Bookmark this page for events, meetings, and opportunities happening around Pittsboro’s Main Street District.

Monday, October 05, 2020 at 7:00 pm

County Commissioners Meet

Chatham County Courthouse, 9 East Street, Pittsboro, NC 27312

The Chatham County Board of Commissioners typically meets on the 3rd Monday of the month, and sometimes on the 1st Monday of the month. Work sessions around 2 or 2:30 pm usually precede the evening meeting. The agenda and access to minutes of past meetings are at this link. ** Due to COVID-19, meetings are being held on Zoom until further notice. Please check the County website for more info.**  

Monday, October 05, 2020 at 7:00 pm

Town Planning Board Meets

Pittsboro Town Hall, 635 East Street, Pittsboro, NC 27312

Pittsboro Town Planning Board meetings usually occur on the 1st Monday of each month at 7pm (unless that falls on a holiday) and are open to the public. See the agenda here. ** Due to COVID-19, meetings are being held on Zoom until further notice. **

Wednesday, October 07, 2020 at 6:00 pm - 8:00 pm

Main Street Pittsboro Board Meets

Pittsboro Planning Department, 480 Hillsboro St, Suite 400, Pittsboro, NC 27312

Meetings are typically the first Wednesday of every month and are currently held via Zoom. Guests and potential volunteers are welcome to attend. Guests wishing to speak publicly may do so in the first 10 min. with 48 hours advanced notice emailed to the chair at

Saturday, October 31, 2020 at 10:00 am - 4:00 pm

Pittsboro Street Fair

West of Hillsboro Street and North of Business 64, Downtown Pittsboro

** Cancelled by the Town of Pittsboro due to concerns amid COVID-19.** Join us on the last Saturday of October when the streets of Pittsboro are filled with local creative talent in the form of culinary, visual, and performing artists and informational booths. Look for The Main Street Pittsboro booth to learn more about the work we're doing in concert with the Pittsboro Merchants Association and the Chatham Historical Association to keep downtown a vital destination. Hosted by the Town of Pittsboro

Saturday, November 28, 2020 at 10:00 am - 5:00 pm

Shop Small Saturday

Main Street District

We believe in all things local and today is the day to set that intention for the rest of the year by supporting all of our small, locally-owned downtown businesses. Enjoy free gift wrapping, sales, specials, refreshments, and Shop Small Passports for cash raffles. Presented by the Pitttsboro Business Association

Monday, April 05, 2021 at 12:00 pm - 5:00 pm

First Sunday Artisan Fair

Along Hillsboro Street Pittsboro, NC 27312

** Due to safety concerns amid COVID-19, First Sunday is canceled until April 2021. ** In the meantime, Pittsboro's businesses are open and eager to serve you. Call or check online for hours and special instructions Enjoy live music, food trucks, and the booths of local artisans and organizations. Many downtown shops are open as well. Want to be a vendor? Get more information and sign up for a booth space from the Pittsboro Business Association

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