Stellenbosch
Trail Running Calendar near Stellenbosch 2026-2027
Explore the top trail runs near Stellenbosch for 2026-2027! We've gathered 30 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
August 2026
September 2026
Trail running event at Devonbosch, Cape Town offering 5KM and 10KM routes, timed results, water stations, team pricing and entry from R230.
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.
A fundraising run at Dornier Wines offering 5km, approx 10.6km, 21.1km and team relay options to support children’s charities through Distance For Difference.
A road race in Paarl including a 21.1 km half marathon with an almost 9 km gravel section, plus 10 km and 5 km run/walk options during the Paarl Adventure Festival.
A 5 km obstacle course event at Kleine Hopefield with Elite and Fun categories, team entry options, onsite facilities, and a R350 entry fee.
Trail races from Waterford Estate in Stellenbosch with scenic routes along the Blouklip River and vineyards offering 8 km, 15 km and 25 km options.
October 2026
November 2026
A trail running event at Avontuur, Raithby on 7 November 2026 offering 5km and 10km distances, official timing, medals, on-course water, and post-run food and entertainment.
Trail running event in Paarl on 7 November 2026 offering 21 km, 10 km and 5 km options with festival pass entry packages.
Timed trail run at Huis Horison in Stellenbosch offering 10 km, 5 km and a 3 km family course alongside a kermis with food stalls and live music.
Mountain trail races around Cape Town from 16 km to 100 miles featuring technical routes across Table Mountain National Park and a 7 516 m vertical gain on the 100 mile course.