17 Mar 2026
Bowral Classic 2026: Celebrating 10 Years of Australia’s Iconic Gran Fondo
The Bowral Classic returns 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 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.
The Bowral Classic attracts thousands of cyclists from across Australia and overseas, contributing more than $3 million annually to the local tourism economy.
“Events like the Bowral Classic bring thousands of riders and supporters to the Southern Highlands, many of whom stay for the weekend and explore our towns, cafés, wineries and local businesses. 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.” said Jesse Fitzpatrick, Mayor of the Wingecarribee Shire Council.
Judy Hannan MP, Member for Wollondilly, also welcomed riders and supporters to the region.
"I am delighted to welcome ride entrants, volunteers, riders' families and friends to picturesque Bowral and the surrounding towns and villages in the Southern Highlands. This year's event is extra special - celebrating 10 years since the inaugural Bowral Classic, Australian Premier Cycling Gran Fondo event in 2016.
The Classic is not just a competition ride for riders with challenging hill climbs. The Classic is about charitable causes, promotes physical fitness, promotes overnight tourist accommodation stays and economic spend along the race routes. Also, the Bowral Classic Event Village at the Finish Line in Loseby Park, Bowral will showcase a variety of local businesses. Please support local businesses during your stay at the Bowral Classic."
Locals are encouraged to get involved by riding, volunteering, or joining the weekend celebrations. More information is available at www.bowralclassic.com.au.
Ride & Raise for Charity
Riders can choose to support any charity of their choice. Over the past decade, The Classics events have raised over $500,000 for Australian charities.
Early Bird Offer Register now to save on your entry fees and secure your discounted event jersey. Early Bird registrations close Sunday, 21 June 2026.
About The Classics
The Bowral Classic is part of The Classics series by Bicycling Australia. Over the last ten years, The Classics have hosted Gran Fondo events, and more recently Gravel events, across multiple states, delivering world-class cycling experiences for riders of all levels.