Joburg is a hub for long-distance cycling races, attracting endurance athletes and cycling enthusiasts from across the country. With a mix of urban routes, scenic countryside, and challenging terrains, the city offers diverse racing experiences. Cyclists can navigate high-altitude roads, rolling hills, and technical off-road trails, testing both speed and endurance.

These races promote fitness, camaraderie, and a competitive spirit, often drawing large crowds of participants and spectators. Some of the challenges include options for the kids too, with short distance cycle races between 1km and 5.5km, making for a fun family day out.

The Grande Montecasino Classico

Annually in February

Set up against the backdrop of Italian-inspired architecture lies the starting point for the Montecasino Classico which is one of the biggest cycling races of the year.

The event offers 50km and 90km routes that are designed to test the limits of human endurance and strength. It makes for an interesting experience that is both challenging yet exciting for those looking to improve their personal bests. The route is similar to that of the famous Cradle of Humankind cycle race, but without some of the more strenuous ascents.

Notably, this is a very family-friendly event as Montecasino presents ample parking, ablutions and restaurants to easily accommodate the large number of participants and their supporters, as well as a multitude of activities to keep families entertained through out the day.

Ride for a Reason

Annually in February

Ride for a Reason 2025 is an exciting mountain biking event which caters to cyclists of all skill levels, offering three race distances: 10km, 25km ), and 50km. The event is not just about fitness and adventure but also supports Little Eden, a charity dedicated to caring for individuals with intellectual disabilities.

Participants can experience scenic trails, well-marked routes, and support stations along the way. The top three male and female cyclists in each category receive prizes, and all riders completing their race earn a Mont Blanc Racing Medal.

Beyond the race, the event offers a vibrant post-ride experience with free refreshments and a boerewors roll for participants. For spectators there are family-friendly activities such as jumping castles and water slides, and the nearby Fourways Farmers Market adds a festive touch with over 100 artisanal stalls.

Luxliner Route 66 MTB Experience

Annually in February

The Luxliner Route 66 MTB Experience makes its way back in town with its popular annual cycling stage race. As one of the biggest mountain biking events in the country, the experience expands to include a variety of racing categories for participants to choose. With options ranging from the main three stage race to the newly introduced gravel/MTB race and trail runs on offer, contestants are truly spoiled for choice when it comes to their selection of sporting activities.

The route distances vary between 40km and 80km options with most races starting at Mount Grace Hotel and Spa. However, it is advised that participants keep themselves informed on the latest changes to start times in order to avoid late arrivals.

The Ford Trailseeker #2 Cradle is a challenging an well-organized mountain biking event held in the Cradle Moon area. The race offers a range of routes catering to different skill levels, with participants tackling a variety of terrains, including steep climbs, technical singletracks, and fast descents. Aid stations are strategically placed throughout the course to provide hydration and support, ensuring riders remain fuelled and prepared for the demands of the race.

The event is designed to promote camaraderie among cyclists, with a lively atmosphere and enthusiastic volunteers cheering on competitors. The race concludes at the finish line, where participants are rewarded for their perseverance and achievement after completing the physically demanding course.

When: 1 March 2025
Where: Cradle Moon, Cradle of Humankind, Gauteng

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Emperor’s Palace Classic

Annually in March

Also known as “The Race of Dreams” the Emperor’s Palace Classic takes place each March in Kempton Park. The event is a road cycling race that consists of the 48km and 98km options. The cycling routes for the race are all beginner-friendly and suitable for all participants.

So whether you are starting out or have been cycling for years, the Emperor’s Palace Classic is all-inclusive. To ensure the safety of all cyclists, the race features clear signage and a large team of helpful security marshals as well as traffic officers to offer any assistance along the way should it be required. The routes are relatively easy to navigate with flat and smooth roads.

The Trap de Val is an annual 100-mile (162 km) mountain bike ride from Johannesburg to Mpumalanga.

The route is approximately 85% gravel roads, offering riders a mix of challenging terrains and scenic landscapes. With an elevation gain of about 960 meters, the course is designed to be accessible to a wide range of cyclists, from seasoned riders to newcomers seeking a substantial challenge.

Beyond the physical endeavour, the event is deeply rooted in philanthropy. Proceeds from the ride support the Teddy Bear Foundation, an organisation dedicated to assisting children who have experienced abuse. This charitable aspect adds a meaningful dimension to the ride, allowing participants to contribute to a significant cause while pursuing their passion for cycling.

When: 31 May 2025
Where: Thaba Trails, 101 Kliprivier Dr, Mulbarton, Johannesburg

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Rooiwal Women’s Day Cycle Challenge

Annually in August

The Rooiwal Women’s Day Cycle Challenge is an annual cycling event held to celebrate Women’s Day while promoting fitness, empowerment, and cycling enthusiasm. Hosted in Rooiwal, a well-known cycling area near Pretoria, the event offers riders a scenic yet challenging experience on well-maintained roads.

The race typically features multiple distance options, catering to both competitive and recreational cyclists. While the event highlights and encourages women’s participation, it remains open to all cyclists, fostering inclusivity and community spirit. Riders enjoy a safe and well-organized event with hydration points, medical support, and a festive atmosphere.

Beyond the race, the challenge serves as a platform to raise awareness for women’s issues and often supports charitable causes related to women’s empowerment and development.

Virgin Active Ride Joburg

Annually in November

Feel the wind on your face while exploring the open roads of Johannesburg as the Virgin Active Ride Joburg in partnership with 947 makes its way back. With 26 years in the game, the event has hosted some of the most spectacular races offering cycling enthusiasts from around the world with the opportunity to explore the breathtakingly beautiful outdoor scenery for which Joburg renowned.

There are a series of cycling categories from road to mountain bike races and even kids races available. The Virgin Active Ride Joburg has got it all with distances ranging between 1km to 97km between the three categories.

Want more? See annual running races in Joburg