TrailFun Holiday Series
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TrailFun Holiday Series 4 of 5 : Woman's Day
TrailFun's Women's Day trail run takes place at Middelvlei Wine Estate in Stellenbosch on two dates: Sunday 9 August 2026 or Monday 10 August 2026. The event is split over two days to limit numbers; each day is capped at 400 entries. Both days use the same routes, commemorative medal, and event socks, and the format welcomes running, jogging, or walking. The event forms part of the TrailFun Holiday Series but can be entered independently.
Routes are fully marked and walk-friendly, with on-route support and water points. Podium prizes are awarded for first to third place in adult categories; entry options include relaxed-run formats for longer distances.
Distances offered:
- 5 km - easy, relatively flat
- 10 km - entry-level trail with more variety
- 15 km - offered as a relaxed-run option
- 21 km - offered as a relaxed-run option
Each entry includes the event's oversized Butterfly medal, a matching pair of THE Socks, and a bottle of spring water. A complimentary single wine tasting at the finish and runner-only wine purchase specials are included for entries that offer the wine option. The finish area includes a calm, supportive atmosphere. Dogs are not permitted at this event.
Strength does not always shout. Sometimes it just keeps going. Visit the organization's website for the most recent information.