10/14/2026
Before we get to the cool history of Autumn Trails, we need a favor. We are working on an Autumn Trails exhibit and are in need of a saddle and stand. If you have one that you would be willing to donate, you can message us through Facebook or call the museum at (903) 347-2668.
Also, don't forget that we would love to hear your stories of the Winnsboro Autumn Trails past. You can go to the website and click the "I Remember When" tab. Come on, Alicia, Mike, we know ya'll've got some stories to tell!
Saddle up, Winnsboro—it’s Trail Ride Weekend! 🍂🐴
Did you know the Trail Ride didn't just become part of Autumn Trails—it actually sparked the entire festival?
Back on Sunday, October 27, 1957, long before the parades, antique car rallies, and queen coronations, a group of 20 horsemen and horsewomen with the Winnsboro Roping Club met at 8:00 AM outside Redding’s Food Store. Their mission: soak up the East Texas fall foliage on horseback.
They stopped at Ogburn at noon for a wiener roast hosted by Imogene and Lefty Neyland before pushing on through East Point and Oak Grove. By the time they finally trotted back into town—8 hours, 45 minutes, and 29 miles later—the consensus among the sore, weary riders was that it had been a wonderful day, but "about 5 miles too long"!
The ride was such a hit that they repeated it the next year. Around that same time, Howard Rosser, managing editor of *The Winnsboro News*, took a trip to Eureka Springs, Arkansas, and realized Winnsboro had autumn beauty that rivaled anywhere in the country—it just needed to be celebrated.
In the fall of 1959, Rosser teamed up with editor Grayford Jones and local historians Gerald and Ann Post. Putting in $5 each for butcher paper and markers, they laid out tour routes, drew up mimeographed maps, and officially launched the **Autumn Trails Association**. That first official festival featured Queen Melba Sue Evers, car tours, and a trail ride of 41 riders.
Over the decades, that small gathering grew into a beloved East Texas tradition, drawing thousands of riders each October—at its height welcoming over 12,000 riders to the Big Woods trek!
Whether you’re in the saddle this weekend, lining up for the parade, grabbing a bowl of stew, or just admiring the red and gold in the trees, you're taking part in a tradition nearing 70 years of local history.
Happy trails, everyone! 🍁🤠
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