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Organiser
Trail Fun
TRAILFUN – HERITAGE DAY TRAIL RUN 2026
Date : Thursday 24 September 2026
Venue: Simonsig Wine Estate, Khrom Rhee Road, Stellenbosch
Heritage isn’t something you leave behind.
It’s something you carry with you.
The TrailFun Heritage Day Run is a public holiday trail run that honours where we come from — our stories, our people, our paths — without asking us to stand still.
This is a run about continuity. About moving forward while staying connected.
Whether you run hard, walk slowly, or share the trail with family and friends, this day is about being part of something bigger than a single event.
Routes are clearly marked, accessible, and walk-friendly, designed to welcome runners, walkers, and generations on the same trail.
What’s Included
A fully marked trail route
Walk-friendly sections and on-route support
Water points
A shared, end-of-series atmosphere
The official Heritage Day commemorative socks
Who This Run Is For
Runners and walkers
Families, friends, and communities
Anyone who values connection over competition
Anyone who understands that heritage is lived, not displayed
Important Info
Distances and route details are listed below
You’re welcome to run, jog, or walk
This event forms part of the TrailFun Holiday Series, but can be entered on its own
You don’t have to look back to honour where you came from.
Just keep moving.
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 9:20
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/KufPW6uE3AMAWRVsFCUKZP
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: Welcome at this event
Contact
TrailFun
Rodney Russell
📞 074 900 9235
✉️ rodney@trailfun.co.za
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Classes and pricing
Available classes for the event
| Class | Distance | Start Time | Price (pp) |
|---|---|---|---|
|
TrailFun : 5km (Juniors)
includes a Free pair of THE socks |
5 km entry level 5km | 07:00 | R 120.00 |
|
TrailFun : 5km
includes free pair of THE Socks |
5 km entry level 5km | 07:00 | R 240.00 |
|
TrailFun : 10km
includes free pair of THE Socks |
10 km | 07:00 | R 280.00 |
|
TrailFun : 15km
includes free pair of THE Socks |
15 km run the 5km and 10km routes | 07:00 | R 280.00 |
|
TrailFun : 21km
includes free pair of THE Socks |
21 km loop of the 10km route | 07:00 | R 280.00 |
|
TrailFun : 5km with wine
includes free pair of THE Socks and bottle of Estate wine |
5 km | 07:00 | R 320.00 |
|
TrailFun : 10km with wine
includes free pair of THE Socks and bottle of Estate wine |
10 km | 07:00 | R 360.00 |
|
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 |
|
TrailFun : 21km with wine
includes free pair of THE Socks and bottle of Estate wine |
21 km loop of the 10km route | 07:00 | R 360.00 |
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Event location
Simonsig Wine Estate, Stellenbosch
| Route information | Simonsig is located northwest of Stellenbosch, on the Kromme Rhee Road between the R44 and the R304. Take Exit 39 off the N1. |
| Coordinates | -33.8700592, 18.8254192 |
| Address | Kromme Rhee Road |
| City | Stellenbosch |
| Province | Western Cape |
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