Aylesbury
Trail Running Calendar near Aylesbury 2026-2027
Explore the top trail runs near Aylesbury for 2026-2027! We've gathered 177 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
A fully marked single loop 50K trail race around the Chilterns with three checkpoints, a 9 hour limit and start finish at Berkhamsted Cricket Club.
Halloween-themed Time Challenge in Staines along the River Thames with distances from 3 km up to 50 km and medals for finishers.
November 2026
Trail races at Wendover Woods offer marathon, half, 10k and junior distances on hilly mixed forest trails with views from Haddington Hill.
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.
A remembrance midweek run by Saturn Running in Staines upon Thames offering multiple distances and a poppy finisher medal along the River Thames.
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.
Trail event in Windsor on 8 November 2026 with chip timed 10K and half marathon from Alexandra Gardens, featuring medals, free photos and an event village.
A three day, 84 mile ultra along the Ridgeway from Buckinghamshire to Wiltshire with overnight stops, accommodation options and checkpoint support.
Lap based timed run along the Grand Union Canal in Harefield on 14 November 2026, using a 3.28 mile lap with distances from 5 km to ultra.
A countryside walking and running event from Barton-le-Clay with 12, 18 and 26 miles routes across field paths, tracks and woods, with checkpoints and prepublished route files.
A six-hour lap event at Salcey Forest where participants choose how many 3.5-mile loops to run. Dogs and rucking are allowed, a reduced parking rate is available, and there are options for charity donations or a tree token instead of a medal.