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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 9 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

November 2026
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.
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
Trail running on Paarl Mountain with marked routes from 5 km to a 100 km overnight ultra and a race village at the Taal Monument.
A weekend of trail running and mountain biking on singletrack at Muratie Wine Estate, featuring 42 km MTB and 21 km trail run options and fundraising for trail maintenance.
April 2027
A multi-distance mountain trail event in Wellington, South Africa, with six race options from 14 km to 100 km on a circular route through Bain’s Kloof, Old Du Toitskloof and Limietberg.
Three trail distances on the Simonsberg from Plaisir Wine Estate, with restored singletrack, water points, podium prizes and proceeds supporting river conservation.
July 2027
A multi-distance trail event at Plaisir Wine Estate on 10 July 2027 with marked routes, aid stations, race timing, finishers medals, and early-entry apparel rewards.
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