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 51 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!
November 2026
Club orienteering in Simonstown on 14 November 2026 with three mapped courses (4.2 km, 3.4 km, 2.5 km) meeting at SA Navy Parking.
A multi-distance trail race series in Cape Town featuring routes across Table Mountain National Park and the Cape Peninsula with significant elevation gain.
A community fundraiser trail event at Lategansvlei offering 21 km, 14 km and 5 km routes with prize money and routes open only on race day.
A trail running event at Jason's Hill Winery with multiple distances including kids categories, timed entries by BoutTime, on-farm routes, waterpoints and finisher medals.
Join the final Spring Series trail run at Blaauwklippen Wine Estate featuring distances from 5 km to 21 km and unique collectible puzzle medals.
A 6 km off-road run at Neethlingshof with five wine-tasting stops, a bottle of wine included, on-site food and entertainment, and prizes for best dressed.
Outdoor obstacle race at Cape Joy near Stellenbosch with 5 km and 10 km options, Elite and Fun categories, on-site medical support and event facilities.
Trail runs of 25 km, 15 km and 5 km through Oak Valley Estate with rugged single track, elevation gain, a sustainability focus, finisher medal and a bottle of Oak Valley wine.
A mixed MTB, e‑bike and trail run event in Koue Bokkeveld with multiple distances, water points, finisher medals and prizes for top finishers.
A community-led morning at Sandy Bay with running and walking options on coastal and mountain trails, including 10 km, 5 km and a 3 km family walk.
A 5 km uphill Vertical Kilometer in Eden Forest with 1000 m climb, limited entries, compulsory kit and a two hour uphill cutoff.
A scenic trail run at Morgenhof Wine Estate offering 7 km and 11 km singletrack through Winelands slopes, optional timing and refreshments with medals for finishers.
December 2026
Trail running on Paarl Mountain with marked routes from 5 km to a 100 km overnight ultra and a race village at the Taal Monument.
A family-friendly trail run organised by Kurland Athletics at Kurland Rugby Fields, with tickets listed at R210 and R160 and a community focus on keeping kids running.
A loop-based ultra at Jamaka Organic Farm where runners repeat a 7.8 km, 430 m-elevation loop every 90 minutes for 15 loops, with shared camping and a donation to Sustainable Ceder.
A weekend of trail running and mountain biking on singletrack at Muratie Wine Estate, featuring 42 km MTB and 21 km trail run options and fundraising for trail maintenance.