Trail Running calendar near Medstead 2026-2027

A 10 km undulating multi-terrain race from Buckingham Town Centre through Stowe National Trust gardens and countryside, with medals for finishers and local charities supported.

A scenic approximate 15 km trail race in Tring on 11 October 2026, routed through Ashridge Estate, the Ridgeway and Pitstone Hill with water stations and finish facilities.

A lap-based out and back run along the Thames in Walton on Thames offering distances from a single 5.3 km lap up to ultra distances with a seven hour limit.

A lap based Friday timed run on a flat 5.3 km out and back course along the river Thames, with distances from 5 km up to ultra. Both attended and virtual entrants receive a finisher medal.

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 and Streatley run as four 25 mile out and back spurs on the Ridgeway and Thames Path. The event features 16 aid stations, medical support, strict qualifying standards and a 28 hour cut off.

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 run around the Chilterns along canals, reservoirs and past Britain’s oldest post windmill, with trail coaching and a finisher’s medal.

A lap-based timed run at Old Warden on a flat 5.3 km course with flexible distances, a 7 hour limit, and a no-medal lower cost option.

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.

Woodland half marathon and 10k at Bedgebury National Pinetum in Kent on 18 October 2026, with traffic-free forest trails, downloadable GPX maps, medals, free 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.

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.