Trail Running Calendar South East (England) 2025-2026

RunThrough Trails Beat Box Hill returns on Saturday 11 October 2025 at Box Hill Trail, Tadworth (KT20 7LB), Surrey. The event offers two scenic trail distances – 21k and 50k – along the iconic Box Hill with challenging gradients and mixed terrain. The 50k route features about 1,364 meters of elevati..

South Downs Way Ultra Run is a 30-mile trail event in West Sussex, starting and finishing on Harting Down. The route highlights the best of the South Downs Way, including Beacon Hill, Cocking Down and Kingley Vale, with sections through ancient woodland and nature reserves as it reaches toward the s..

Titsey Trail 10k is a single-lap, off-road 10-kilometre race through the Oxted Woodlands, Limpsfield Common and the High Chart area of Surrey and Kent. The largely forest-trail course uses tracks, footpaths and bridleways, with a brief 200m stretch along a country lane; it starts flat, climbs modera..

Buckingham 10k is a charity running event in Buckingham Town Centre. The 10km multi-terrain route, organized by Run for the Sky, starts in the town centre and winds through Stowe Avenue, Stowe National Trust Gardens and farmland, offering a small-town atmosphere that blends urban and countryside sce..

The Frieth Hilly 5km & 10km is a challenging mixed-terrain running event held in the scenic Chiltern Hills near Frieth, between Marlow and Henley-on-Thames, about 35 miles from central London. The race features winding woodland paths and country roads, offering stunning views throughout the course...

The Marlow Donkey is Thames Valley LDWA’s two-route challenge walk based at Liston Hall, Marlow, in Buckinghamshire. Entrants may tackle 16 miles or 25 miles, within maximum time limits of 8 or 9.5 hours respectively. The walk winds through the Chiltern Hills, with a new year’s route featuring a fig..

The Gatliff Marathon is a challenge walk, jog or run offering 25km or 50km distances through the Kent, Surrey and Sussex countryside, mostly on footpaths and tracks. Each year features a different route; entrants receive a route description and GPX file in advance. Organised by COPSE Club (Croydon),..

Centurion Autumn 100 is a 100-mile continuous trail race based in Goring-on-Thames and Streatley. The course forms a cross from four 25-mile out-and-back spurs along the Thames Path and Ridgeway, converging at Goring. Legs run Thames Path to Little Wittenham, Ridgeway to Swyncombe Farm, Ridgeway to..

Bedgebury Forest Half Marathon & 10K, organized by Nice Work Race Management, takes place at Bedgebury National Pinetum & Forest in Kent. The course offers traffic-free woodland trails through a pine canopy for two distances: half marathon and 10K. Described as challenging and scenic, the route weav..

Thames Trail Ultra is a 47-mile point-to-point ultramarathon along England’s longest river, from Hawkwell House Hotel in Iffley to the YMCA Y Centre in Henley-on-Thames. The route follows the Thames Path and Ridgeway National Trails, offering a mix of cross-country trails, riverside paths, and a sma..

Running Tribe Races take place in Chalfont St Peter, Buckinghamshire, at two locations: Chalfont Park Sports Club and Chalfont St. Peter Community Centre. The event offers flexible distances ranging from 7k up to an ultra marathon, with looped courses of 7k, 10k, or 10.8k that allow participants to..

The Beachy Head Marathon is one of the UK's largest off-road marathons, held in the scenic South Downs National Park near Eastbourne. Formerly known as the Seven Sisters Marathon, it offers a challenging and picturesque route starting and finishing at Eastbourne Seafront along the South Downs Way. T..

Thames Path Trail Run takes place at Windsor Racecourse, Windsor, UK. The event offers two trail distances: 21km and 16km, with gentle elevation gains of about 66m and 50m respectively, along the scenic Thames riverbank and surrounding countryside. Runners begin at Windsor Racecourse and follow clea..

Trail Run Canterbury is a Canterbury-based trail and multi-terrain running event anchored at St Edmund’s School on St Thomas Hill. It offers three distances: 5.5, 10 and 20 miles. The route winds along trails around the edge of Canterbury, with countryside and woodland and views of the cathedral cit..

The Plough and Harroween is a 5-mile night trail run held in Litlington, East Sussex, starting and finishing at The Plough & Harrow pub. The self-navigated course, run in reverse of the Friston Forest 5 route, traverses countryside terrain including forest, farm tracks, and downlands. Participants m..

The Guided Run - Petersfield 10k will take place in Petersfield on Saturday 1 November 2025. You can run 10 kilometers.

The Wendover Woods Marathon, Half Marathon & 10k is a scenic autumn trail running event held in Wendover Woods, Buckinghamshire. The race features multi-terrain, hilly courses with significant climbs, making it a challenging yet rewarding experience for novices, seasoned runners, and marathoners see..

Enigma Fireworks is a running event taking place on November 7th and 8th, 2025, at Caldecotte Lake in Milton Keynes. The event features both a marathon and a half marathon on each day, with participants completing scenic laps around the lake. Runners can expect a supportive environment with race bri..

Big Night Out Winchester is an exciting night-time trail running event set in the scenic surroundings of Winchester, Hampshire. Participants can choose between a 22km or 12km course, both illuminated by headtorches as they navigate the trails and pathways. The event features a fully marked route wit..

South Downs Trail Run starts from Glorious Goodwood at Goodwood Racecourse in the South Downs National Park, with views across the downs and distant sights of the North Downs, Chichester Harbour and the Isle of Wight. Runners choose from three off-road distances: 21km, 19km and 12km. The course runs..