TrailFun Holiday Series 4 of 5 : Woman's Day

TrailFun Holiday Series 4 of 5 : Woman's Day

Join the TrailFun Holiday Series for an exciting outdoor challenge this Women's Day!

Race day
Monday, 10 August 2026
Location
Middelvlei Wine Estate, Stellenbosch, Stellenbosch
Start
7:00 AM
Distances
5km · 10km · 15km · 21km

At a glance

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Join the TrailFun Holiday Series for an exciting outdoor challenge this Women's Day!

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About this race

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


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
✉️ rodney@trailfun.co.za

Source: Entry Ninja

Gear Up For Race Day

Race details

Race day
Monday, 10 August 2026
Start
7:00 AM
Location
Middelvlei Wine Estate, Stellenbosch
Neethlingshof (1692) Polkadraai Rd, Stellenbosch, 7600
Stellenbosch, Western Cape

Distances & pricing

  • TrailFun : 5km with wine
    From
    R120
  • TrailFun : 5km (Juniors)
    From
    R120
  • TrailFun : 5km
    From
    R120
  • TrailFun : 10km
    From
    R280
  • TrailFun : 10km with wine
    From
    R280
  • TrailFun : 15km with wine
    From
    R280
  • TrailFun : 15km
    From
    R280
  • TrailFun : 21km
    From
    R280
  • TrailFun : 21km with wine
    From
    R280

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TrailFun Holiday Series 4 of 5 : Woman's Day — 10 August 2026 — Stellenbosch | Starting Line