Free trail running events calendar

This is a month-ahead calendar. Get the next few months of trail running events in every issue of TRAIL, including international events. Issue 34 of TRAIL magazine (January/February/March 2020) features 98 trail running events in South Africa and internationally.


Event organisers: To have your event listed on this page, or to appear as a highlighted Promoted Event more than one month in advance, click here for info, including required formatting.

Runners: Find a stockist to get the full South African trail running events calendar in TRAIL 34. It’s available in print and digital editions. We include some of the top international events of interest to South Africans too.

Time to Shine calendar 2020

Click to list your event here and in print.

Trail run race calendar for December

Wed 11 December WC

HI-TEC Middelvlei Full Moon Run. 5km, 10km. Middelvlei Wine Estate. Great evening out with good food, wine and stunning views. Start 7pm. R100/R145.

Wed 11 December WC

Groot Constantia Twilight Run. 6km, 10km. Groot Constantia. Entry includes voucher, socks, and Ledlenser lucky draw. Start 7pm. R175/R195.

Fri 13 – Sun 15 December EC

The Pecan Trails Weekend. 5km, 10km, 21km. Sanctuary Guest & Adventure Farm, Cradock. Run past pecan trees, green pastures, dams. Zip-line at finish. Start 6am.

Sat 14 December WC

Benguela Cove Trail Run. 6km, 12km. Benguela Cove Wine Estate. Challenging yet flat-ish route through the vineyards, singletrack, and marvelous views. Start 9am. R120/R150.

Sabrina Love Ocean Challenge 2019 banner 728x90

Sun 15 December KZN

Umdoni Forest Trail Run. 8km, 12km. Umdoni Golf Club. Enjoy coastal forest and rocky singletrack down to the Mkumbane River and waterfall, as well as Umdoni Golf Club hospitality. Start 6:30am. R120/R150.

Sun 15 December WC

Kogelberg Challenge. 16km. Pringle Bay House Eco School.

Sun 15 December EC

Chintsa Trail Run. 7km, 14km, 37km. Tea in the Trees. Make a donation as your entry. Proceeds support Chintsa Runners. Start 6:30am.

Run2Nowhere 4-6 September 2020

Sun 15 December MP

Fresh@Beskuitfontein. 7km, 14km, 29km. Beskuitfontein Farm, Middelburg. Fresh Trail’s first Karoo event, surrounded by the mountains, spectacular views, rugged terrain. R150-R2,000.

Mon 16 December GP

Hazeldean Farm Run. 5km, 10km, 15km, 30km. Cowhouse Market, Hazeldean. Farm surroundings and bushveld next to the Pienaarsriver, Start 6:30am. R75-R150.

Mon 16 December KZN

Mqatsheni Fun Run. 2km, 10km. Mqatsheni Sports Field, Underberg. Dirt tracks in the foothills, with some steep climbs. Environmental awareness talk after the run. R30. Start 8am. Thabo Madlala 0726247327

Euro Steel Run the Rivers 1-2 February 2020

Fri 20 December GP

Cowhouse Christmas Night Run. 5km, 10km, 15km. Cowhouse Market, Hazeldean. Trails with a headlamp and a night market. Start 6pm. R50-R200.

Fri 20 December WC

Spier Twilight Trail Run. 3km, 5km, 10km. Spier Wine Estate, Stellenbosch. Classic venue, wine, food, fun. Start 6:30pm.

Sat 21 December EC

Get Out And Run Kasouga. 8km, 20km. Kasouga Hall. River and ocean views. Indigenous forest, thicket, iconic green hills of Kasouga. Start 3pm. R85/R250.

Thu 26 December WC

Hartenbos Trail Run Challenge. Hart & Bosch Village. 5km, 9km. Outeniquabosch Trail on Boxing Day. Multisport options. R70/R100.

Trail Film Awards 2019 banner 728x90

Fri 27 December WC

Cape Agulhas Classic Trail Run. 6km, 10km, 15km. NG Church Suidpunt, Struisbaai. Challenging trail at the Southernmost Tip of Africa. Start 4pm. R60-R200.

Sat 28 December WC

Pinnacle Point Trail Run. 5km, 12km. Garden Route Casino, Mossel Bay. Pristine trails through Pinnacle Point Estate. Start 6am. R60/R160.

Sat 28 December EC

Kariega Classic. 5km, 10km. Southwell Cricket Field, Kenton-On-Sea. Beautiful forest Trail and creek crossing. Long distance is double loop of short. Start 8am. R100.

Sun 29 December WC

Sabrina Love Ocean Challenge. 6km, 12km, 21km. Kurland Estate. Beautiful, varied, challenging course with new long distance. Wet feet and a smile guaranteed. Entries are open! PROMOTED

Sun 29 Dec – Fri 3 Jan MP

Big5 Trail Series. 10km, 15km, 20km, 25km, 8km. Graskop. Trail running with a difference through scenic forests. Start 9:30am. R500.

Tue 31 December KZN

Flaming Flamingo. 6 hours. Seasons Café, Lifespark, Merrivale. New relay or solo endurance challenge. Start 6am.

Trail run race calendar for January 2020

Sat 4 January WC

Red Men Trail Run. 5km, 12km, 18km. Herold Wine Farm. Run Outeniqua Mountains. Entry includes bottle of wine. Start 8am. R60/R260.

Sun 5 January KZN

Kenneth Stainbank Castle Trail. 5km, 10km, 15km. Kenneth Stainbank Nature Reserve, Durban. Technical singletrack through indigenous forest and over streams. Start 7am.

Fri 10 January WC

Hero Adventure Night Series #3. 3km, 5km, 10km. Rhebokskloof Estate, Paarl. Beer and shooter stops, no set starting time, spectacular trails. R60/R80/R100.

Trail events further ahead in 2020

Sat 2 – 3 May GP

Ragnar Trail Joburg. 21km, 42km. Hennops Trails. Unique team experience, running three loops as a team of seven, four, or two. PROMOTED

Sat 23 – 24 May WC

Ragnar Trail Cape Town. 21km, 42km. Elgin Grabouw Country Club. Unique team experience, running three loops as a team of seven, four, or two. PROMOTED

Sat 5 – Sun 6 September WC

Run2Nowhere. 9km/12km, 20km/18km, 32km/28km. McGregor. A two-day trail run for everyone! Moderate distances, relaxed vibe, festive atmosphere. No cut off times, no pressure. Start 8am. PROMOTED

See more events in your copy of TRAIL 34, where we list 98 trail running events locally and internationally from January to May 2020.

Get your trail running event listed

Click here to have your event listed in the print and digital versions of TRAIL magazine. Up to 100 events are listed every issue.

Please use the format and order of information above when you send us your event details.

As you might know, listing in the print calendar is free as a service to all events, and our readers.

For  PROMOTED  website listings more than a month ahead of race date or for more visual exposure through an event banner, or as a banner in our weekly newsletter emailer, the fees below apply.

There are six options:

  1. Website text listing in final month ahead of your event. FREE
  2. Website text listing longer than one month ahead. R599 once-off.
  3. Website text multiple dates (eg series events). R599 first event, R399 per event date thereafter.
  4. Website banner (728×90 pixels horizontal, on this page only), as a jpeg or animated GIF. Includes single event text listing (option 2). R1,399
  5. Emailer text listing R599 and R499 per issue thereafter. R499 for additional events in the same issue.
  6. Emailer banner (600×200 pixels horizontal) R950 first issue and R850 thereafter. R850 for each additional event in the same mailing.

No limit to display duration for any of the above options. Start promoting your event as early as you want! All prices shown are a once-off fee, excluding VAT. Prices valid to the end of September 2019.

Email Deon Braun for more marketing options for your event, including boosted Facebook posts, Instagram, Twitter, and for product slots in our email newsletter.

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