Trail Running calendar near Henley-on-Thames 2026-2027

Beachy Head Marathon Weekend runs multiple trail distances from a 10k to an ultra near Bede's Prep School in BN20 7XL on 24/10/2026. Runners comment on clear signage, friendly marshals, stocked aid stations and hilly coastal terrain.

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.

A Halloween series event at Pengethley Manor offering 5k, 10k, half, marathon and ultra distances on a tough offroad course with vineyard laps. Entrants have seven hours to finish and virtual participation is available.

A 30 mile out and back ultra along the River Stort and Lee navigations on the Hertfordshire Essex border, mostly flat grassy and gravel trail with checkpoints every 5 miles, electronic timing, medals for finishers and trophies for top three..

A hip hop themed coastal run at Milford on Sea offering flexible distances from 5K to ultra and 5.3 km laps, with aid stations, a cupless policy, bag drop and a themed medal.

The Zombie Shuffle at Pengethley Manor offers 5k, 10k, half marathon, marathon and ultra options on a tough offroad course with a seven hour time limit. Virtual entries are available worldwide with medal options for paid entrants.

Pumpkin Plod at Ferry Meadows is a multi-hour lap event on a 5.3 km mixed-surface loop where runners complete as many laps as they choose. Aid is provided each lap and finishers receive an event medal.

A timed, self supported anticlockwise loop around Canvey Island starting and finishing at Waterside Farm Leisure Centre. The mostly coastal route includes sea wall, grass and gravel paths, a 10k pub check point and a four hour cut off.

ATW Grafham 5K and 10K take place at Grafham Water Visitors Centre on 25 October 2026. Entry fees range from £24 to £33, the races run alongside the ATW Grafham Duathlon, and camping is available the night before.

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.

A countryside walking event from Blackmore Village Hall offering 26 miles as a figure of 8 and an 18 miles option, with checkpoints, food at controls and a finish meal. Part of the Essex and Herts Triple Challenge.

A Halloween themed night time run at Irchester Country Park on 30 October 2026 offering 5k and 2k family runs, finishers medals, Halloween treats, free event photos and prizes for top 3 men and women in the 5k.

The Plough and Harroween trail run will take place in Litlington on Friday 30 October 2026. You can run 5 miles.

Chiltern Ridge Winter 50K is a single loop trail race from Berkhamsted covering 50 km with 800 m ascent, a fully marked route, three aid stations and a nine hour limit.

A Halloween themed *6.66 km* trail run in Chelmsford on 31 October 2026 with GPX/Strava route support, fancy dress prizes and a brewery finish offering a medal, drink and crisps.

Night laps by head torch through Alice Holt Forest with three route lengths, one refuel outpost per lap, free parking and a metal finisher medal.

Evening Halloween trail run at Hogmoor with kids 3.3K, adult 6.6K or 10K options, a canicross race, spooky features and medals for finishers.

A timed, lap-based run along the Itchen Way in Winchester with 2.62 mile loops, a seven hour limit, flexible start times, an aid station with vegan options, and a bespoke finisher's medal.

Coastal trail running on West Wittering Beach with 15.3k, 10k and 5k routes across sandy flats and short trails, chip timing, water stations and a finisher medal. Canicross is accommodated and the course is clearly signposted.

Forest trail races at Wendover Woods on 1 November 2026 include marathon, half marathon, 10k and a junior run over a multi-lap 10 km course with varied, hilly terrain and on-site facilities for spectators.