Visit Winnsboro This Autumn for Cowboys and Culture


Cowboy art by Julie Howard is on exhibit at the Winnsboro Center for the Arts September 14-October 26.

There’s not a bad time of year to visit Winnsboro, Texas, but for some the turning of the leaves provides the perfect backdrop for fun activities in this lively rural village in the Upper East Side of Texas.

Every year since 1958, a team of Winnsboro folks start planning trail rides on their horses among the fall foliage. In addition to the rides, Winnsboro Autumn Trails covers almost daily activities throughout the entire month of  October. There’s barrel racing, chili cookoff, arts and crafts, pie contest, pet show, outhouse race, beard contest, car shows, and livestock and dairy shows. Go to for the detailed schedule.

The Winnsboro Center for the Arts (WCA) gets on board with the cowboy spirit with an art exhibition by Julie Howard from September 14 to October 26. It curated art as well by cowboy and western photographer Jerry Goodale which is on display September 28 to November 2 in the Winnsboro Depot.

On Friday, October 18, the WCA features Michael Martin Murphey in concert on The Bowery Stage.

On Saturday, October 19, WCA holds the first annual Winnsboro Cowboy Poetry Gathering with cowboy poets and musicians from Texas, Oklahoma, and Arizona. See for the full schedule and to purchase tickets.

That weekend Autumn Trails presents the Trail Riders Parade and more trail rides and Saturday night it holds a street dance on Market Street with entertainment by Sunny Sweeny and her band.

In November the cowboys move over as artists and culinary culture takes over the downtown streets with the  annual Winnsboro Art & Wine Festival.

This year’s show features more than 50 juried artists, numerous Texas wineries and craft breweries, gourmet chocolates, olive oils, and a new Emerging Artists Tent giving up-and-coming talents a place to shine.

Get all the details on the festival on where visitors can also find lodging. Downtown Winnsboro also has outstanding dining and shopping that make this a complete destination experience this time of year.

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