Bowral Classic

The Bowral Classic is a popular cycling race held in the Southern Highlands in New South Wales each year.

Many races are scheduled throughout the event, and those up for the challenge are invited to register early, as places will book out fast.

These loops will take you through the beautiful Southern Highlands –showcasing the rolling hills of Bowral, Berrima, Sutton Forest, Robertson and Kangaloon.

All courses start on Bong Bong St, Bowral, and conclude at Loseby Park, Bowral, where riders can enjoy the Event Village, which is filled with gourmet food stalls, bars, cycling exhibitors, and live music.

Since the inaugural event in 2016, the Bowral Classic has become a staple fixture in the cycling calendar. With three road cycling courses showcasing the most beautiful scenery you can experience on two wheels, there is something for cycling enthusiasts of all levels.

150KM Maxi Classic

The 150km Maxi Classic leads the Bowral Classic event through the rolling hills of Bowral, Berrima, Moss Vale, Bundanoon, Robertson and Glenquarry, offering stunning countryside views.

Returning to Bowral via Range Rd and over Gibraltar Hill, with sharp turns and steep gradients, will be the last of three King/Queen of the Mountain climbs to tackle. It will lead to a fast, smooth, winding descent with panoramic views to the finish line.

120KM Challenge Classic

With a change of course for 2025, the Challenge Classic will follow the Maxi route through Greenhills Rd towards Wombeyan Caves and then back through town to face the Oxleys Hill King/Queen of the Mountain—a 1.3km sharp climb with 129m elevation gain, a challenge not yet offered on this course. The Bundanoon loop has been dropped from this course to take riders straight towards Fitzroy Falls and the scenic forest roads of Tourist Rd.

Returning to Bowral via Range Rd, Gibraltar Hill will offer a final challenge for riders with another King/Queen of the Mountain climb before smooth, winding descents towards the finish line.

85KM ROULEURS Classic

The Rouleurs Classic returns to the same course in 2025, passing through quaint little towns of the Southern Highlands region. Through the undulating hills of Robertson, the tail end of the course is a little tougher than the first 50km and offers a King/Queen of the Mountain climb at Glenquarry before a Rest Stop at the top of the hill to catch your breath.

Like the Maxi and Challenge courses, the Rouleurs Classic returns to Bowral via Range Rd, with scenic country views, before peeling off to the finish line at Old South Rd.

Highlanders

In 2025, we are again offering an ‘elite group’ for the 150km Maxi Classic course, the Highlanders. This is a self-nominated group of a maximum of 100 riders. You may nominate yourself when registering for the 150km Bowral Classic Maxi course.

Even though this event is not a race, this first group will ride in an envelope with vehicles front and back for safety. The vehicles in this group will be 1 Police vehicle (front) and 1 Mechanic (rear).

Participants will be riding on open roads with traffic. Riders must obey all traffic rules and regulations, especially Police instructions. Event vehicles from the organisation WILL limit the riders’ speed at some points during the ride. In this case, the riders are forbidden to overtake the organisation’s vehicles. Any rider who violates this rule will be disqualified from the event, resulting in a DNF.

Bowral Classic Event Village

Whether you are a spectator or have just finished the ride, the Bowral Classic Event Village area at Loseby Park in Bowral is the place to be. Kick back and relax on our comfy bean bags whilst enjoying live music from local artists and sampling the locally produced food, wine and beer.

Registration collection is for riders who did not receive their kits in the mail or those wanting to sign up over the weekend. (Saturday and Sunday, 5:30am – 7:30am)

• Mechanics (Saturday only)
• Merchandise for sale
• Cycling exhibitor stalls
• Multiple beer, wine and spirit bars
• Gourmet food trucks
• Live Music
• Children’s activities
• First Aid (Sunday only)

So come down and show your support for this fantastic event and help raise money for many worthy causes.