Downtown Street Market- Oktoberfest & Chili Cookoff 2026
Oktoberfest Downtown? You bet! 
WHEN: Saturday, October 17th, 2026
TIME: 10:00 AM – 2:00 PM
WHERE: S. Brooksville Avenue, Downtown Brooksville, FL
ADMISSION: 100% FREE & Open to the Public!
THE HEAT IS ON: 2nd Annual Chili Cook-Off Showdown! 
Market attendees: Come hungry! You're invited to sample the competitive lineup of diverse, flavorful chilis and cast your official ballot to help choose the winner!
Want to compete? Space is strictly limited for competing chefs! Secure your official cooking slot and register right here: https://forms.gle/Jhayg7sKWw7i27sV9
OKTOBERFEST FALL MARKET VIBESSouth Brooksville Avenue will completely transform into a lively, sunlit open-air autumn marketplace!
• Stroll through rows of brilliant seasonal décor, handmade artisan crafts, and unique fall novelties.
• Treat your tastebuds with an array of mouthwatering specialty food purveyors.
• Bring the whole crew! This is a fully inclusive, family-friendly, and pet-friendly gathering—so bring your loved ones (both two-legged and four-legged) to experience the cozy charm of historic downtown.
PRO-TIP: Take advantage of our FREE downtown parking and take a continuous stroll beyond the market footprint to support Brooksville’s incredible independent brick-and-mortar boutiques and fantastic downtown restaurants!
Hit "Interested" or "Going," share this post, and tag your favorite chili-loving partner in crime! For more info, visit www.welovebvl.org or follow us right here at Brooksville Main Street. See you at the market! 
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