Trail Running Calendar South East (England) 2025-2026

London 2 Brighton Ultra Challenge is Ultra Challenge’s flagship Capital-to-Coast trek from Richmond to Brighton. On 23-24 May 2026, it offers a full 100km route with ~1500 m of ascent, plus shorter options of about 50km and 25km, including a Brighton 25km loop. The course traverses Surrey and Sussex..

Seven Sisters Half Marathon is a scenic, single-loop trail race through the South Downs National Park, starting and finishing at Helen Garden in Eastbourne. Runners follow the South Downs Way from Eastbourne to Friston Forest, traverse woodland trails, pass the Seven Sisters, and return over Beachy..

South Downs 50k is a 50-kilometre point-to-point trail race from Falmer (University of Brighton) to Eastbourne, largely following the South Downs Way through the South Downs National Park. The route features runnable trails with grass, farm tracks and forest sections, totaling roughly 3,600 feet of..

The Fox is a RunThrough Trails event set in the Surrey countryside, offering three trail distances: 20k, 41k and 62k. Runners start at different venues—Merrist Wood College in Worplesdon (20k), West Clandon Village Hall (41k), and Burys Field in Godalming (62k)—before all finish back at Burys Field...

Beat The Sunset 50km is a multi-terrain ultramarathon in Maidenhead, starting and finishing at Summerleaze Park. The 50 km course is a flat, single-lap route taking in the Thames Path, Jubilee River and Green Way, with about 75% off-road terrain and around 235 m of elevation. The event features a fu..

The Three Castles 50km Ultra Marathon is a scenic race held in Kent, England, starting in Rochester and finishing at Tonbridge athletics track. The flat course follows the River Medway, passing three medieval castles, charming villages, and lush countryside along the Medway Valley Walk. Runners expe..

The Castle Trails 30km is a scenic point-to-point trail race in Kent, launching in 2026 as part of the Three Castles 50km Ultra weekend. Starting at Little Fant Farm near Maidstone and finishing in Tonbridge, the course follows the River Medway, passing historic sites like East Farleigh’s stone brid..

Surrey Hills Half Marathon is a guided trail half marathon based in Guildford, Surrey, covering about 13 miles. The route travels through the Surrey Hills, with highlights including St Martha's Church and hill, the village of Shere, and views from Newlands Corner and Hackhurst Downs, including secti..

Dell 10km takes place in the Hampshire countryside at Dummer Down Farm, hosted by Dummer Down Brewery. The event features a 10km multi-terrain route (and a Canicross 10km) that weaves through private farmland, woodlands, fields and local lanes, finishing back at the brewery taproom. The course is ab..

Centurion Running's South Downs Way 100 is a 100-mile non-stop ultramarathon along the South Downs Way National Trail. The route begins near Winchester at Matterley Bowl and winds east to Eastbourne, offering chalk ridgeway scenery, rolling hills, forts and expansive coastal views. The race features..

Bewl Water Summer is a bi-annual trail-running event at Bewl Water Visitor Centre near Lamberhurst, Kent. The series offers ultra (50 km), marathon (26.2 miles), half marathon (13.1 miles), and 10 km, all starting and finishing beside the Visitor Centre. Courses follow the clockwise Bewl reservoir c..

Centurion Running's South Downs Way 50km is a 50km non-stop trail ultra through the South Downs National Park. In 2026 it marks the 2nd Annual event, part of the World Trail Majors – Short Series. The course starts at Matterley Bowl near Winchester and finishes in the Event Field at Queen Elizabeth..

YHA 14 mile trail run is a 14-mile off-road event held near Southease along the Lewes–Seaford line in East Sussex. The course begins with a climb and includes muddy sections, chalk descents, and rewarding views, designed as a single-loop trail with several elevation gains. A trail narrative and link..

Solstice at the Lakes is a timed trail running event held at Leybourne Lakes Country Park in Kent, featuring 6-hour, 12-hour, and 24-hour race options. Participants can compete solo or in teams (pairs or up to four runners) on a flat, fast, and scenic 2.5km loop combining trail, gravel, and tarmac s..

The Phoenix Denbies Marathon & Half Marathon, held at Denbies Wine Estate in Dorking, Surrey, offers a unique off-road trail running experience on a flat-ish 1-mile loop with slight inclines. Scheduled for June 2026, the event features flexible start times over a 30-hour window, allowing participant..

P24 - The Longest Attended Day takes place at Denbies Wines Estate, London Road, Dorking, Surrey, on the summer solstice weekend of 20-21 June 2026. The concept is simple: run 1 mile on the hour for 24 hours on a flat-ish, off-road 1-mile loop through the estate. Attended participants benefit from f..

The Centaur 100 Mile Ultra, hosted by Phoenix Running, is a unique 100-mile trail running event held at Denbies Wine Estate in Dorking, Surrey. Designed for both seasoned ultra runners and first-timers, the race features a flat-ish, single 1-mile loop course through the scenic wine estate trails. Pa..

Three Shires Way Ultra & Marathon is Race Harborough's point-to-point trail event, traversing the Three Shires Way across Buckinghamshire, Bedfordshire, and Northamptonshire. The lineup includes a 50-mile Ultra and a marathon, both run on bridleways that are well waymarked, with a Grafham Water loop..

The Midsummer Munro will take place in Walton on the Hill on Sunday 21 June 2026. You can run 13 miles.

Run The Seasons at Cowdray is a late-June running event on the Cowdray Estate near Midhurst, with race HQ and parking at the Cowdray Farm Shop & Café. Runners can choose from 5km or 10km routes, including a dog-friendly canicross option, circling the Cowdray Polo Lawns and heading out to Ambersham C..