Back to All Events

Annual Tupelo Chili Festival

  • Fairpark 337 E Main Street Tupelo, MS 38804 (map)

Downtown Tupelo's Annual Chili Festival

Friday, October 24 | Fairpark | 5 PM – 9 PM

Get ready to spice up your fall at the Tupelo Chili Festival — the ultimate kickoff to the season and a signature event of the Fall into Tupelo weekend! Held at Fairpark, this annual festival features a fiery chili competition and plenty of fall fun.

What to Expect:

🍲 Chili Cook-Off – Sample chili from competing local teams and cast your vote for the People’s Choice award.

🎟️ Tasting Tickets – Just $10 gets you access to all the chili tastings and the chance to vote.

🎶 Live Music – Enjoy a full set from a featured band taking the stage during the event.

🍻 Beer Tents & Food Trucks – Grab a drink, find your favorite food truck, and enjoy the evening.

Whether you're a chili connoisseur or just here for the fun, this festival brings the heat and the heart of fall to Downtown Tupelo.

Come hungry and help us kick off the weekend at Fairpark!

Earlier Event: October 18
Tupelo Farmers Market at The Depot
Later Event: October 25
Fall into Tupelo: Family Fun Day