Pittsboro Street Fair 2026

Staff CCDP's Pittsboro Street Fair Tent on October 25 on Salisbury Street in downtown Pittsboro. Organized by the Rotary Club of Pittsboro, the Street Fair has become one of our community's most anticipated annual events, spend the day enjoying more than 100 vendors, live bands and entertainment, food and drink trucks, a kids area—and the return of the always-popular Adult Trike Races featuring local public figures! And because the Street Fair falls on Halloween this year, we’re adding even more fun: 🍬 Trunk-or-treating with participating vendors 🌶️ A brand-new chili cook-off featuring four restaurants and four nonprofits 🍺 Beer stein holding competition 👻 Costume contests for kids and adults There will be local food, live music, artisans, nonprofits, and family-friendly activities. Greet voters, offer candy, pens, bracelets, buttons and other free goodies. Sign-up new volunteers, take donations, answer questions, and listen to voter concerns. Have fun! Other crews will handle equipment set-up and take-down, so just enjoy your shift at the Pittsboro Street Fair! Click here if you'd like to sign up for the [set-up crew](https://www.mobilize.us/chathamcountydems/event/1029199/) or [take-down crews](https://www.mobilize.us/chathamcountydems/event/1029184/) Click here to watch our 45-minute [Tent Event Training video](https://www.youtube.com/watch?v=m_GvhtFL7yA). We're doing new things this year!