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Trail Running Calendar near Cowley 2026-2027

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Explore the top trail runs near Cowley for 2026-2027! We've gathered 107 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

December 2026
A 10 km trail run on the Yattendon Estate at Renegade Brewery on December 24th, with a Canicross category, medal, pint cup and a mince pie for finishers.
Trail event at Butlers Lands Farm with water crossings, Roman Walls and fields, offering 10K and 10 Mile options plus finish line mulled wine and mince pies.
January 2027
A guided winter trail run of 10 km through Chilterns woodlands and hills, based at Church Farm Cafe in Aldbury with on site parking and bag drop.
A 43 mile ultra from Wendover to Little Venice in London that opens the ultra season, featuring GPS tracking, five checkpoints, baggage transfer and a mandatory kit list.
Trail running and mountain biking in the Chilterns with map and compass navigation, multiple timed race options and bike hire available.
A 47 miles point-to-point ultra along the Thames Path from Iffley to Henley on 6 February 2027 with five aid stations and real-time GPS tracking.
A scenic 10 mile race in Milton Keynes that follows riverside parkland and passes through the narrow Cattle Creep tunnel, with canicross friendly provisions and chip timing.
Multi-discipline duathlon and off-road endurance races at Henley Showground on 7 February 2027, with marked courses, chip timing and on-course support.
March 2027
A 10 km trail run around Berkhamsted in the Chiltern Hills, following woods and tracks near castle ruins with run leaders, bag drop, free parking and nearby rail access.
Map reading walk near Pitstone with 13, 18 and 26 mile routes, checkpoint questions, printed grid-question sheets, refreshments and certificates for correct answers.
A 13 mile trail half marathon in the Chiltern Hills with about 300 m ascent, guided by qualified Run Leaders and including a refreshment point and finisher’s medal.
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