Trail Running calendar near Winchester 2025-2026

The Goring Gap Trails event, held in Mapledurham near Reading, offers a variety of running and walking challenges, including a 50-mile ultra, a 52K ultra, and a half marathon, alongside walking options of half marathon, full marathon, and a 6-mile walk featuring a river boat crossing. The event is l..

Westcountry Ultra Flat 50 is a point-to-point 50-mile ultramarathon organized by Albion Running. The event starts in Taunton and finishes at West Somerset College in Minehead. The route has a flat first half and a more undulating second half, with roughly 2,100 feet of elevation change, and is ideal..

The Collingbourne Races, held at Crawlboys Farm in Ludgershall, offer a scenic off-road running experience through the beautiful Collingbourne woods. Featuring a half marathon and a 10km race, the course includes bridle paths, woodland tracks, and single-track trails, making it suitable for runners..

Run to the Sea Brighton is a 50 km ultramarathon on a multi-terrain point-to-point course from Horsham's Christ's Hospital to Hove Lawns, Brighton. The route blends trails, rolling downs, and a coastal promenade, offering scenic views of the South Downs and sea. The event is described as stunning, w..

Chiltern Hills 100K is a TRA-licensed 100-kilometre ultramarathon organized by Runaway Racing. The next edition takes place in May 2026, starting and finishing in Chesham, Buckinghamshire, with the event base at Chesham Guides HQ in Lowndes Park. The anticlockwise route traces beloved Chilterns trai..

Westcountry Ultra 100 Miler is Albion Running's signature 100-mile event, held in Somerset, England. The race fuses the Flat 50 and Hilly 50 routes into one epic loop from Taunton to Minehead, largely along the Taunton–Bridgwater canal path, River Parrett Trail, and West Somerset Coast Path. Runners..

The Compton Marathon & 16 Mile Challenge, part of the Compton Downland Challenge, is hosted by Compton Harriers Running Club in Compton, Berkshire. The event offers two routes: a marathon and a 16-mile challenge, both starting from the village recreation ground by the Village Hall (HQ). With a 7-hou..

Jurassic Coast Challenge is part of Ultra Challenge Series along Dorset’s World Heritage coastline. Distances: 100km, 75km, ~50km and ~25km, plus a Weymouth Marathon loop and Bridport 10K. The course runs from Corfe Castle via Swanage, Lulworth Cove and Durdle Door, with Weymouth at halfway, then on..

North Downs Way 50 is a 50-mile point-to-point ultramarathon along the North Downs Way National Trail, from Farnham, Surrey to Knockholt Pound on the outskirts of Greater London. With about 5,600 feet of elevation gain, the mostly off-road route traverses iconic chalk downs, including Box Hill, and..

The Reigate Priory Park 10K is a scenic charity fun run held in Priory Park, Reigate, Surrey. The course features a 250-meter start plus four laps on an accurately measured, gently undulating cross-country terrain surrounded by lush greenery. Suitable for runners of all levels, the event fosters a f..

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..

RunThrough Trails presents The Fox, a quintessentially British trail running experience set in the picturesque Surrey countryside. On Saturday 23 May 2026, the event offers three distances: 20K, 41K, and 62K, with all routes finishing at Burys Field in Godalming. Courses launch from Burys Field, Wes..

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 km point-to-point trail race from Falmer to Eastbourne, largely along the South Downs Way through the South Downs National Park and finishing over the Beachy Head cliffs. The route includes about 3,600 ft of ascent and descent, 99% runnable trail with some farm tracks and for..

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 running race along The Ridgeway National Trail. The race starts at Ivinghoe Beacon in Hertfordshire and finishes at Avebury in Wiltshire. The course has about 6060 ft (1850 m+) of elevation and a maximum of 250 runners. The minimum..

The Beat The Sunset 50km ultramarathon takes place on Saturday 30 May 2026 in Maidenhead, with the venue listed as Summerleaze Park, SL6 8SP. The race distance is 50 km on a single-lap course. The route is described as flat and multi terrain, using the Thames Path, Jubilee River and the Green Way...

The Circuit du Sore Legs is a unique running event held at Wodson Park Sports and Leisure Centre in Ware, Hertfordshire. Participants run on a traffic-free 400-meter athletics track, with distances ranging from 5k to a 6-hour challenge, including half marathon, full marathon, and 50k ultra options...

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..