TrailFun Holiday Series

SEP
24
2026
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.
Half Marathon 15 kilometers 10 kilometers 5 kilometers

Always double-check with the organizer's website! This page may contain affiliate links.

About the race

The TrailFun Heritage Day Run is a public holiday trail event held at Simonsig Wine Estate in Stellenbosch. The event emphasises continuity and connection, presenting marked, walk-friendly trails designed for runners, walkers, families, and communities.

Routes are fully marked and include walk-friendly sections, on-route support, and water points. The event offers a shared end-of-series atmosphere and includes a commemorative pair of THE Socks matched to the event medal. Entries include an oversized Holiday Series Butterfly medal, a bottle of spring water, a complimentary single wine tasting at the finish, and runner-only wine purchase specials. Farmina will provide runner goodie bags and pet nutrition guidance at the finish. Dogs on leads are welcome.

The format includes a race and a relaxed run option; the relaxed run permits flexible start times and allows walking or running. Podium prizes are awarded for adult categories in the timed race. The 15 km and 21 km distances are available in the relaxed run format. Route information and GPS resources are available through the event Strava club.

Distances

  • 5 km : easy, relatively flat
  • 10 km : more challenging, entry-level
  • 15 km : available as relaxed run only
  • 21 km : 21 km loop of the 10 km route, relaxed run option

The venue is Simonsig Wine Estate, Kromme Rhee Road, Stellenbosch, Western Cape. Visit the organization's website for the most recent information.

Half Marathon
15 km
10 km
5 km

Events nearby

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.
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.
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.
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