Annual Events and Festivals

Casino Night Fundraiser

Date of Event:  2021 Date Coming Soon

The Friends of the Winnsboro Animal Shelter is a 501c3 non profit organization that supports the Winnsboro Animal Shelter.

Each year they hold a Casino Night to raise funds for this worthy cause.  Participants enjoy gaming, appetizers and a silent auction.

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Starry Starry Night - SOLD OUT

Date of Event: March 7, 2020 from 6:00 to 10:00pm

This event is the Winnsboro Center for the Arts annual fundraiser.  The venue includes  original art from both amateur and professional artists. 

Mark your calendar for March 7, 2020.  Event starts at 6 pm with appetizers and a Silent Auction.  The evening continues with dinner and live auction at 7 pm followed by dancing to the music of  The Purple Velvet Fox.

A live auction includes donated services and items from the East Texas area all the way to Dallas. 

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Farmers' Market

The Market will open April 4, 2020 on on Market St.

The Winnsboro Farmers’ Market brings producers of locally grown food, hand made, and home baked products together with discerning shoppers, to enhance the local economy and foster community relationships.

Locally grown produce and agricultural items are sold.  The market was the winner of “The Best Produce for 2018” in the Upper East Side of Texas.

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Autumn Trails

Date of Event: October 2 through October 31, 2020

For more than 60 years Autumn Trails has been an annual event in Winnsboro. It is the longest annual event in Winnsboro’s history. The celebration lasts throughout the month of October.

Every weekend is filled with events from Arts & Crafts, cook-offs, barrel racing, trail rides, livestock show and more.  New this year will be a Bowery Street dance.

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Antique Car Parade

2020 Date Coming Soon

A major attraction during the Autumn Trails month is the Antique Car and Parade and Model T Tour.  The parade historically has well over 150 cars participating.

The preservation of these antique cars and the variety makes it one of the largest antique car shows in the Southwest.

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Art & Wine Festival

Friday, Nov 13
1 – 7 pm
Wineries open until 8 pm


Saturday, Nov 14

10 am – 6 pm

This Friday-Saturday artist marketplace in November each year is Winnsboro’s cultural highlight event of the year. The artists are selected through a jury process so only the finest variety of artists will be in attendance.

Elm, Market and Franklin Streets are closed to traffic and lined with white tents housing a variety of art that ranges from traditional to abstract, painting to pottery, glass to silk.

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Winnsboro Rodeo

5th Annual Open 5D – 2020 Dates coming soon
Winnsboro Rodea Arena – 937 Wheeler Drive, Winnsboro.

Call 903-629-5272 for information.

Winnsboro Rodeo

First Annual Mule Rodeo – 2020 Dates Coming Soon
Winnsboro Rodea Arena – 937 Wheeler Drive, Winnsboro

Call 903-629-5272 for information.

Wellapalooza

Date of Event: 2020 Dates Coming Soon.

Wellapalooza is a collaboration of the Winnsboro Wellness Coalition & the Winnsboro Farmers’ Market.  The event is used to highlight the vast array of wellness, nutrition, and fitness opportunities to be found in our little town.  Enjoy live cooking demos, which utilize fresh market products, to create healthy & delicious meals.  Fitness sessions are also scheduled throughout the day.  Relax with a calming stretch routine, or get your heart pumping with local Zumba & Bootcamp instructors.  Feeling really adventurous?  Goat yoga may be the thing for you!  Wellapalooza is fun for the whole family!

The Market is open from April through October every Saturday from 8:00 am to Noon. Locally grown produce and agricultural items are sold.

Classic Car Cruise-In

Date of Event:  Coming Soon.  Located at the historic train depot in Winnsboro.

This annual event is popular with both the young and old.  All classic cars, trucks and motorcyles are welcome. 

For more information visit the Winnsboro Chamber of Commerce at 100 E. Broadway or call them at 903-342-3666.

Cruise into Winnsboro on Labor Day weekend and enjoy classic cars, music, shopping and food!