Community
30 March, 2026
Early Bird registrations open for Bowral Classic
This year’s event will be held on Sunday, October 18 and will mark the event’s 10th anniversary.
This year’s event will be held on Sunday, October 18 and will mark the event’s 10th anniversary.
The 2026 Bowral Classic will offer 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,” founder of The Classics, James Yaffa said.
“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.”
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,” Wingecarribee mayor Jesse Fitzpatrick said.
“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.”
Member for Wollondilly Judy Hannan said she was also excited about welcoming riders and supporters back to the region.
"I will be 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 in 2016.
“The Classic is not just a competition ride for riders with challenging hill climbs,” Mrs Hannan said.
“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 Loseby Park 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.
Read More: Bowral, Southern Highlands