For many cyclists, winter can be a challenging time of year. The alarm clock feels earlier, the temperatures drop, and the temptation to hit snooze instead of heading out for a ride becomes a little stronger each week. Yet ask any experienced rider how they stay motivated through winter and you’ll often hear the same answer: have a goal.
Whether it’s your first cycling event, a new distance milestone, a personal best or simply riding consistently throughout the colder months, setting a target gives every winter ride a purpose. Winter provides the ideal opportunity to gradually build fitness, establish routine and create momentum before heading into the warmer seasons. With around four months between now and October, riders have plenty of time to build confidence, increase endurance and prepare for a rewarding day in the saddle.
Even better, having an event locked into the calendar can transform your entire approach to training.
Instead of riding because you “should”, you’re riding because you’re working towards something exciting.
Celebrate 10 Years of the Bowral Classic
This year presents an even bigger reason to get involved.
On Sunday 18 October 2026, the Bowral Classic returns to the Southern Highlands, celebrating 10 years of The Classics event series. What began in Bowral back in 2016 has grown into one of Australia’s most loved cycling events, attracting riders from across the country to experience the region’s stunning scenery, welcoming communities and memorable climbs.
Whether you’re looking for your biggest challenge of the year or simply a fantastic day out on the bike with friends, this event is a must. If the Bowral Classic has been sitting on your cycling bucket list, now is the time to commit.
Make It a Team Goal
Winter goals are often easier to achieve when shared with others. Training alongside friends, teammates or colleagues creates accountability, motivation and plenty of opportunities to enjoy the journey together.
Better yet, riders can take advantage of an additional 10% teams discount when registering as a team of four or more. Combined with Early Bird pricing, the savings are stacked — making now the perfect time to rally the crew and lock in your spring adventure.
Set the goal. Build the fitness. Enjoy the process. Then join us on Sunday 18 October as we celebrate 10 years of The Classics event series at the Bowral Classic.
Early Bird entries close 21 June.