Trail Running calendar near Hertfordshire 2026-2027

We have found 536 Trailruns within 80 miles of Hertfordshire. See below where and when you can find the races.

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.

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.

Experience a night time trail run through the Chiltern Hills at Stonor Park. Choose from three fully marked routes and enjoy a unique atmosphere in an estate home to fallow deer and wallabies.

Nuclear Fallout runs muddy obstacle courses on farmland and woodland near Brentwood, Essex, with options from 6 km to 24 km plus, chip timing, many natural and man-made obstacles, and finisher medals and photos.

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.

Experience a 16 mile multi terrain personal challenge through the beautiful Leicestershire Wolds. This inclusive event welcomes runners walkers and dogs with legendary home made crumbles waiting at the finish line.

A trail running event at Stonor Park on 7 November 2026 with three routes through the Chilterns. Distances range from 7 km to 22 km, with steep sections and outposts offering snacks and hydration for the longer routes.

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