Autumn Trails Events

Weekend of October 5

Little Miss Autumn Trails Queen Coronation - Oct 5, 2019 at 7:00 pm

Join in the fun to see the 2019 Queen Coronation at the Winnsboro High School auditorium.

Saturday, October 12

Barrel Race - 4:00 to 10:00 pm

Winnsboro Rodeo Association hosts this event at the Winnsboro Rodeo arena at 937 Wheeler Drive.​

Chili Cook Off - 8:00 am to 2:00 pm

8:00 am – Cook Meeting
9:00 am – Start Cooking
1:15 pm – Judging

On Elm Street between Main and North Mill St.  For more information contact Mike Murphey at (903) 348-3995

Arts & Crafts Day - 8:00 am to 5:00 pm

This event will be at the Civic Center.  A variety of vendors will be there with antiques, crafts and collectibles.

Money Scramble - 10:30 to 11:30 am

Kids under 12 can participate in this event.  The event will be at the Civic Center.

Pie Contest - 11:00 am

This event take place at the Winnsboro Civic Center

Pet Show - 10:00 am


Pet Show Rules

Taste of Winnsboro Cookout - 11:00 am

The event will take place at the Civic Center.

Second Annual .05K Race - 1:00 pm

Check in at 12:45 on Carnegie St. behind the Depot.

Beard Contest

Cypress Creek Southern Ales on Carnegie. Sponsored by Best Barber Shop/Cypress Creek Southern Ales/Trent Rehnquist DDS/John Brent Beaty of United Country/ Freedom Church and East Texas Tires

Best Beard, Best Mustache, Best Free Style, Best Goatee

1st Place $100
2nd Place $75
3rd Place $50

Second Annual Outhouse Race - 1:30 pm

The race will start after the .05K race behind the depot.

Pre-Registration is for teams. Teams can consist of up to 5 people. Please specify all of your team members when registering and be sure to give your team a name and team captain!
Entry fee is $25 for the whole team.

You can register the day of the race.  Race will run rain or shine.  For complete rules CLICK HERE

Friday, October 18

Trail Riders Welcome Parade - 4:00 pm

Saturday, October 19

42 Tournament - 9:00 am

This event will be held at the Civic Center

Trail Ride - 9:00 am

Ride starts at City Park

Bowery Concert and Street Dance - 7:30 to 11:30 pm

This event will be held on Market St. also known as The Bowery. Sunny Sweeny will be performing. Tickets are $20.

This event is support by both Autumn Trails and the Winnnsboro Center for the Arts.


Sunday, October 20

Trail Ride - 9:00 am

October 24 - 27

Trade Days at the Civic Center

This event will be held at the Winnsboro Civic Park. Contact the City of Winnsboro for space rentals at 903.342.3654

Saturday, October 26

Antique Car Parade - 10:00 am

Line up by 9:45 a.m., at the Railroad track 2.5 miles east of Downtown Winnsboro, TX.  The cars will be lined up on Main St. after the parade for viewing.
More Details at

Model A Club BBQ - 5:00 to 9:00 pm

This event will take place at the Winnsboro Civic Center

Sunday, October 27

Model A Tour

Check back for information on this event

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