Trail Running calendar near West Wycombe 2026-2027

A *10 km* trail run through the private grounds of Hole Park, a historic estate near Cranbrook, Kent, on 18 October 2026. Entry is priced at £25 and the event includes timed results, finisher medals and official race photography.

A trail running event on 18 October 2026 from Fernhurst Recreation Ground to the Temple of the Winds on Blackdown, featuring a 10 km route with a 866 ft climb and an approximate 4.5 km alternative. Entries online only.

Trail runs of 10 km and 5 km around Blackpit Brewery on October 18 2026, using private multi terrain trails through woodlands and estate tracks. Entrants receive a medal, a pint cup and a free drink at the finish.

Ely Tri Club Runfest on 18 October 2026 offers multiple distances from 10 km to a 66 km ultra. Routes are mostly flat and traffic free with course maps, on-course food and drink, and a few obstacles such as steps and stiles.

Seven consecutive offroad race days at Pengethley Manor from 19 to 25 October 2026 with a seven hour time limit each day and distances from 5k to ultra. Each day awards a unique Halloween themed medal and a virtual option is available.

Part of a Halloween race series at Pengethley Manor, The Scary Scamper offers 5k, 10k, half, marathon and ultra options on a tough off road loop with a seven hour time limit and a virtual option worldwide.

A 5k night trail at Dunkertons Park in Cheltenham where runners use head torches to light the course. Open to ages 16 and over, with prizes for top three men and women and on-site refreshments and safety rules.

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 47 miles point to point ultra along the Thames Path from Iffley to Henley on Thames. The route mixes riverside trails and road sections, includes five aid stations, mandatory kit checks and real time GPS tracking.

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.

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.

Essex Walker offers a 26 miles figure of 8 route and an 18 miles variant on footpaths and bridleways around Blackmore. It is part of the Essex and Herts Triple Challenge and includes checkpoints, refreshments, and a finishers certificate.

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.

A 5 mile self navigated night trail run from The Plough and Harrow in Litlington with Halloween fancy dress, GPX navigation, trophies for best dressed and a timed but social atmosphere.

A single-loop **50K** trail race from Berkhamsted through Ashridge and along The Ridgeway, featuring 800 m of ascent, fully marked navigation, three full aid stations and a 9-hour cutoff.

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.