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Trail Running Calendar near Aylesbury 2026-2027

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Explore the top trail runs near Aylesbury for 2026-2027! We've gathered 181 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

March 2027
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.
Trail running at Harrold-Odell Country Park on 13 March 2027 with 25 km and 50 km options across runnable countryside terrain.
A seven hour Time Challenge along the River Thames in Staines offering multiple distances, themed finisher medals, aid stations and goody bag options.
Women only trail runs at Culden Faw Estate, Henley on Thames, on 14 March 2027 with 3 km, 6.5 km and 13 km options, chip timing and finisher medals.
A 7 hour time challenge along the River Thames with flexible lap distances from 3 km to 50 km, medals, distance pins, aid stations and goody bags.
A 50 km trail ultra over two 25 km loops around the Chilterns from Stonor Park, with 4000 ft climb, five aid stations, mandatory kit and a 9 hour cut off.
A 7 hour time challenge around the Northampton Washlands offering distances from 3km to ultra, with medals, pins, goody bags and aid stations on maintained paths.
A 17.5 miles trail race around the Ashridge Estate on 20 March 2027 with water, finisher gifts and prizes for the top male and female finishers.
Trail races through Danesfield woodland near Marlow: 10K, 6.5K and a 1K junior race with on course water and chip timing.
Seven consecutive days of timed running along the River Thames with flexible distances from 3 km up to 50 km, lap-based half, full and ultra options, daily medals and pins, aid stations and goody bags.
A 5 mile loop around Hall Barn Estate near Beaconsfield with mixed terrain, trail shoes recommended, free M40 service station parking for entrants and prizes across gender and age categories.
April 2027
10K and half marathon trail races in Alexandra Gardens, Windsor on 4 April 2027 supporting Brain Research UK, with chip timing, free photos and an event village.
A seven-hour Time Challenge along the River Thames with distances from 3 km to 50 km, themed medals, distance pins and on-course aid.
Seven hour Time Challenge along the River Thames in Staines offering distances from 3km up to 50km, medals, pins, aid stations and goody bags.
Mixed terrain half marathon, 10K and junior race along the Thames at Remenham Farm in Henley on Thames on 10 April 2027.
Races on the Thames Path at Wraysbury Skiff & Punting Club in Runnymede offering Marathon, Half Marathon and 10 km courses with marked turnaround points and stocked checkpoints.
A charity 7 hour time challenge on a riverside loop in Staines upon Thames with flexible distances from 3 km to 50 km, medals and collectible rhino pins.
A fully marked 50K Ridgeway ultra in the Chiltern Hills from Berkhamsted Castle to Wendover, with three checkpoints, 996m+ ascent and UTMB 50K index.
Looped 50 km, 25 km or 10 km trail routes from Windsor Racecourse via the Great Park, Runnymede and the Thames Path, with rest stops, medical support and GPS tracking.
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