top of page
View from below of the headlight and fender of a blue classic car

Signature Events

Every season brings another reason to visit. From award-winning festivals and live music to classic cars, local traditions, and one-of-a-kind celebrations, Cynthiana’s signature events bring our community together and welcome visitors from near and far. Whether you’re planning a weekend getaway or returning for a favorite tradition, there’s always another story waiting to be experienced.

where will you make your unforgettable memories?

MAY

Strawberry Festival

Celebrate spring with fresh-picked strawberries, local vendors, live music, delicious food, and family-friendly fun at this beloved annual farm festival.

APRIL

Arts & Wine Festival

Celebrate spring with Kentucky wineries, talented artists and crafters, and delicious food in the heart of historic downtown Cynthiana.

MAY-OCTOBER

Farmer's Market

Find fresh produce and eggs, meats, baked goods, jams, and hand crafted items

JUNE-JULY

Sunflower Field

The sunflower field at Stepping Stone Farm is the perfect place for spectacular summer photos, and truly a sight to see!

JUNE

Young Eagles

Kids ages 8 - 17 can go flying in a general aviation airplane free of charge!

JULY

The Fabulous Fourth

The Cynthiana Rotary Club hosts Independence Day festivities and fireworks at Flat Run Veterans Park. Bring blankets, chairs and the whole family.

JULY

Cynthiana Bike Fest

Rev up for a day of motorcycles, live music, great food and downtown excitement as riders from across the region gather in Cynthiana for one of the summer’s biggest celebrations.

JULY

Harrison County Fair

Nothing says rural small town like the county fair! Catch a greased pig, eat a funnel cake, enjoy carnival rides and relive your childhood!

AUGUST

Cynthiana Rod Run

One of Kentucky’s premier cruise-ins, the Cynthiana Rod Run fills downtown with incredible classic cars, hot rods, trucks, tractors, live entertainment, vendors, delicious food, and family-friendly fun.

SEPTEMBER

Cynthiana Honey Festival

Join us in downtown Cynthiana for the Honey Festival! Vendors, food, speakers, activities, and more!

SEPTEMBER

Witches Day Out

A magic-filled gathering to welcome in the mystical season - with enchanting vendors, eats, and activities for all ages.

SEPT-OCT

Fall Happenings

The cool air ushers in a bounty of events to celebrate autumn! Check out our Fall Events page to see details.

OCTOBER

Halloween Themed Weekends

Each weekend in October sees a new theme and spooky activities! Check out our Spooky Side page to see details.

NOVEMBER

Shop Small Saturday

Support local businesses on Shop Small Saturday, the Saturday after Thanksgiving. Download our Shopping/Dining map to plan your excursion!

NOVEMBER

Harvesting the Holidays

Free kids' activities and rides, fall foods, vendors, and more!

NOVEMBER

Downtown Open House

Kick off the holiday season by exploring beautifully decorated shops, festive displays, special promotions, and the small-town charm that makes downtown Cynthiana magical.

DECEMBER

Annual Tree Lighting

Experience one of Cynthiana’s most cherished holiday traditions as our community comes together to light the Christmas tree and celebrate the season.

DECEMBER

Christmas on the Farm

Ashford Acres Inn hosts this annual event straight out of a Hallmark movie, with vendors, a petting zoo, lights, food, carriage rides and more.

DECEMBER

Christmas Parade

Bundle up and experience one of Cynthiana’s favorite holiday traditions as festive floats, marching bands, community groups, twinkling lights, and Santa Claus fill the streets with Christmas spirit.

bottom of page