Trail Running calendar near Eastbourne 2025-2026

The Drop - Winchester is a unique and challenging race held in Winchester, UK, offering participants a choice between 10-mile and 15-mile distances, either solo or in teams. Inspired by military-style navigation, the event requires runners to find their way back to the event center from an undisclos..

The Ale Trail 15 mile run is a pub-led trail race in Alfriston, East Sussex, starting from the Ye Olde Smugglers Inne beer garden. The 15-mile course has a 4hr30min cut-off and pub checkpoints at The Hampden Arms and The Ram Inn, where runners log arrival and receive a beer token and snacks before c..

Saturn’s Midweek Chasing Numbers 7-Hour Time Challenge is held at Wraysbury Skiff & Punting Club on the River Thames. The event is designed to be affordable and flexible, inviting all abilities to run or walk within a 7-hour window. Participants choose their distance on a flat, signed course along r..

The Isle of Wight Ultra Challenge is a coastal-footpath event on the Isle of Wight, starting at Chale Basecamp. In 2026, it offers multiple distances: a full continuous 106 km around the island (clockwise), a 52–54 km two-day option, plus 82 km, 50 km Southern Loop, 25 km Quarter, and a Medina 10-mi..

Thames Path 100® is a 100-mile point-to-point trail race by Centurion Running, from Richmond in London to the grounds of Oxford University. The route follows the Thames Path with a flat, fast profile on groomed paths, trails and paved sections, and about 1,900 feet (560 m) of climb, offering varied..

The Greensand Way Ultra Run is a guided, group trail run taking place on Saturday 2 May 2026 in Guildford, Surrey. The route covers 30 miles and the advertised cost is £45 per person. The event is presented as suitable for first-time ultra runners; participants are advised to have run at least 22 m..

Box Hill Vertical KM is a guided trail run held around Box Hill near Dorking, Surrey. The course covers about 12.5 miles with around 1000m of elevation, designed to rack up significant height in a compact distance. It traverses woodland, heathland and open fields, with hills that are technical enoug..

Rapid Relays is a dynamic running event held at the scenic Culden Faw Estate in Fawley, near Henley on Thames, Oxfordshire. The race features a woodland trail course on estate tracks with gently undulating terrain, including a notable climb before 3 kilometers followed by a long downhill stretch bac..

Three Forts Challenge is a trail-running event based at Lancing Manor Leisure Centre in West Sussex. It offers three races: a Full Marathon (27.2 miles) starting and finishing at Lancing Manor, with steep climbs, stiles and rough tracks, passing Chanctonbury Ring and Cissbury Ring for panoramic coun..

BigWayRound - Winchester is an award-winning, Gold-rated trail running event held at Winchester Rugby Club. The event offers four distances: 14 miles, 19 miles, a marathon, and a 50K ultramarathon, catering to both new and experienced trail runners. The course features stunning views and traverses i..

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..

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..

The Oliver Fisher 10k & 5k is scheduled for 10/05/2026 at Milton Creek Country Park in Sittingbourne, Kent. The event offers three race options: 10k 5k Junior Run The course is off-road on stone trail and follows the route used in 2025. The race raises funds for The Oliver Fisher Special Care..

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..

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..