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

Trail Running Calendar South Africa
August 2026
Aug
29
Sa

Titan OCR

Obstacle Run 5 km 10 km
A trail-based obstacle course run at Cape Joy, Klapmuts, offering 5 km and 10 km routes with Elite and Fun entry options plus on-site facilities and team entries.
September 2026
Sep
5
Sa

Run The Vines

Trail Run 5 km 10 km 17 km
A Run The Vines event at Windmeul Kelder held with the Waterblommetjie Festival, featuring 5 km, 10 km and 17 km options, a potjiekos competition, market stalls and medals for finishers.
Sep
19
Sa

Run The Vines

Trail Run 3 km 5 km 10 km 17 km
A multi-distance trail event at Slanghoek Cellar offering kids and adult options, timed entries, waterpoints and finisher medals.
Sep
26
Sa

Paarlberg Half Marathon

Road Race Trail Run 5 km 10 km Half Marathon
A road race in Paarl including a 21.1 km half marathon with an almost 9 km gravel section, plus 10 km and 5 km run/walk options during the Paarl Adventure Festival.
Sep
26
Sa

Titan OCR

Obstacle Run 5 km
A 5 km obstacle course event at Kleine Hopefield with Elite and Fun categories, team entry options, onsite facilities, and a R350 entry fee.
October 2026
Oct
3
Sa

The Pink Xtreme

Trail Run 5 km 10 km Half Marathon
A charity trail event on 3 October 2026 at Rhebokskloof Estate featuring 21 km, 10 km and 5 km routes plus a corporate team challenge.
Oct
10
Sa

Fairview Goat Run

Trail Run 5 km 8 km 15 km 28 km
Multi-distance trail event at Fairview Wine & Cheese in Paarl with 28k, 15k, 8k and 5k options plus a wheelchair-friendly 5k class.
Oct
31
Sa

Run The Vines

Trail Run 3 km 5 km 10 km 17 km
Multiple farm-run distances at Perdeberg Wines combined with a festival ticket, wine tastings, food vendors and medals for all finishers.
November 2026
Nov
7
Sa

Winelands 10s

Trail Run 5 km 10 km Half Marathon
Trail running event in Paarl on 7 November 2026 offering 21 km, 10 km and 5 km options with festival pass entry packages.
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 offering 17 km, 10 km, 5 km and family 3 km options with electronic timing and medals for finishers.
Nov
28
Sa

Titan OCR

Obstacle Run 5 km 10 km
Obstacle course run at Cape Joy, Klapmuts on 28 Nov 2026 offering 5 km and 10 km Elite and Fun categories, team entries, spectator access and on-site facilities.
December 2026
Dec
4-5
Fr - Sa

The Rock Ultra

Trail Run 5 km 12 km ... 44 km 100 km
Trail running on the granite slopes of Paarl Mountain with routes from 5 km to 100 km and a race village at the Taal Monument.
April 2027
Apr
2
Fr

Pass2Pass Ultra-Trail

Trail Run 14 km 25 km ... 63 km 100 km
Trail running event at Doolhof Wine Estate, Bain's Kloof Pass from 2 to 4 April 2027 offering six race distances from 14 km to 100 km.
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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