January - Hill County Fair and Livestock Show

February - Fire & Ice Dinner and Dance at the Rusted Chandelier

April  - The Hill College Rodeo

May - Churrofest Annual Festival with Concerts, & Family Friendly All Day Activities Downtown

May - October - The Hillsboro Farmers Market at the Courthouse Square 

May - Saturdays - Farmers Market (8 am to 1 pm) and Free Concerts at The Yard (8-11 pm)

June - Bond;s Alley Weekend - Annual Alley Friday Night Picnic & Saturday Art Festival

June - Saturdays - Farmers Market (8 am to 1 pm) and Free Concerts at The Yard (8-11 pm)

July - 4th of July Late Bloomers Parade in the Historic Residential District

September - Saturdays - Farmers Market (8 am to 1 pm) and Free Concerts at The Yard (8-11 pm)

October  - Hillsboro High School Reunions and Events

October - Autumnfest Annual Festival with Concerts & Family Friendly All Day Activities Downtown

October - Oktoberfest & Classic Car Cruise In 

October - Saturdays - Farmers Market (8 am to 1 pm) and Free Concerts at The Yard (8-11 pm)

December - The Hillsboro City Library Annual Gala

December - Christmas Under the Stars Lighted Parade & Courthouse Tree Lighting

December - The Hillsboro Heritage League Annual Christmas Party