Western Cape
Trail Running Calendar Western Cape 2026-2027
Explore the best trail runs in province Western Cape for 2026-2027! Our updated list features 64 exciting trail runs across the region. Find your next trail run in province Western Cape below and join the trail community at these great events!
August 2026
A farm trail run near Durbanville on 29 August 2026 offering 5 km, 10 km and 18 km routes to support the Fair Cape Cares Foundation.
Trail running event in Darling on 29 August 2026 with three routes through farmland, hydration support, goodie bags, and a finisher’s drink.
A trail-based obstacle course run at Cape Joy, Klapmuts, offering 5 km and 10 km routes with Elite and Fun entry options plus on-site facilities and team entries.
An 18-hour backyard-style ultra at Kruistementvlei Farm where one lap starts each hour and a drawn playing card decides the distance. Runners face changing hourly distances, onsite camping, basic first aid, and awards for completing all 18 hours.
A mixed mountain bike and trail running event in Riebeeck Kasteel with multiple MTB and trail distances plus a 5 km fun run set among vineyards and farmland.
Final event of the Montagu Winter Trail Run Series at African Game Lodge, offering scenic 4.8 km, 12 km and 17.8 km trails with wildlife and waterhole views.
A guided sunrise hike from Sputnik near George with a 5 km out-and-back route, about 532 m ascent and an approximate five hour outing.
September 2026
A three day stage race at Kromrivier in the Cederberg Park featuring three daily stages (35 km, 24 km, 9 km) with entries from R7,200 and separate accommodation options.
Trail running event at The Lawns at the Roundhouse offering 40 km, 27 km and 15 km routes on Table Mountain with mandatory kit and eco friendly policies.
Gravel bike races and trail runs at Leeuwenboschfontein on 5 September 2026 offering multiple distances, family activities and on site accommodation options.
A countryside trail and fun run on farm dirt roads near Caledon, with multiple distance options and a venue at Eikebos campground.
A mixed-surface forest run at Nelson Mandela University George Campus offering 21.1 km, 10 km and 5 km distances with age-category prizes and timed chips.
A Run The Vines event at Windmeul Kelder held with the Waterblommetjie Festival, featuring 5 km, 10 km and 17 km options, a potjiekos competition, market stalls and medals for finishers.
TrailFun Spring Series 2 at Darling Cellars features trail distances from 5 km to 21 km, wine-entry options, a collectible spring puzzle medal and a relaxed start format.
Trail running event at Devonbosch, Cape Town offering 5KM and 10KM routes, timed results, water stations, team pricing and entry from R230.
A multi-distance trail event at Slanghoek Cellar offering kids and adult options, timed entries, waterpoints and finisher medals.
MTB relay teams of two tackle timed loops while trail runners choose 5 km or 10 km single-track routes, with medals, water points and post-race food included.
Trail runs at De Grendel Wine Estate on 24 September 2026 with 18 km, 10 km and 5 km routes raising funds for the Rohan Bloom Foundation.
A public holiday trail run at Simonsig Wine Estate with fully marked, walk-friendly routes, commemorative socks and medal, wine tasting, and distances from 5 km to 21 km.