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

Saturday, November 30, 2019 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 and follow through with support of all of our small, locally-owned and -operated downtown businesses. Find our table on Hillsboro Street to get free gift wrapping, Shop Small reuseable canvass bags, and our Pittsboro Boomerang Bags.

Sunday, December 08, 2019 at 3:00 pm - 4:00 pm

Pittsboro Holiday Parade

Business Highway 64 east to west

Marching bands, handcrafted floats, dance teams, horse-drawn wagons, and Santa Claus (of course) comprise a moving holiday celebration from the east side of town through the center of downtown in this beloved tradition presented by the Town of Pittsboro sure to get you in the holiday spirit.

Saturday, December 14, 2019 at 2:00 pm - 6:30 pm

Miracle on Hillsboro Street

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

We invite everyone to get into the act when Santa Claus goes on trial in the Historic Chatham County Courthouse with local actors and legal experts. The Pittsboro Business Association's 2019 Holly Days closes with Miracle on Hillsboro Street. *Times are noted for reference only and still need to be confirmed. Check back for particulars on this beloved seasonal event.