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

October 2026
A 100 mile trail race from Goring and Streatley using the Thames Path and Ridgeway in four 25 mile out and back spurs, with 16 aid stations and a 28 hour cutoff.
A guided 10 miles through the Chilterns along canals, reservoirs and past Britain’s oldest post windmill, with trail instruction and a finisher’s medal included.
Off road cross country race of about 6 miles around Manor House Farm in Hardwick, with water crossings, limited to 300 runners and minimum age 17.
Trail runs of 10 km and 5 km around Blackpit Brewery on October 18 2026, using private multi terrain trails through woodlands and estate tracks. Entrants receive a medal, a pint cup and a free drink at the finish.
A 47-mile point-to-point ultra from Iffley to Henley-on-Thames along the Thames Path with five aid stations, mandatory kit checks and live GPS tracking.
Looped events where runners choose how many laps to run on the day, with maps, aid stations every lap and distances from 5K to 50K across several venues.
A single-loop 50K trail race from Berkhamsted through The Ridgeway and Ashridge, with 800 m ascent, fully marked navigation and three on-route aid stations.
November 2026
Autumn trail races at Wendover Woods offering Marathon, Half Marathon, 10k and Junior Run on hilly, multi-terrain loops with on-site facilities and a six hour cut off.
Timed multi lap run at Coate Water Country Park with 3.28 mile laps, finishers receive a medal and the event supports the British Legion.
Two days of marathon and half marathon races around Caldecotte Lake in Milton Keynes on 6 and 7 November 2026, with multi-lap clockwise courses, on-course water and toilets, enforced time limits, and bespoke finisher medals.
Night trail running at Stonor Park with three route distances, outposts on middle and long courses, no dogs and a cup-free outpost policy.
Experience a scenic trail run through the Bedfordshire countryside with a choice of a half marathon or metric half marathon along the Grand Union Canal and woodland paths.
Three trail distances through Stonor Park and the Chilterns with marked courses, fuel outposts, on site facilities and notable gradients.
Three day, 84 mile ultra along the Ridgeway from Buckinghamshire to Wiltshire with overnight stops, organised by XNRG Druids and based at Tring Rugby Club.
A 50 mile trail race in Wendover Woods made of five 10 mile loops with 10,000 feet of climb, nine aid stations, medical support and a 15 hour cut off.
A multi-terrain 5K and 10K race in the Chiltern Hills on 15 November 2026, organised by the Radnage Primary School PTA, with water stations, first aid, a village hall cafe and proceeds supporting the school.
Half day 6 miles 10 km trail run in the Chiltern Hills with a private Tring Brewery tour, tasting and a bottle or a pint included.
County cross country championships at Broughton Castle on 22 November 2026 with junior and senior races, team scoring and chip timing.
A community silent disco run at Rose Hill Community Centre on 28 November 2026 with a group warm up, headphones for music, glow items, post-run music, raffle and on-site refreshments.
A community charity run in Campbell Park, Milton Keynes offering 1.5k, 5k, 10k and half marathon options with chip timing, medals, refreshments and a fancy dress element to support Movember and men's health.
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