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 70 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!
October 2026
Two days of MTB and trail running at Karoo62Escapes near Zoar on 3–4 October 2026, with routes to 85 km, fun runs, race village and on-site accommodation.
A roughly 10 km trail run from Old Harbour to New Harbour and back along the Hermanus Cliff Path, finishing at Gearing's Point. Cash prizes, goodie bags, medals for all finishers, and whale sighting opportunities.
Trail run and festival at Rhebokskloof Estate on 3 October 2026 supporting CANSA, featuring 21km, 10km and 5km options plus a corporate team challenge.
Trail runs of 7 km, 12 km and 20 km through orchards near Villiersdorp with cash prizes, on-route water and complimentary drinks for entrants.
Charity trail event at Fairview Wine Estate in Paarl offering multiple trail distances, a wheelchair-friendly 5km class, beneficiaries, and event-day food and wine.
An obstacle course event near Oudtshoorn on 17 October 2026 offering family, school and competitive races across multiple distances with charity support.
A six day 330 km stage race through the Cederberg with varied terrain, nightly wild camps, substantial elevation changes, and temperatures from 10 to 32°C.
A fundraising run at Herold Primary School with 5 km, 10 km and 17 km course options; the event was postponed due to trail damage.
A four-day trail event in Oudsthoorn that starts in the Cango Caves and crosses the Swartberg and Klein Karoo, with solo and teams of two entry options.
November 2026
Trail runs at Avontuur near Somerset West featuring 5 km and 10 km courses with timing, water stations, medals, medical support, and team entries.
Trail running in Paarl with 21 km, 10 km and 5 km options, combined with festival passes and a beverage included.
A 12-hour trail endurance event at Herold Wines on a 5 km loop where individuals and teams accumulate laps; a separate fun run offers one lap and allows dogs on leashes.
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.
Trail running event in Lategansvlei, Oudtshoorn with 21 km, 14 km and 5 km options; proceeds support the Lategansvlei community.
Trail running at Jason's Hill winery on 21 November 2026 with timed 17 km, 10 km, 5 km and kid-friendly 3 km options plus on-site wine and vendors.
MTB and trail running at Libertas Guest Farm in Wilderness on 28 November 2026 with MTB distances to 70 km and 7 km and 10 km trail runs.
An outdoor obstacle course at Cape Joy, Klapmuts offering 5 km and 10 km routes with Elite and Fun categories, on-site support, vendors, and team entries.
Oak Valley Xtreme is a trail run at Oak Valley Estate on 28 November 2026 featuring flowing single track, steep climbs and views of the Groenland mountains. Distances are 15 km, 25 km and 55 km and routes have GPX files and sustainability features.
December 2026
A mountain trail running event on Paarl Mountain with routes from 5 km to an overnight 100 km ultra, centered at the Afrikaans Language Monument.