Trail Running calendar near Winterbourne Monkton 2025-2026

The Cheddar Gorge Challenge is a demanding off-road running event held at Warren Farm, Charterhouse, Somerset, within the stunning Mendip Hills Area of Outstanding Natural Beauty. Offering distances from 1km fun runs to a full marathon, the course features diverse terrain including open fields, flat..

The Hampshire Hoppit is a trail-running event set in the Hampshire countryside, based in the village of Kingsclere, midway between Basingstoke and Newbury on the A339. Distances on offer are marathon, half marathon and 10k. Races are mainly off-road and run as clearly marked, single-lap routes with..

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..

Beyond London offers two routes: a 55km Ultra and a 25km Trail. The event starts in Woolwich for the ultra and Upper Norwood for the shorter race, finishing in Richmond upon Thames. The route follows the Capital Ring inner circle, exposing iconic London sights such as Eltham Palace, Wimbledon Common..

P24 - The Longest Attended Day is scheduled for Saturday 20 June 2026 at Denbies Wine Estate in Dorking, Surrey (RH5 6AA). The format requires participants to run 1 mile at the same time each hour, repeated 24 times across 24 consecutive hours on an off-road trail through the wine estate. The event..

Race to the King is Threshold Trail Series’ king-sized ultramarathon along the South Downs Way and Monarch’s Way. On 20 June 2026 at West Dean Gardens, runners can choose from four distances: Monarch’s Loop 30km, Coastal 50km, Castle 50km, and two non-stop options—80km and 100km—that stitch the two..

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..

Three Shires Way Ultra & Marathon is Race Harborough’s event, offering a 50-mile Ultra and a Marathon along the Three Shires Way through Buckinghamshire, Bedfordshire and Northamptonshire. The routes run through rural landscapes and woodlands, with a well-marked bridleway for navigation. The Ultra s..

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

Dunstable Downs Half Marathon is a scenic trail race set in the National Trust’s Dunstable Downs estate. In its sixth edition (2026), the 21.2km course with about 450m of ascent mixes ridge views, fast descents and climbs. The route begins at the National Trust Countryside Centre, visits Tree Cathed..

The Martian Race is scheduled for 21 June 2026 at Horsell Common, Woking, Surrey. The event is organised entirely by volunteers and proceeds are distributed to local charities selected by the Woking Lions. The 2025 event raised over £20,000 for local charities. The race is in its seventh year and t..

Run The Seasons at Cowdray is a late-June running event on the Cowdray Estate near Midhurst, with race HQ and parking at the Cowdray Farm Shop & Café. Runners can choose from 5km or 10km routes, including a dog-friendly canicross option, circling the Cowdray Polo Lawns and heading out to Ambersham C..

The Colworth Marathon Challenge is a three-day running event held on the Colworth Estate in North Bedfordshire, UK. The event comprises three separate races that together total the marathon distance of 26.2 miles. It is scheduled across three consecutive days in late June 2026 and includes free cam..

The RunThrough Marlow Trail Run is scheduled for Sunday 28 June 2026. The event base is Marlow Rugby Union Football Club, Riverwoods Drive, Marlow SL7 1QU. Group bookings for six places are listed at £150. Half Marathon - £32 (+£12 for event T-shirt) 10K - £28 (+£12 for event T-shirt) 5K - £26 (+£..

TrailFest - Salcey Forest takes place on Sunday, 28 June 2026 at Salcey Forest (postcode NN7 2HX), a Forestry England site near Northampton. The event offers four distances: 10K Half marathon Marathon 50 km The routes use similar sections of the forest and follow well maintained pathways. There..

Devil's Punchbowl 10km is a guided trail run around the Punchbowl in Hindhead, Surrey. The 10km route follows scenic trails with several hills, run at a group pace rather than a race. It suits those new to trail running or who prefer running with others, especially at dusk or night.Top views are pau..

The PIGUM 2026 is a thrilling 30-mile ultra marathon set in Abergavenny, known as the Gateway to Wales. This challenging trail run features 5,000 feet of elevation, taking participants over mountain peaks and scenic trails, including the iconic Sugar Loaf mountain, which offers stunning panoramic vi..

Serpent Trail is a long-distance trail-running festival set in the South Downs National Park, centered at Petersfield Rugby Club in Hampshire. Runners can choose from five distances—100km, 75km, 50km, 20km and 10km—with the 100km route offering about 1785m of ascent, nine checkpoints and an 18-hour..

Birmingham Black Country Half Marathon is a point-to-point race from Wolverhampton City Centre to Brindley Place in Birmingham. It covers the half marathon distance along canal towpaths, offering canal-side scenery with a hint of trail. The largely flat course includes locks, bridges, and the memora..