Bookmark this page for events, meetings, and opportunities happening around Pittsboro’s Main Street District.
Hillsboro Street, Downtown Pittsboro
This kick off to Pittsboro's Holly Days presented by the Pitttsboro Business Association features special events at downtown businesses, a giant snow globe, school choirs, and carolers and culminates with the lighting of an 18-foot tree at the historic Chatham County Courthouse. Visits with Santa Claus start at 3:30pm, festivities on Hillsboro Street start at 4pm and go until after dark.
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.