Events 2018-06-09T04:15:31+00:00

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

Sunday, March 03, 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 at the Pittsboro Business Association

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

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.