Aylesbury
Trail Running Calendar near Aylesbury 2026-2027
Explore the top trail runs near Aylesbury for 2026-2027! We've gathered 141 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
A guided 10 mile trail through Chilterns waterways and reservoirs, passing Britain’s oldest post windmill, with trail instruction and a 2026 finisher’s medal.
An off road cross country race of about 6 miles across Manor House Farm in Hardwick village with varied terrain and water crossings. Entries are limited to 300 runners and a minimum age of 17 applies.
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 point-to-point 47-mile ultra along the Thames Path from Iffley to Henley-on-Thames with five aid stations, mandatory kit requirements, and live GPS tracking.
Looped races at Chalfont Park and Chalfont St Peter let runners choose distances from a 7K loop to multi lap ultras. Aid station, clear course marking, crew support and medical cover are provided.
Duathlons and 5km and 10km trail runs in Salcey Forest on 25 October 2026 with fully off road routes and live chip timing.
A fully marked single loop 50K trail race around the Chilterns starting and finishing in Berkhamsted, with three aid stations, mandatory kit and a nine hour cutoff.
November 2026
Trail races in Wendover Woods on hilly, multi terrain forest loops with marathon, half marathon, 10 km and a junior run plus on site amenities and parking.
A 7 hour time challenge in the Northampton Washlands with flexible distances from 3 km to 50 km, medals, distance pins, goody bags and aid stations.
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.
Experience a scenic trail run through the Bedfordshire countryside starting from Leighton Buzzard. Choose between a classic half marathon or a metric distance featuring canal towpaths, woods, and rolling hills.
A trail event in Windsor on 8 November 2026 offering a 10K and a half marathon on flat off road trails from Alexandra Gardens. The event features chip timing, race photos, post race goodies and an event village.
A commemorative 7 hour Time Challenge at Wraysbury Skiff and Punting Club on the River Thames offering distances from 3km up to 50km on signed mixed terrain laps. Finishers receive medals and distance pins and aid stations include vegan options.
A point to point half marathon along the Grand Union Canal from Cowley to Cassiobury Park in Watford, chip timed with water stations and a sustainable wooden finisher medal.
A three day, 84 mile (135 km) ultramarathon along the Ridgeway from Buckinghamshire to Wiltshire with two overnight stops in Watlington and Didcot. Organised by XNRG Druids, it offers full packages with accommodation and single day entry options.
A 50 mile race of five 10 mile loops wholly within Wendover Woods, featuring 10,000 feet of climb, nine well stocked aid stations and marked trails. The event is supported by race medics, has a 15 hour cut off and requires marathon qualification.