Trail Running calendar near Penshurst 2026-2027

We have found 440 Trailruns within 80 miles of Penshurst. See below where and when you can find the races.

The FOOBS Trail and Fun Runs return in October. Choose from a chip timed 10K, 6K, or a family friendly 2K fun run through the countryside near Old Basing. The event supports local schools through community fundraising.

Run a scenic and flat 10k course featuring coastal paths along the Dengie peninsula and town streets. Starting at the Dengie Hundred Sports Centre, this event offers free parking and a variety of terrains for all participants.

Experience a scenic 15 km trail run starting from Tring and traversing the Ashridge Estate. This historic race features the Ridgeway path and provides participants with the choice of a finisher t-shirt or planting a tree.

A 100 mile trail race through Oxfordshire featuring four 25 mile out and back spurs. Runners navigate the historic Ridgeway and Thames Path trails supported by 16 aid stations and full medical coverage.

UTMB Index

Join this annual cross country challenge through the footpaths of Kent, Surrey, and Sussex. Choose between 25km and 50km distances with full checkpoint support and post event catering included.

Run through the narrow, traffic-free trails of Bedgebury National Pinetum & Forest. Choose from a half marathon, 10k, or junior race on a scenic woodland course. Every finisher gets a bespoke medal and free photos.

Experience a premier trail running weekend in Eastbourne featuring an ultra, marathon, half marathon, and 10k. Run along the scenic Seven Sisters with well stocked aid stations and a supportive atmosphere for all participants.

Follow the scenic Thames Path on a 47 mile point to point ultra marathon from Oxford to Henley on Thames. This UTMB Index race features historic riverside trails and full participant support including live GPS tracking.

UTMB Index

Experience a scenic 30 mile ultra marathon along the River Stort and Lee navigations. This flat out and back course offers a fast trail experience with generous cut off times and supportive checkpoints.

Experience an off road running event south of Canterbury featuring scenic trails through the Kentish countryside. Choose between a way marked half marathon or a self navigated full marathon with full event village facilities.

Explore the Essex countryside on a 26 or 18 mile figure of eight course via Blackmore. This self sufficient event offers multiple checkpoints and a finishers meal as part of the Essex and Herts Triple Challenge.

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.

UTMB Index

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

Conquer hilly forest trails at Wendover Woods in this autumn multi terrain event. Choose from marathon, half marathon, 10k, or junior distances and enjoy on site facilities like a cafe and adventure playground.

The Touquet Bike & Run will take place in Le Touquet-Paris-Plage on Sunday 1 November 2026. You can run 15 kilometers.

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.

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.