Trail Running calendar near Chesham 2026-2027

We have found 579 Trailruns within 80 miles of Chesham. See below where and when you can find the races.

A 47 mile point to point ultra along the Thames Path from Iffley to Henley on Thames, with mixed trail and road terrain, five aid stations, mandatory kit requirements and real time GPS tracking. The event has an 11.5 hour cut off.

A 30 mile out and back along the River Stort and Lee Navigation on mostly flat grassy and gravel trails, with checkpoints every five miles, electronic timing and a finisher medal; trophies for the top three men and women.

Join this multi terrain timed event at Ferry Meadows in Peterborough to run as many laps as you choose over four or six hours. Reach your own distance goals on a scenic 5.3 km loop with full aid station support.

Experience a timed anti clockwise loop around Canvey Island featuring sea wall paths and coastal trails. This self supported adventure includes a unique pub check point and follows the scenic King Charles III England Coast Path.

ATW Grafham 5K and 10K at Grafham Water on 25 October 2026 features 5K and 10K races alongside the ATW Grafham Duathlon. Camping is available and the event supports Alzheimer’s Research UK.

Off-road marathon and half marathon south of Canterbury on scenic trails and country lanes. The Marathon requires navigation and mandatory kit; OpenTracking is available and £1 from each entry supports the Kent Neuro Therapy Centre.

Looped races in Chalfont St Peter offering on the day choices from 7 km up to ultra marathon distances, with a single aid station, marked trails, drop bag access and medals for top finishers.

Experience a festive night run through the woodland trails of Irchester Country Park. Choose between 5k and 2k distances featuring themed medals, fancy dress, and spooky marshals for a memorable Halloween experience.

A 5 mile timed, self-navigated night trail on 30 October 2026, run mostly through forest and downland. Fancy dress is encouraged with trophies and a post-run dessert for winners, and a tail runner will sweep the course.

A single-loop 50K trail race around the Chilterns starting and finishing in Berkhamsted. Fully marked route along The Ridgeway and Chiltern Way with three aid stations, mandatory kit requirements and a 9 hour time limit.

Experience a festive 6.66 km Halloween trail run starting and finishing at a local brewery in Chelmsford. Participants enjoy a costume focused event with medals and drinks for finishers in a social atmosphere.

Experience a night trail run through the ancient Alice Holt Forest with 5 km, 10 km, or 15 km lap-based routes. Navigate tree-lined avenues by head torch and enjoy fire pits and refreshments at the finish line.

November 2026

Run on the Blue Flag sands of West Wittering beach at low tide, with panoramic coastal views. Choose from three distances on this firm, scenic course with water stations.

Trail races at Wendover Woods on 1 November 2026 include marathon, half marathon, 10k and a junior run on hilly, multi terrain forest trails with route maps and a six hour cut off.

A ten mile off road trail run in Stonehouse on 1st November 2026 featuring an uphill opening on Horsemarling Lane, muddy undulating trails, a finisher medal, and a 2 hours 30 minutes cutoff; canicross runners are welcome.

Shepshed 7 is a measured two-lap 7 mile race through the private grounds of Garendon Park on Sunday 1 November 2026. The event is chip timed and fully marshalled, with commemorative t-shirts, category prizes and a separate fun run.

Experience a unique 5 mile out and back run through the 422 meter Oxendon Tunnel. Choose between a Thursday night or Friday morning session and enjoy an atmospheric route that requires a head torch to navigate the darkness.

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.

Take on flat, scenic laps along the Thames towpath in Walton on Thames with flexible starts and distances from 5 km to ultra. Limited places, aid stations, digital results and medals make this a friendly, festival style challenge.

This popular trail run starts at Goodwood Racecourse and explores the scenic paths of the South Downs National Park. Runners can enjoy varied terrain and beautiful views before finishing back at the iconic venue.

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