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Organiser
TrailFun
TRAILFUN – WOMAN'S DAY TRAIL RUN 2026
The TrailFun Women’s Day Run is changing slightly — in a good way.
This year, our Women’s Day event will take place at Middelvlei Wine Estate in Stellenbosch.
Middelvlei is a beautiful, intimate wine farm, but it is not the kind of venue where we want to squeeze too many people into one morning.
So instead of making the event feel crowded, we are splitting it over two days.
You can now choose to run on:
Sunday 9 August 2026
or
Monday 10 August 2026
Both days will have the same TrailFun format.
Same routes.
Same Women’s Day medal.
Same pair of THE Socks.
Same relaxed TrailFun atmosphere.
Same option to run, jog, or walk.
Each day will be limited to 400 entries only.
Once the Sunday entries are full, Sunday will close.
Once the Monday entries are full, Monday will close.
We do expect this event to sell out.
The reason for the change is simple: we want the event to feel like TrailFun should feel.
Calm. Friendly. Well organised. Easy to arrive. Easy to park. Easy to enjoy.
This is a Women’s Day run for steady effort, quiet strength, and showing up as you are.
You do not need to be fast.
You do not need to run every step.
You just need to choose your day, choose your distance, and keep moving.
Entries are open now.
Choose your day and join us at Middelvlei for the TrailFun Women’s Day Run.
Strength doesn’t always shout.
Sometimes it just keeps going.
The TrailFun Women’s Day Run is a public holiday trail run that honours resilience, care, and the kind of strength built over time — not on a podium.
This is a space for steady effort. For showing up as you are.
For running, walking, stopping, starting again.
Routes are clearly marked, thoughtfully designed, and walk-friendly, with support along the way. You don’t need to prove anything here. You don’t need to push past your limits unless you want to.
This run respects your pace.
What’s Included
A fully marked trail route
Walk-friendly sections and on-route support
Water points
A calm, supportive post-run atmosphere
The official Women’s Day commemorative socks
Who This Run Is For
Runners and walkers
Women, men, families, friends
Anyone who values consistency over performance
Anyone who knows strength looks different on different days
Important Info
Distances and route details are listed below
Run, jog, or walk — all are welcome
This event forms part of the TrailFun Holiday Series, but can be entered on its own
Optional Closing Line
Strong doesn’t have to be loud.
It just has to move.
Distances & Format
5km – easy, relatively flat
10km – more challenging, still entry-level
Walkers welcome on all routes
Well-marked, safe trails
Start Options
The Race
10km start: 7:40
5km start: 8:00
Podium prizes for 1st, 2nd, 3rd (adult categories only)
Relaxed Run
Start any time between 7:00 – 9:30
Walk or run, no pressure
15km & 21km available as Relaxed Run only
On-the-day entries close at 9:00 (there may not be on the day entries if this event sells out)
What Your Entry Includes
Oversized Holiday Series Butterfly Medal (60mm × 70mm)
Matching pair of THE Socks for this event
Bottle of spring water
Complimentary wine tasting at the finish (single tasting portion)
Runner-only wine purchase specials
The Butterfly Medal is intentionally oversized and designed to stand out in a typical South African medal collection.
Event Information
WhatsApp Info Group: https://chat.whatsapp.com/BxkERCwFN4t2c8Hren68aK
Strava Club (routes, GPS & profiles): https://www.strava.com/clubs/887708
Holiday Series Partner – THE Socks
Each entry includes a custom pair of THE Socks, matched to the event medal.
Made from premium mohair, THE Socks are naturally anti-blister, moisture-wicking, thermoregulating, and antimicrobial — well suited to trail running comfort.
Pet Nutrition Partner – Farmina
Farmina will be at the finish with runner goodie bags to collect after the race.
Their team will also be available to offer guidance on pet nutrition.
Dogs on leads: not at this one
Contact
TrailFun
Rodney Russell
📞 074 900 9235
✉️ [email protected]
Enter now for TrailFun Holiday Series »
Classes and pricing
Available classes for the event
| Class | Distance | Start Time | Price (pp) |
|---|---|---|---|
|
Sunday TrailFun : 10km with wine
includes free pair of THE Socks and bottle of Estate wine |
10 km | 00:00 | R 360.00 |
|
Sunday TrailFun : 15km
includes free pair of THE Socks |
15 km run the 5km and 10km routes | 00:00 | R 280.00 |
|
Sunday TrailFun : 21km with wine
includes free pair of THE Socks and bottle of Estate wine |
21 km loop of the 10km route | 00:00 | R 360.00 |
|
Sunday TrailFun 5km (Juniors)
includes a Free pair of THE socks |
5 km entry level 5km | 07:00 | R 120.00 |
|
Sunday TrailFun : 5km
includes free pair of THE Socks |
5 km entry level 5km | 07:00 | R 240.00 |
|
Sunday TrailFun : 5km with wine
includes free pair of THE Socks and bottle of Estate wine |
5 km entry level 5km | 07:00 | R 240.00 |
|
Sunday TrailFun : 10km
includes free pair of THE Socks |
10 km | 07:00 | R 280.00 |
|
Sunday TrailFun : 15km with wine
includes free pair of THE Socks and bottle of Estate wine |
15 km run the 5km and 10km routes | 07:00 | R 360.00 |
|
Sunday TrailFun : 21km
includes free pair of THE Socks |
15 km run the 5km and 10km routes | 07:00 | R 280.00 |
Enter now for TrailFun Holiday Series »
Event location
Middelvlei Wine Estate, Stellenbosch
| Coordinates | -33.932237, 18.8324779 |
| Address | Flamingo Road, Onder Papegaaiberg, Stellenbosch, South Africa |
| City | Stellenbosch |
| Province | Western Cape |
Enter now for TrailFun Holiday Series »