Trail Running calendar near Chesham 2026-2027

Run a flat lap course around London's Clapham Common at dusk. Choose between a 5k or 10k distance on the park's paths, finishing on a short gravel stretch. Every runner gets a themed medal, chip timing, and free photos.

Off-road 10 and 20 mile trail races around Fotheringhay, starting at Castle Farm Campsite. Routes run through fields, bluebell woodlands, riverside paths and old railway lines, with camping available and eco-friendly water stations.

A 100 mile non stop foot race along the full South Downs Way National Trail from near Winchester to Eastbourne with marked route, 12 aid stations, medical support and a 30 hour time limit.

Traverse the scenic South Downs Way on a 50km trail run. The route offers expansive views and is fully supported with aid stations. It's part of the World Trail Majors series.

A multi distance trail event in the Cotswolds on 13 and 14 June 2026. Based at Cirencester, it offers loop and staged 100 km options with regular rest stops, medical support, camping and finishers awards.

Trail runs circling the scenic Bewl Water reservoir in Kent. Choose from four distances, from 10km to a 50km ultra, on a mix of woodland paths and quiet lanes. The event features chip timing, stocked checkpoints, and finisher medals.

Take on the YHA 14 mile trail run on 14 June 2026, starting with a climb and featuring slippery chalk descents and muddy puddles. GPX and maps available, water, tea and cake after the finish, limited parking so travel by train or bike.

Trail races at Watership Down feature marathon, half marathon and 10K single lap courses on mainly off road footpaths, reaching high points with county views. Events include chip timing, marshals, water stations and finishers medals.

Timed multi-distance event on a 5.3 km riverside loop in Walton on Thames with a 1.5 hour start window and a seven hour time limit, offering a finishers medal or a lower cost no medal entry.

A multi terrain 5 km race at Blackpit Farm near Silverstone featuring woodlands, lakeside lawns and farmland. Finishers receive a bespoke medal and free parking is available at Blackpit Brewery.

Community evening races at Robertsbridge Rec Ground offering 10k, 5k and a junior run on a multi terrain undulating course. Volunteer marshals, a BBQ, a post race bar, bespoke medals, trophies and free parking are available.

Two fully signed Capital Ring routes in London offering a 55 km ultra and a 25 km trail, finishing in Richmond upon Thames. GPX files, feed stations, chip timing and medical support are provided, with enforced cut off times and age limits.

A point-to-point trail event on the Three Shires Way offering a 50 mile ultra and a marathon through Bucks Beds and Northants, with GPX routes, checkpoint support, mandatory kit requirements, prizes and charity donations.

Take on the Phoenix Centaur 100 Mile Ultra at Denbies Wine Estate, a flatish 1 mile off road loop with multiple distance options across the weekend. Enjoy central aid, chip timing and a Centaur medal and buckle for 100 mile finishers.

Run a marathon or half marathon at Denbies Wine Estate on 20 June 2026, tackling a scenic off road loop through the vineyards. Choose attended or virtual entry, enjoy chip timing and a collectible community medal while places remain limited..

A multi-distance trail ultramarathon from West Dean Gardens on 20 June 2026, using the South Downs Way and coastal routes. Distances run from 30 km to 100 km with on-course support, medical cover, food stops and transport options.

A Malvern Hills challenge on 20 June 2026 based at Colwall Village Hall offering 27 mile and 15 mile routes, substantial ascent, staffed checkpoints with refreshments, and a hot meal and certificates at the finish.

Join the Phoenix Hydra 75 Mile Ultra at Denbies Wine Estate in Dorking for a scenic 1 mile off road loop with chip timing and a staffed aid station. Distances run from 12 hour to 100 miles and all entrants receive a free memento.

Run the Maldon Ultras on 20 and 21 June 2026 in Maldon, with 100 mile, 50 mile and 30 mile lapped races across fields, woodland and vineyards with estuary views. Small fields and scenic off road laps make for a friendly yet fierce ultra.

A 21.2 km trail race across the National Trust's Dunstable Downs with about 450 m of ascent, waymarked routes and on course aid. Entry is limited to 300 runners with a 4 hour time limit.