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🍂✨Fall Into Tupelo is back — and this year, we’re celebrating ALL MONTH LONG! ✨🍂Get ready for a full month of fall fun in Tupelo with local food, live music, family activities, community traditions, and more! 🎃🌽🍁
Join us throughout October for Fall Into Tupelo 2026:
🌽 Saturday, October 3 | Closing Day of the Tupelo Farmers Market
📍 The Depot
Celebrate the end of another great market season at The Depot! Shop local, grab your favorite market finds, and enjoy one last Saturday at the Tupelo Farmers Market for the season.
🎃 Saturday, October 10 | Family Fun Day
📍 The Depot
Presented by Tombigbee Fiber
Bring the whole family downtown for a FREE day of fall fun! Enjoy kid-friendly activities, games, food, and plenty of autumn fun for everyone.
🌶️ Friday, October 16 | Tupelo Chili Festival
📍 Fairpark
The annual Tupelo Chili Festival is back! Sample delicious chili from local teams, cast your vote for your favorite, enjoy food and drinks, and rock out to live music from Reed Brake! 🎶🔥 Tasting Tickets $10
🍻Friday, October 30 | Ale Trail
📍 Downtown Tupelo
Presented by FNB Tupelo
Wrap up Fall Into Tupelo with a night on the Ale Trail! Gather your friends, explore downtown, and enjoy an evening of craft beer and fall fun. 🍺🍂 Tickets on sale at www.tupelomainstreet.com
From the final market day to family fun, chili, live music, and the Ale Trail, there’s something happening all month long!
🍁 Fall Into Tupelo 2026: one month, four events, endless fall fun! 🍁
Thank you to our wonderful sponsors and community partners who help make Fall Into Tupelo possible! ❤️
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Downtown Tupelo, 108 S Broadway St, Tupelo, MS 38804-4804, United States
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Concerts, fests, parties, meetups — all the happenings, one place.
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