Trail Running calendar near Chesham 2026-2027

A 100 mile LDWA walk across Kent and Sussex over the Spring Bank Holiday weekend, visiting Ashdown Forest and sites linked to Winnie the Pooh. Entrants must be LDWA members, meet a qualifier and follow event rules.

Experience the twilight beauty of Ardingly Reservoir during this sunset run in West Sussex. Choose between a 5km or 10km distance on a scenic undulating trail and enjoy a timed midsummer evening event with finishers medals.

A Backyard Ultra at the Lower Red Lion where runners complete a 4.167 mile loop every hour until one remains. Individual entries only, limited to 90, with part of the entry fee donated to local charity Youth Talk.

A three-lap 26.2 mile marathon through Richmond Park, starting and finishing near Sheen Gate. The route uses the Tamsin Trail for two laps, features chip timing, drink stations and marshals, and has a 6 hour 30 minute cutoff.

A trail event in Ealing, London on 24 May 2026 offering Trail 25K and Ultra 50K distances. Routes run on mixed off-road terrain through parks and towpaths and include chip timing, aid stations and route files for entrants.

Point to point ultramarathon across Dorset offering 100k, 50k and an 18 miles Purbeck Traverse. The mostly off road route uses marked GPX tracks, includes steep Purbeck ridges and coastal views, and requires mandatory kit and prior marathon..

Run a flexible distance along Winchester's scenic Itchen Way. Choose your laps from 2.62 miles up to an ultra within a 7-hour window, with a famous aid station and a finisher's medal for all.

A chip timed *10k* trail run on 24 May 2026 that starts and finishes at Bredon Cricket Club. The marshalled route climbs to the 299 m summit of Bredon Hill and all finishers receive a medal.

A canal and coastal trail run from Chelmsford along the Blackwater navigation to Heybridge Basin and Tollesbury. Options include a half marathon and a full marathon, cupless aid stations, a bag shuttle and optional medal selection.

A 10 km multi-terrain trail run at Marlow Rugby Club featuring local trails, woodland and Thames towpath. Entries include timing, a medal, a pint cup with a free drink, and basic on-course support; minimum age 16 and a two hour cut off.

A timed Friday event on a flat 5.3 km out-and-back course along the river Thames, with lap-based distances from 5 km to ultra and a £10 Run for a Tenner entry benefiting Rays of Sunshine.

A 50 km multi terrain ultra in the Thames Valley on May 30, 2026, run as a single flat lap along the Thames Path, Jubilee River and the Green Way. The course is 75 percent off road with four checkpoints, chip timing and live tracking.

A point to point 86 mile trail race on The Ridgeway National Trail from Ivinghoe Beacon to Avebury with open GPS tracking, eight checkpoints and a 28 hour cutoff. The event is licensed by the Trail Running Association and limited to 150 run..

A 50 km ultramarathon along the River Medway from Rochester to Tonbridge, the event follows towpaths and trails, passes three medieval castles and has three staffed aid stations and a lap finish on the Tonbridge athletics track.

A point-to-point 30 km trail along the River Medway from Little Fant Farm to Tonbridge, part of the Three Castles weekend. Flat and scenic with checkpoints, GPS tracking, an athletics track finish and an 8-hour cut-off.

A 60 km point to point ultramarathon from Ivinghoe Beacon to Ridgeway View Campsite on 30 May 2026. The route covers about 1000 m of ascent, includes four checkpoints with supplies and has a 10 hour time limit.

A multi-format track event in Twickenham on 30 May 2026 featuring ten-repeat formats at 400 m and 800 m, with solo and team entry options and age restriction of 18 and over.

Test your endurance at this athletics track event in Ware. Runners can choose from distances ranging from 5k to a 6 hour ultra challenge on a flat 400 meter circuit with chip timing and full support.

Races at Southampton Common include Half Marathon, 10k, 5k and a junior race on a multi-lap course through woodland, wetlands and parkland, with kilometre markers, marshals and an event village offering food and partner giveaways.

Experience a unique 50km point to point ultramarathon from the heart of South London to the rural lanes of Kent. Enjoy a supported journey through urban streets and scenic countryside with well stocked aid stations along the way.