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Trail Running Calendar near Herold 2026-2027

Explore the top trail runs near Herold for 2026-2027! We've gathered 6 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

October 2026
Oct
24
Sa

Montagu Pass Run

Trail Run 5 km 10 km 17 km
Oct
30
Fr

Firefly Night Run - George

Trail Run 3 km 5 km 10 km
An evening trail run at the Garden Route Botanical Gardens in George with family distances, food stalls, kids activities and fundraising for a school bus.
November 2026
Nov
7
Sa

Run The Farm - Herold

Trail Run Backyard Ultra 5 km
A 12-hour trail challenge at Herold Wines where individuals and teams complete as many 5 km laps as possible on a marked mountain loop.
Nov
28
Sa

Bergplaas Challenge

Trail Run 7 km 10 km
January 2027
Jan
3
Su

Red Men Trail Run

Trail Run 5 km 12 km 18 km
Trail runs of 5 km, 12 km and 18 km at Herold Wine Farm near Cradock Peak, limited to 200 entries with picnic meal options and race-day amenities.
May 2027
May
27-30
Th - Su

Mountain Ultra Trail by UTMB

Trail Run 12 km 25 km ... 100 km 168 km
A multi-day trail running festival in George, South Africa, featuring races from 11.9 km to 168 km across the Outeniqua Mountains with significant elevation gain.
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