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

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 ra..

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..

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 Me..

Take on the Beat The Sunset 50km, a scenic multi terrain ultramarathon starting and finishing at Summerleaze Park in Maidenhead. Mostly off road along the Thames Path and Jubilee River, it offers checkpoints, live timing and a finisher meda..

Event overview 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..

The Three Castles 50km Ultra Marathon is a scenic race held in Kent, England, starting in Rochester and finishing at Tonbridge athletics track. The flat course follows the River Medway, passing three medieval castles, charming villages, and..

The Circuit du Sore Legs is an annual running event held at Wodson Park Sports and Leisure Centre in Ware, Hertfordshire. Now in its sixth year, it offers a unique challenge of completing various distances on a 400-meter athletics track, in..

Join a guided 13 mile trail run around the Surrey Hills from Guildford, visiting St Martha's Church and stretches of the North Downs Way. This relaxed group run is paced for steady trail runners and celebrates great views and local villages..

Event overview The event takes place on Friday, 05 June 2026 as a 7 hour timed challenge. Participants may run any distance they choose within the time limit. The minimum distance to be an official finisher is 3 km. The normal lap length is..

The Sundowner Marathon is a unique running event held in Purleigh, Chelmsford, England, featuring a scenic course that passes along canals, over waterfalls, through vineyards, woodlands, and coastal saltmarshes. This marathon offers a disti..

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..

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..

Event overview The Dell 10km is a multi-terrain running event held at Dummer Down Farm in Hampshire, hosted at the Dummer Down Brewery taproom. Distances offered: 10km Canicross 10km The route uses private farmland, trails, woodlands, fie..

Join Chase The Sun at Clapham Common on 10 June 2026 for a friendly 5K or 10K on a flat park circuit that passes the bandstand. Enjoy a themed medal, free photos and post race treats in a fun community atmosphere.

Bewl Water Summer is Hermes Running’s bi-annual trail race at Bewl Water, near Lamberhurst, Kent. Runners start at the Bewl Water Visitor Centre and follow a clockwise circuit around the reservoir on undulating woodland trails and lanes, wi..

Cotswold Way Ultra Challenge (13-14 June 2026) The event takes place in the Cotswolds with a Cirencester basecamp. It offers walking, jogging, or running over looped and point-to-point trail routes that use the Cotswold Way, local footpaths..

Choose 10 mile or 20 mile off road routes through green fields, bluebell woodlands and rivers at the Nene Valley Trail Run on 13 June 2026. Castle Farm Campsite offers camping, marshalled routes and well stocked aid stations for a friendly..

Take on the South Downs Way 50km on 13 June 2026, a scenic trail across the South Downs with roughly 1200 m of climb. Fully supported with live tracking and a finisher medal, this World Trail Majors short series event is limited to 400.

Run the South Downs Way 100, a non stop 100 mile trail from Winchester to Eastbourne with rolling hills, ancient forts and coastal views. Experience a classic ultra that tests endurance across iconic southern landscapes.

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 H..