Trail Running calendar near Portsmouth 2025-2026

We have found 271 Trailruns within 80 miles of Portsmouth. See below where and when you can find the races.

Run to the Sea Bournemouth is a 50km ultramarathon featuring a flat, scenic, and well-organized point-to-point course from Moors Valley Country Park to Hengistbury Head. The route includes diverse terrain such as forest trails, the Castleman Trailway, and coastal paths along Bournemouth’s stunning s..

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The London Epping Forest 50 Km will take place in London on Saturday 4 October 2025. You can run 50 kilometers.

Purbeck Weekend in Dorset features two orienteering events on 4–5 October: Studland Dunes at Studland Heath, including an Agglestone Heath excursion; and Durlston Country Park with complex thickets on the Jurassic Coast. Courses range White to Brown, with Studland Dunes offering up to 8.0 km Brown a..

Bolt Round the Holt is a trail running event held at Alice Holt Forest in Hampshire, featuring distances of a half marathon, 10k, 5k, and a junior run. The course consists of undulating forest trails with picturesque, sun-dappled scenery, offering a challenging yet scenic experience. The 5k route fo..

Dovedale Dash is an iconic cross-country race of about 4.75 miles, held in the Thorpe area near Ashbourne in the Derbyshire Peak District. The course runs mainly along field paths and open ground through the valleys of the River Dove and River Manifold, offering scenic countryside and a notable rive..

The Rushmoor Wellesley 10k is a community-organized running event held near Aldershot, Hampshire, starting and finishing at the Military Athletics Stadium. Scheduled for Sunday, 5th October 2025, the race features a very flat course primarily along Wellesley Woodlands footpaths and the Basingstoke C..

The Thames Meander Autumn is a scenic riverside running event held in Richmond, starting from the Petersham & Ham Sea Scouts HQ. It features three flat, fast, and well-marked out-and-back trail routes along the Thames Path: a 10km, a half marathon, and a marathon. The 10km route turns around at Kew..

The Kent Downs 50 Ultra Challenge is a 50km endurance event held near Maidstone, Kent, known as the "Garden of England." Participants can walk, jog, or run the main 50km loop, which follows the North Downs Way, passing Blue Bell Hill, Aylesford, the River Medway, Mote Park (halfway point with a picn..

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The Barrows and Downs event, organized by And Over Trail Events, is a marathon and half marathon set in the historic southern Salisbury Plain in Wiltshire, England. Participants run among ancient barrows dating back to 3500 BC, enjoying scenic views of the Wiltshire Downs. Both race routes start and..

The Cowdray Autumn Trail Run, held at the scenic Cowdray Estate in Midhurst, offers three challenging distances: 5km, 10km, and 10 miles. The courses feature undulating terrain with steep uphill and downhill sections, traversing bridleways, footpaths, the Serpent Trail, and Sussex Diamond Way, inclu..

Run the Wild Half Marathon – Autumn Edition is a 13-mile (21 km) trail half marathon set in the Chiltern Hills, starting from The Home Office in Tring. The course climbs about 300 meters across undulating chalk hills and through local woods, offering scenic views and a true trail-running experience...

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..

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 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...

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..

The Ridgeway Run is a challenging 15-kilometre (9.3 miles) trail race organized by Tring Running Club, featuring scenic routes mainly on footpaths and bridleways with stunning views of the Chilterns. The course starts near Tring, ascends through the Ashridge Estate past the Bridgewater Monument, fol..

The South Downs Way Ultra Run is a 30-mile trail running event starting and finishing at Harting Down in West Sussex. The course showcases some of the best sections of the South Downs Way and nearby areas, including Beacon Hill, Cocking Down, and the ancient woodlands of Kingley Vale, known for its..

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),..

The Maverick Jurassic Coast is a challenging trail running event held in Corfe Castle, Dorset, along the stunning Isle of Purbeck and part of the famous Jurassic Coast. Scheduled for October 18, 2025, it offers five distances: Ultra (102 km), Long (54 km), Middle (24 km), Short (12 km), and Sprint (..

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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..