41st Annual Pumpkinfest | 2026

Here's the event description: **Fall Fun Comes to Main Street** The Heritage Foundation of Williamson County is doubling the fun this year with their 41st Annual PumpkinFest—now stretching across a full weekend instead of just one day. Families can explore Main Street on both Saturday and Sunday to enjoy autumn food and drinks, live music performances throughout the event, and the festival's beloved costume contests. Whether you're browsing the marketplace for handmade seasonal crafts and regional artisan goods or just soaking in the festive atmosphere, there's plenty to keep everyone entertained. This is Middle Tennessee's largest family fall festival, and the expanded two-day format gives you more time to experience everything without feeling rushed. Come dressed in costume to participate in the contests, grab a bite from local food vendors, or simply wander and enjoy the live entertainment. It's a great way to celebrate autumn with your family while supporting the Heritage Foundation's work preserving Williamson County's historic character.