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Trail Running Calendar near Wellington 2026-2027

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Explore the top trail runs near Wellington for 2026-2027! We've gathered 12 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

October 2026
Oct
10
Sa

Fairview Goat Run

Trail Run 5 km 8 km 15 km 28 km
Trail runs and walks on Paarl Mountain from 5 km to 28 km, with a wheelchair-friendly Daniel & Friends 5 km class and proceeds supporting local charities.
Oct
17
Sa

TrailFun Thank You Run - Mitre's Edge

Trail Run 5 km 10 km 15 km Half Marathon
A complimentary trail event at Mitre's Edge offering Relaxed Run or mass-start race formats across multiple distances, free for qualifying Series entrants and HERO members.
Oct
24
Sa

Run / Walk the Wines - Ayama

Trail Run 7 km
A 6.8 km trail at Ayama Slent Farm with vineyard tastings every kilometre, an entry fee of R300, 300 places and medals for all finishers.
Oct
31
Sa

Run The Vines

Trail Run 5 km 10 km 17 km
Trail runs at Perdeberg Wines with festival entry included, multiple distances, timing and medals, plus wine tasting, food trucks and family activities.
Oct
31
Sa

Halloween Forest Night Run - Muratie

Trail Run 5 km 10 km
A Halloween night trail run at Muratie Wine Estate with 5 km and 10 km routes, costume fun, a finisher medal, live music and food and drinks after the run.
Oct
31
Sa

Purple Vines Fun Run - Dementia Awareness

Trail Run 5 km
A 5 km community run and walk at Anura Vineyards on 31 October 2026 to raise awareness and support services for people affected by dementia.
November 2026
Nov
7
Sa

Winelands 10s

Trail Run 5 km 10 km Half Marathon
Winelands 10s Plaasdraf is a trail running event in Paarl on 7 November 2026 offering 21 km, 10 km and 5 km distances with Weekend or Saturday festival pass options.
Nov
21
Sa

Run The Vines

Trail Run 3 km 5 km 10 km 17 km
A trail running event at Jason's Hill Winery with multiple distances including kids categories, timed entries by BoutTime, on-farm routes, waterpoints and finisher medals.
Nov
28
Sa

Titan OCR

Obstacle Run 5 km 10 km
Outdoor obstacle race at Cape Joy near Stellenbosch with 5 km and 10 km options, Elite and Fun categories, on-site medical support and event facilities.
December 2026
Dec
4-5
Fr - Sa

The Rock Ultra

Trail Run 5 km 12 km ... 44 km 100 km
Experience rugged granite trails and fynbos slopes at Paarl Mountain with distances ranging from a family friendly 5km to a challenging 100km overnight ultra marathon.
April 2027
Apr
2-4
Fr - Su

Pass2Pass Ultra-Trail

Trail Run 14 km 25 km ... 63 km 100 km
A multi-distance trail running event at Doolhof Wine Estate near Bain's Kloof Pass, offering six race categories from 14 km to 100 km with timing, aid services, and a race village.
July 2027
Jul
10
Sa

Bastille Day Trail Run - Franschhoek

Trail Run 6 km 10 km ... 25 km 35 km
Trail running at Plaisir Wine Estate in Franschhoek on 10 July 2027, offering distances from 6 km to 35 km with marked trails and on-course support.
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