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.

Grand Union Canal Race (GUCR) is a 145-mile non-stop ultramarathon along the Grand Union Canal Towpath from Gas Street Basin, Birmingham to Little Venice, London. Dubbed “The Long Run” and regarded by many as Britain’s premier ultra, the race follows a way-marked, flat towpath through urban and rura..

The Ridgeway Challenge is an 86-mile (139 km) point-to-point trail race along The Ridgeway National Trail, from Ivinghoe Beacon in Hertfordshire to the Avebury Stones in Wiltshire. The route follows a historic path used for thousands of years, with a largely signposted course marked by permanent sig..

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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..

The Beat the Sunset 50km is a multi-terrain ultramarathon held in the Thames Valley, starting and finishing at Summerleaze Park in Maidenhead, Berkshire. The flat, single-lap course covers 50 kilometers with 235 meters of elevation, featuring 75% off-road trails along the Thames Path, Jubilee River,..

June 2026

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..

BigSea Trails (WATER) is a trail running event held on the Isle of Purbeck, Dorset, starting and finishing on the sandy Knoll Beach at Studland. Part of the Classic Element Trail Series, this race celebrates the element of water with routes that showcase stunning coastal and countryside scenery, inc..

Two Tunnels Races in Bath, UK offer a unique city-centre running experience beneath the city via the Devonshire Tunnel (408m) and Combe Down Tunnel (1672m)—the longest underground section of any UK race. The well-lit, surfaced tunnels form a flat, shared-use path starting and finishing at Brickfield..

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 50km is a 50km non-stop trail ultramarathon through the South Downs National Park. The course starts at Matterley Bowl near Winchester and finishes in the Event Field at Queen Elizabeth Country Park, following the chalk ridgeway along the South Downs Way with expa..

Nestled in the heart of the Cotswolds, the Cotswold Way Ultra Challenge by Ultra Challenge takes runners and walkers on a looped 100km course from Cirencester basecamp, with optional 75km, 50km, 25km, and a Cirencester 10km option. The full route covers rolling Cotswold hills, villages, and the hist..

South Downs Way 100 is a 100-mile non-stop ultramarathon along the South Downs Way National Trail in southern England. Beginning at Matterley Bowl near Winchester and finishing at Eastbourne’s athletics track, the route traverses chalk ridgeways with rolling hills, ancient forts, quaint villages, an..

Wendover Woods Half Marathon & 10k, staged in Wendover Woods, Upper Icknield Way, Aston Clinton, Buckinghamshire, offers trail runners a forest challenge. The course comprises a hilly 10k multi-lap route through Wendover Wood forest, with Half Marathon option also on offer. Runners can expect scenic..

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..

Beyond Trails London is a trail running event set in Greater London, offering two distances: a 25km trail and a 55km ultra. Both routes follow parts of the Capital Ring footpath, showcasing iconic sights such as Eltham Palace, Wimbledon Common, and Richmond Park, alongside hidden trails, parks, wood..

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..

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..

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

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Set in the National Trust’s Dunstable Downs estate, the Dunstable Downs Half Marathon is a scenic trail race in Bedfordshire. The event covers 21.2km with about 450m of ascent, offering sweeping ridge views, fast descents and tough climbs that test leg strength. The route begins at the Countryside C..

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