Trail Running calendar near Sydney 2025-2026

Orienteering in the manicured gardens and heritage grounds of Pymble Ladies College featuring the Bold Horizons Sprint Championships and social relays. Short courses suit all ages with electronic timing and easy train access.

Join the Sri Chinmoy Sydney Series, four scenic races around Sydney from Centennial Park to Royal National Park, featuring road, cross country and trail courses. Distances from 4 km to a full marathon mean there is a challenge for every run..

Join the Saturday Orienteering Series at Northern Beaches Christian School on 22 November 2025 for the Bold Horizons Relay Champs alongside a range of individual courses. Family friendly team relays and varied course lengths welcome beginne..

Run the Sydney Trail Half at Lake Parramatta, a scenic single lap 21K featuring waterfalls, lakeside views and eucalypt canopy. Limited to 400 runners, the technical course rewards finishers with a medal, bucket hat and post race BBQ.

The Narrabeen Allnighter is an iconic Australian ultramarathon on the scenic Narrabeen course, featuring 12 hour and 100 km challenges. Join runners chasing personal bests and course records in a lively, community atmosphere.

Scenic trails through Lane Cove National Park at Whale Rock Trail Run in Pennant Hills, with 6.5 km and 17 km options plus kids events. Enjoy an event village with food trucks, live music and family fun while supporting Gotcha4Life.

Run the Jabulani Challenge through Ku Ring Gai Chase National Park from Bobbin Head on Pittwater. Choose 12 km, 22 km or 45 km or tackle the Triple Trail Challenge for scenic single track, rainforest and creek crossings.

The Coastal Classic is a 30 km trail run through Royal National Park from Otford to Bundeena. Enjoy dramatic coastal views and varied terrain from sand and rocky beaches to cliff top trails, rainforest and steep climbs.

Run along Botany Bay at the Beachside Dash and Family Fun Run with 2 km, 5 km and 10 km options for all ages. Enjoy family entertainment, coffee and a post race recovery area while supporting local medical research.