / April

Many may recall the antics of “The Little Rascals” with their homemade coaster cars. Although these cars are not homemade, they do provide a day of nostalgia and fun as we watch the young drivers race down E. Main from the Post Office to the front of the old city hall building. Our local police will be present, monitoring the speed of these racers. Local shops will be open, and a food truck will be present. Also, an additional feature will be a mini antique/unique car show to browse between races. The event is free to attend and to participate in (must be 7 years old).


Taste of Jessamine / May

This annual fundraiser event features professional chefs and home cooks representing local restaurants, businesses and organizations. They prepare appetizers, entrees and desserts for attendees to sample, and all proceeds benefit community organizations.


Kentucky Wine & Vine Fest

Celebrate Kentucky’s thriving wine industry. Browse the booths of Kentucky wineries from across the state. Enjoy many Kentucky arts & crafts vendors, food vendors, Run for the Merlot, wine toss and inflatables for the kids. Wine-tasting tickets are available.


Jessamine Juneteeth / June

Held in Clint Hayden Park in downtown Nicholasville, this celebration features live music, food vendors as well as several kid-friendly activities including inflatables, face painting, and much more. Bring the entire family and commemorate the federal holiday at the action-packed event.


Wilmore Fourth of July Parade / July

Come line Main Street and Lexington Ave. to watch your Hometown Parade! See the world-famous Lawnmower Brigade perform, hear the Jessamine County Community Band, get soaked by the Wilmore Aquatic Club, see the fire trucks, horses, tractors and so much more!


More Tales Storytelling Festival / September

Annual storytelling festival featuring craft vendors, food vendors along with our tellers captivating your imagination.


Wilmore Arts & Crafts Festival / October

Annual event held the 1st Saturday in October. High quality crafts and beautiful artistry with the small town charm of Wilmore! Pony rides, music & more!


Jessamine Fall Fest / October

Enjoy live music from our local bands, visit the petting zoo, ride ponies, tour the vehicles of our first responders, and much more!


First Vineyard Winery Christmas in the Country Craft Fair

Featuring Kentucky artists showcasing a variety of handmade merchandise, reasonable prices, and a well-stocked winery, so you can sip while you shop. Food and non-alcoholic beverages are also available. What better way to start Christmas shopping than by supporting local small businesses!


Wilmore's Old Fashioned Christmas / December

A time honored Christmas event that creates warmth and joy each year for all that attend. Featuring craft vendors, model trains, open houses, and tree lighting. Stroll down Main St for refreshments and the grand finale by the All Town Choir an experience the Christmas Spirit swirling around the streets of Wilmore.


St. "Nich" Christmas Fest & Parade / December

Experience the spirit of the holidays with food vendors, kettle corn, a live nativity and petting zoo on the lawn of the County Courthouse. 5k run, festive parade, and even a visit from Santa himself. Come one, come all to a magical night in Nicholasville and make this great event a part of your family tradition.

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Nicholasville, Wilmore - Jessamine County

Joint Tourism Commission


locationicon102 South First Street 40356

Nicholasville, KY



phoneicon 859.354.5433


Monday - Friday

8:00am - 4:30pm


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