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 52 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
Trail runs and walks on Paarl Mountain from 5 km to 28 km, with a wheelchair-friendly Daniel & Friends 5 km class and proceeds supporting local charities.
A literary fun run at Dornier wine estate where runners and walkers use unique Afrikaans WAT words as race identifiers across 10 km, 5 km and a 100 m sprint.
An obstacle course race near Oudtshoorn on 17 October 2026 offering multiple age categories and distances, part of the OFSA National Series and supporting local charities.
A complimentary trail event at Mitre's Edge offering Relaxed Run or mass-start race formats across multiple distances, free for qualifying Series entrants and HERO members.
A morning social trail run at Jonkershoek Nature Reserve supporting Grassroot Soccer, with a one-hour route, sunglasses trials, a goodie bag, coffee and a lucky draw.
Orienteering at Helderberg Farm near Somerset West with three mapped courses, farm access, and a boerewors roll included; pre-entry required by 15 Oct.
Experience a 330 km six stage ultra marathon through the remote mountains and wild valleys of the South African Cederberg wilderness.
A community fun run at Silvermine Academy with 5 km and 10 km trail routes, proceeds supporting the school bursary fund.
A 6.8 km trail at Ayama Slent Farm with vineyard tastings every kilometre, an entry fee of R300, 300 places and medals for all finishers.
A non-competitive 5 km silent disco run through Bloemendal vineyards with glowing headphones, multiple pace groups, a kiddies 200 m dash, and an after-run Silent Disco.
Community cycling, walking and running event at MTO Trails Knysna with 5 km, 10 km, 11 km and 21 km options and an entry fee of R50.
A four-day stage trail run near Oudtshoorn featuring an underground start in the Cango Caves and routes across the Swartberg Mountains and Klein Karoo.
An evening trail run at the Garden Route Botanical Gardens in George with family distances, food stalls, kids activities and fundraising for a school bus.
Trail runs at Perdeberg Wines with festival entry included, multiple distances, timing and medals, plus wine tasting, food trucks and family activities.
Trail trail run through Bottelary Hills vineyards and Renosterveld with distances from 7 km to 36 km, relaxed and race start options, socks and finisher medal included.
A Halloween night trail run at Muratie Wine Estate with 5 km and 10 km routes, costume fun, a finisher medal, live music and food and drinks after the run.
A 5 km community run and walk at Anura Vineyards on 31 October 2026 to raise awareness and support services for people affected by dementia.
November 2026
Trail running event at Avontuur near Somerset West offering 5 km and 10 km routes, on-course water and timing, medals, medical support, and a post-run food and entertainment area.
Winelands 10s Plaasdraf is a trail running event in Paarl on 7 November 2026 offering 21 km, 10 km and 5 km distances with Weekend or Saturday festival pass options.