Trail Running calendar near Winchelsea Beach 2026-2027

A Thames Valley LDWA challenge with new 25 km, 40 km and 50 km routes around Hambleden and Stonor, starting and finishing in Marlow. Entry is limited to 150 and fees include checkpoint food and a badge.

A 50 mile coastal ultramarathon along the Essex saltmarshes, starting at South Woodham Ferrers Rugby Club and finishing at Maldon Promenade Park. Fully supported with aid stations, GPX route files, a shuttle option and a 15 hour cut off.

Experience a scenic multi terrain race through East Grinstead dedicated to local charities. This friendly event features a flat course along bridleways and residential roads with chip timing and a sustainable finisher medal.

The Trail des étangs - Saint-Germain-d'Étables will take place in Saint-Germain-d'Étables on Sunday 4 October 2026.

The Phoenix Running - Slough will take place in Slough on Thursday 8 October 2026.

A lap based Friday timed run on the Thames towpath offering distances from a single 3.28 mile lap up to ultra distances, with the ten pound charity entry supporting Rays of Sunshine and a special double sided medal.

Looped trail event near Maidstone through the Kent Downs with 50 km, 25 km and 10 km options. The route is fully signed and supported with covered rest stops, medical teams, GPS tracking and weekend camping at basecamp.

Trail event at Box Hill, Surrey offering 21K, 31K and 50K options on marked routes with marshal support, chip timed results and a finish village with a themed medal and free race photos.

A ten hour lap event at Pippingford Park where participants aim to complete ten laps of roughly three, four or five mile loops. Each lap must finish back at the race village within the hour and the final grade is set by the shortest loop co..

A half marathon and 10K through Epping Forest, London on 10 October 2026, run on marked woodland trails with aid stations, chip timing and an eco friendly focus.

A military‑inspired obstacle mud run at Hever Castle on 10–11 October 2026, offering **3K**, **6K**, and **12K** courses, obstacles modelled on Royal Marines training, a survival experience, and an event village with music and attractions.

A looped *20 mile* trail race on 11 October 2026 starting and finishing inside Landguard Fort in Felixstowe. The route crosses nature reserves, estuaries and the Port and includes support stations, a long sleeve T shirt and a finisher medal..

The Titsey Trail 10k is a community running event held on Sunday, 11th October 2026. Organized by runners for runners, it raises funds for a variety of local charities.

A single-lap 10K on 11 October 2026 around Burnham on Crouch, featuring sea wall coastal paths and countryside trails. The event is based at Dengie Hundred Sports Centre with free parking, facilities and post-run food and drink.

The Frappadingue Gravelines will take place in Gravelines on Sunday 11 October 2026. You can run between 6 and 12 kilometers.

Community organised *5k* near Aldershot on Sunday 11 October 2026 with a very flat route on the Polo Fields and Basingstoke Canal towpath, chip timing, a bespoke finisher medal, and a subsidised race t shirt option.

An annual 25 km or 50 km challenge across Kent, Surrey and Sussex footpaths, navigated from written route directions with checkpoints, food included and a ten hour completion objective.

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.

A 10K trail run through the private grounds of Hole Park in Cranbrook, Kent on 18 October 2026, featuring parkland and woodland sections, timed results, official photography and bespoke finisher medals.

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.