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Trail Running Calendar near Glenbrook 2026-2027

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Explore the top trail runs near Glenbrook for 2026-2027! We've gathered 16 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

October 2026
A 5 km loop in Springwood from St Columba’s College with 3 or 6 hour solo, pair or team options and a mandatory 500 ml water requirement.
An inclusive, women-led off-road trail run in Kedumba Valley featuring a 26.4 km loop with 1,510 m vertical gain and steep terrain.
November 2026
Night trail run from Narrowneck Lookout offering 14 km and 24.7 km out and back courses with mandatory gear and aid station support.
December 2026
A 5 km obstacle-course fun run in Horsley Park with 25+ obstacles, large foam features, a kids zone, festival area and charity fundraising on December 5, 2026.
A three-hour inclusive loop challenge at Knapsack Reserve featuring repeated 1.3 km out-and-back circuits with views over the Penrith Valley and Sydney.
February 2027
Trail event at Wentworth Falls with 21 km and 10 km options, marked firetrail routes, river crossing, and mandatory carried water.
March 2027
A not-for-profit trail marathon of about 45 km across the Blue Mountains from near Katoomba to Jenolan Caves with profits donated to the Blue Mountains Rural Fire Service.
Two marked Blue Mountains trail courses from the Fairmont Resort offering 11 km and 16 km routes with aid stations, mandatory 500 mL water rule and a 2 hour cut off at Valley of the Waters.
A 45 km, +2515 m trail ultra in the Blue Mountains featuring steep technical sections, creek crossings and remote single track around Mt Solitary near Wentworth Falls.
A multi-day trail-running festival in Katoomba, NSW featuring races from 1 km to 161.1 km across the Blue Mountains, with significant elevation and cultural elements.
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