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

Sunday, May 02, 2021 at 12:00 pm

First Sunday Artisan Fair

Along Hillsboro Street Pittsboro, NC 27312

** Due to safety concerns amid COVID-19, this event is cancelled until May 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

Monday, May 03, 2021 at 7:00 pm

Town Planning Board Meets

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

** Due to COVID-19, meetings are being held on Zoom until further notice. ** Pittsboro Town Planning Board meetings usually occur on the 2nd and 4th Mondays of each month at 7pm (unless those days fall on a holiday). Meetings are open to the public. See the agenda here.

Wednesday, May 05, 2021 at 6:00 pm

Main Street Pittsboro Board Meets

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

Meetings are typically held the first Wednesday of every month and are currently held via Zoom due to COVID-19. 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 president at

Sunday, July 04, 2021 at 12:00 pm

Summer Fest!

Downtown Pittsboro, NC 27312

Date is based on the timing of the event in previous years. Please check back to confirm. Summer Fest is when Pittsboro gets patriotic. Join us for Games, Beer Garden, Stars & Stripes Parade, Laser Light show, Live music, Food Trucks, and Craft Booths. More info at the Pittsboro Business Association. Many of the info booths and crafts you've come to enjoy during First Sunday will be at Summer Fest.

Saturday, October 30, 2021 at 10:00 am

Pittsboro Street Fair

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

Date is based on the timing of the event in previous years. Please check back to confirm. 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

Sunday, November 21, 2021 at 2:00 pm - 6:00 pm

Annual Tree Lighting

Hillsboro Street, Downtown Pittsboro

Date is based on the timing of the event in previous years. Please check back to confirm. The day of the tree lighting kicks off Pittsboro's Holly Days -- a series of seasonal events happening each weekend in December in downtown Pittsboro. We're proud to be an on-going major sponsor of Holly Days as presented by the Pittsboro Business Association ("PBA"). On the day of the tree-lighting visitors might expect live performances by choirs, bands, dancers, excerpts of theatre performances, and refreshments in downtown shops with seasonal sales plus visits with Santa Claus -- all prior to the tree lighting. This whole day has been a very popular and unifying community event. Find it in Pittsboro! More info soon at the PBA website.

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