Trail Running calendar near Rye 2026-2027

A guided trail half marathon around the Surrey Hills, about 13 miles from St Martha's Hill in Guildford, following parts of the North Downs Way and notable viewpoints. The run is social in format with a guided pace and evening options.

A point to point 50 km trail race along the South Downs Way from Falmer to Eastbourne with four aid stations, GPS tracking and an 11 hour cutoff that allows walkers.

Trail event from Richmond to Brighton offering multiple distances, GPS tracking, covered rest stops, medical support, camping and finishers items.

A multi-distance endurance event at Hyde Hall Farm featuring a 5.3 km loop, a 100 mile 32 hour option, timed challenges, an aid station and on site parking.

A 13.5 mile single loop trail through the South Downs National Park from Helen Garden, Eastbourne, with about 2,000 ft of ascent and mostly trail terrain.

A looped trail event at Wiston Estate offering 10K, half marathon, marathon and 100K on a marked 10K circuit with aid stations and an Event Village.

A 5k obstacle course at Royal Windsor Racecourse with mud obstacles to climb, crawl and slide, mixed tarmac and grass surfaces, staggered wave starts and a minimum age of 13. Earlybird entry prices and a fundraising target apply.

A 27 mile evening trail marathon near Purleigh across saltmarsh, towpaths, vineyards and woods, with a 6.5 hour cutoff and a field limited to 50 runners.

A point to point 50 km trail ultramarathon from Rochester to Tonbridge along the River Medway. The predominantly flat, fully marked course features four stocked aid stations, chip timing, live GPS tracking and an athletics track finish.

A *30 km* point-to-point trail along the River Medway from Little Fant Farm to Tonbridge, fully marked and chip-timed with three staffed checkpoints and an athletics track finish. The event has mandatory checkpoint cut-offs and an eight-hou..

Two supported London trail runs offering a 55 km ultra and a 25 km route along the Capital Ring with feed stations, chip timing and a shared finish in Richmond.

Park-based 3k and 5k runs at Dunorlan Park with mixed grass and woodland terrain. The event is organised by Cancer Research UK and includes a fundraising pack and a finishers medal.

A *10 km* out-and-back race through gravel paths and woodland at Weald Country Park in Brentwood, organised by MCC Promotions. The event includes on-day registration, water stations, prizes and supports the charity Sport In Mind.

An urban ultramarathon from a central London Run HQ with three distances including a 100km route that visits 100 plus landmarks. The event emphasises accessibility, on-course checkpoints, medals and a Top 100 finishers list.

Trail ultramarathon on 19th June 2027 at West Dean Gardens with 30k, 50k, 80k and 100k route options across the South Downs and coast.

Hydra 75 Mile Ultra is a 75 mile off road loop race at Denbies Wine Estate offering a single 1 mile lap, chip timing, and up to 30 hours to finish. Multiple distances and timed events take place on the same course.

A 100 mile off-road ultra at Denbies Wine Estate on 19 June 2027 using a flat one mile loop, full chip timing and multiple race options including 50 and 75 miles plus timed events.

A timed off-road Marathon and Half Marathon at Denbies Wine Estate near Dorking on a flat 1 mile loop with a flexible start window, up to 30 hours to finish, chip timing and a physical memento for all entrants.

A 24 hour attended challenge at Denbies Wine Estate in Dorking where runners complete 1 mile on the hour for 24 consecutive hours; onsite tent camping, daytime cafe service and a simultaneous virtual option are provided.

A 50 mile off-road ultra at Denbies Wine Estate on 19 June 2027 featuring a flat-ish one mile loop, chip timing and up to 30 hours to finish. Multiple timed and multi-distance options run alongside marathons and half marathons.