Trail Running calendar near Henley-on-Thames 2025-2026

The Bluebell Bash is a trail running event in Manswood, Wimborne, UK, organized by Tri-Counties Trail Running. It offers three distances—half marathon (13.1 miles), 10K, and 5K—with full accessibility for canicross. Runners traverse scenic..

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..

Enjoy spring trails at Harewood Forest in Hampshire with Muddy Runners, choosing from 5 km or 10 km routes across undulating woodland tracks. A friendly, scenic race perfect for trail newcomers and regulars alike.

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..

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 trac..

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 th..

Run Rabbit Trail Festival at Deene Park near Corby is a fun, inclusive weekend of trail running with a lively festival atmosphere on 9 and 10 May 2026. Choose distances from an evening 10k to a 56k weekend Quest and earn a finisher medal.

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..

Event overview The Ridgeway 40 Walk is a 40-mile linear walk/run held on 9 May 2026. The route runs from Avebury Sports & Social Club (SU102697) to Morrell Room, Church Lane, Streatley (SU592807, RG8 9HT). The course follows the Herepat..

Shires and Spires on 10 May 2026 offers scenic mixed terrain loops from Naseby Village Hall, with distances from 10K to a 35 mile ultra. Waymarked routes, live GPS tracking, checkpoints and finisher medals make it a rewarding challenge.

The Halstead & Essex Marathon, established in 1995, is an annual running event held in North Essex, starting at Halstead Leisure Centre. Celebrating its 30th year in 2026, the marathon features a scenic course on low-traffic roads through r..

Event 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..

Event overview The Rathfinny Run takes place at The Tasting Room, Rathfinny Wine Estate in Alfriston, Polegate (BN26 5TU) on 10 May 2026. The event is organised by 3WordRuns and is the third running of the race at this venue. There are two..

Tackle the North Downs Way 50 on 16 May 2026, a scenic point to point 50 mi ultramarathon from Farnham to Knockholt Pound. Enjoy rolling chalk ridge views, challenging climbs including Box Hill, six aid stations and a 13 hour cut off.

Event overview The Compton Downland Challenge is organised by Compton Harriers Running Club and is scheduled for Saturday, 16 May 2026. The event offers two multi-terrain race options that start and finish at Compton village recreation grou..

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 greener..

Farmmageddon is an endurance running event held at Hyde Hall Farm, Buntingford, SG9 0RU. Returning for its second year, the event features a challenging 100-mile race completed over 32 hours across two days. The course consists of a 5.3 km..

London 2 Brighton : event overview The London 2 Brighton Ultra Challenge takes place on 23-24 May 2026. The main continuous route runs from Richmond, West London, to Brighton Racecourse. The event uses trails over the North Downs and South..

Take in dramatic coastal views on the Seven Sisters Half Marathon, a 13.5 mile trail loop from Helen Garden along the South Downs Way past Friston Forest and Beachy Head. Expect rewarding climbs, great scenery and a bespoke finisher medal.

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 a..