Bookmark this page for events, meetings, and opportunities happening around Pittsboro’s Main Street District.
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 and are open to the public. See the agenda here. Guests wishing to speak publicly should sign up for Citizen’s Matters on site just before the meeting.
Sunday, April 07, 2019 at 12pm - 4pm
First Sunday Artisan Fair
Along Hillsboro Street Pittsboro, NC 27312
Stroll Pittsboro's brick sidewalks, shop our stores, visit the Chatham Historical Museum, enjoy live music, food trucks, and the booths of artisans and local organizations from March to December. Want to be a vendor? Get more information and sign up for a booth space from the Pittsboro Business Association
Sunday, May 19, 2019 at 5pm - 8pm
Food, Farm & Art Dinner
Downtown Pittsboro, NC 27312
Pittsboro's creative culture is a way of life. Culinary artistry, visual and performing artistry, and our appreciation for small family farms draw visitors who become neighbors. In recognition of these fundamental aspects of the good life we enjoy here, Main Street Pittsboro will present our "Food, Farm, & Art Dinner: Celebrating Main Street Pittsboro's Unique History". Join friends and neighbors at a table in the center of Hillsboro Street to discover, acknowledge, and honor the skills of local chefs, farmers, and artists in this fundraiser to help us continue our mission of revitalizing our historic downtown district. Mark your calendars and stay tuned for more information.
Saturday, October 26, 2019 at 10am - 4pm
Pittsboro Street Fair
West of Hillsboro Street and North of Business 64, Downtown Pittsboro
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 24, 2019 at 3pm - 6pm
5th Annual Tree Lighting
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 10am - 5pm
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 3pm - 4pm
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.