Downtown Pittsboro Historical Walking Tours

1st Sundays, April, May, June 2026

Tours at noon and 2PM

Meet at the Historic Chatham Courthouse

9 Hillsboro St.

Cost: $5 members, $10 non-members

More info and registration

coming soon!

Step into the past with the Chatham County Historical Association in the Downtown Pittsboro Historical Walking Tour Series launching this April! Each month explores a new theme, bringing the stories of our streets, buildings, and people to life. Walk through history with us and discover how downtown has evolved through the years.

April- The Arts

Discover history of artists, performers, and creative spaces that shaped downtown’s cultural life. From galleries and murals to hidden stories of local talent, this tour celebrates how the arts helped define our community’s spirit.

More info and tickets:

April 5 Downtown Pittsboro Historical Walking Tour: Noon

April 5 Downtown Pittsboro Historical Walking Tour: 2PM

May- Making a Living

How did people earn a living downtown? Explore the shops, trades, professions and businesses that powered everyday life, then and now. This tour reveals the work, entrepreneurship, and ingenuity that kept the town running.

June- Transportation

Follow the routes that connected downtown to the wider world. Learn how roads, rails, and other modes of transportation shaped growth, commerce, and daily life and through time, changed how people moved throughout the community.