Trail Running calendar near Medstead 2026-2027

Timed, lapped run at Old Warden on 16 October 2026 with flexible start times, distances from one 3.28 mile lap to ultras and a seven hour limit.

Trail running on the Isle of Purbeck with fully marked 100 km and 52 km routes along coastal ridges and technical terrain, supported by outposts and mandatory safety kit.

A 100 mile trail race from Goring & Streatley using Thames Path and Ridgeway, with 16 aid stations, a 28 hour cut-off and strict qualification and kit rules.

Annual 25 km and 50 km routed challenge across Kent, Surrey and Sussex with checkpointed support, food included and GPX route files provided.

A guided 10 mile trail through Chilterns waterways and reservoirs, passing Britain’s oldest post windmill, with trail instruction and a 2026 finisher’s medal.

A roughly 12 km off road race on 18 October 2026 through bridle paths and the Imber Range, passing close to the Westbury White Horse. Limited to 200 places, the event offers gender and veteran prizes and a bespoke finisher medal.

A 12.5 miles autumn trail race from Keynsham with two stream crossings, water stations, canicross places and a finisher medal for every runner.

Forest trail races at Bedgebury National Pinetum in October offering a half marathon, a 10K and a junior race with route maps, photos and limited free parking.

An off road cross country race of about 6 miles across Manor House Farm in Hardwick village with varied terrain and water crossings. Entries are limited to 300 runners and a minimum age of 17 applies.

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.

Timed multi-lap running at Buchan Country Park in Crawley with lap based distances from 5 km up to ultra, flexible start times and a seven hour time limit. Medal and lower cost no medal entry options are offered.

A family-friendly colour run plus a chip timed 5 km trail through Box village and the Bybrook valley on 18 October 2026.

An approximately 8 km trail loop around Herstmonceux with over 70% trail, marked and marshalled, limited to 60 runners and featuring post-race tea and cake.

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 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.

Run a 4 mile loop every hour for 12 hours at Left Handed Giant in Bristol, aiming for up to 48 miles with on-site hydration and a finisher goody bundle.

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..