The date has been set, and the music has been booked!
Join us for the 11th anniversary of Winding Roads on September 19th, 2026.
We are excited to welcome the Steve Waters Band as our headliners for the 2026 Winding Roads Music Festival, with special guests Red Cup County, Brodie Bell & Julia Middleton.
The 2025 Winding Roads event was incredibly successful for Big Brothers Big Sisters of North Durham, raising over $40,000 and an attendance of just over 600 people. The incredible 2025 acts included JoJo Mason, Steve Waters Band, Daybreak Moonshine, and Hunter James. This year’s acts are sure to be just as amazing.
The 2026 Sponsorship Package is now available. If you or your business is interested in becoming a sponsor or partner, please contact us today.
Big Brothers Big Sisters of North Durham will be seeking donations for the event’s draws & raffles again this year. If you or your business is interested in donating, please contact Meghan Wetheral at meghan.wetheral@bigbrothersbigsisters.ca
Special Guests 2025
For more information or to discuss sponsorship opportunities for 2026,
please contact: Margaret Ayres at: margaret.ayres@bigbrothersbigsisters.ca
or by phone: 905-985-3733 ext. 1
For the latest information & updates on the show,