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Autumn in Winnsboro

A Magical Time of Year

As the days get shorter and shorter and the nights get cooler and cooler something magical is about to happen in Winnsboro: Autumn Trails! The festival began when a few friends gathered on a cool, crisp October morning in 1958 to enjoy the beautiful fall foliage in the area on horseback. What started that Sunday morning 64 years ago can only be described as legendary.

      The 2022 Autumn Trails will have the blending of the old with the new. Many old events have been  revived and new events are being added to the lineup.   

New in 2021 Jeeptober in the 'Boro', a Jeep show and shine at the Depot and cruise in the fall foliage was a huge success and will be returning in 2022. We also brought back the Beard and Mustache contest. Stay tuned to this site and our social media pages for details. Bring the family and enjoy Winnsboro in October!


Autumn Trails 1965, Con Jordan and grandson AT Board Member Mack Jordan enjoy the Duncanville to Winnsboro Trail Ride. According to Mack the team belonged to Lundy Corley, and he was 2 years old at the time.

October is a magical time of year in Winnsboro! The history. The fun. The memories. That's what makes Winnsboro Home of the Autumn Trails for 64 years. 2022 promises to be just as chocked full of activities. Check back often for updates and information!



     The Autumn Trails Association would like to thank the Winnsboro Economic Development Corporation, the City of Winnsboro, TransCanada and all of our local sponsors and supporters for making 2021 a successful year.​

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