Mike O'Connor
The Bowral Classic is set to return on Sunday, 18 October 2026, marking a decade of The Classics series and a celebration of Australian-owned, proudly run Gran Fondo cycling.
Early Bird registrations are now open, inviting riders of all levels to join this milestone edition.
The 2026 Bowral Classic offers three challenging and scenic courses ranging from 85km to 150km.
Starting on Bong Bong Street in the heart of Bowral, riders will experience the breathtaking landscapes, rolling hills, and picturesque towns that have made this event a proper highlight on the national cycling calendar.
Seasoned cyclists and newcomers alike can enjoy fully resourced rest stops, on-course support, and a lively finish-line experience. The Event Village at Loseby Park will feature live music, gourmet food stalls, local beer and wine bars, and a showcase of Australia’s leading cycling brands.
“As we celebrate 10 years of The Bowral Classic, we extend our heartfelt thanks to our incredible riders, our passionate community, and our valued commercial partners.
Your unwavering support, energy and belief in this event have shaped it into the iconic ride it is today. Together, you’ve built more than a cycling event — you’ve created a tradition that continues to inspire and bring people together year after year.” said James Yaffa, founder of The Classics.
To mark the 10-year milestone, the Classics’ have released a limited edition jersey, which you can buy now for a discounted price of $85 (normally $125), and a limited edition cap free for the first 100 riders to register.
Each year, the Bowral Classic attracts thousands of cyclists from across Australia and overseas, contributing more than $3 million annually to the local tourism economy.
Jesse Fitzpatrick, Mayor of the Wingecarribee Shire Council said events like the Bowral Classic bring thousands of riders and supporters to the Southern Highlands.
“It’s a fantastic showcase of our region and delivers a real boost to the local economy while sharing the beauty of the Highlands with visitors from across the country.”
Locals are encouraged to get involved by riding, volunteering, or joining the weekend celebrations – you can find out more about how to get involved here.
Early Bird Offer
VIP pricing is on now, with earlybird pricing ending June 21. You can find all the details for registering here.
More information is available at www.bowralclassic.com.au.
