Trail Running calendar near Chiltern Hills 2026-2027

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.

Join the Rebellion 10km at Riverwoods, Marlow on 25 May 2026 for a scenic trail run along the Thames including a crossing of Marlow Bridge. Finishers get a medal, a Rebellion beer or non alcoholic alternative and a pint cup.

An off-road race in Dursley on 25 May 2026 covering about 10.31 km with 318 m of climb, visiting Cam Peak, Cam Long Down, Uley Bury and Downham Hill. Entries are limited to 120 and handled via Entry Central.

A 50 km multi terrain ultramarathon in Maidenhead on a fully signed single lap route along the Thames Path, Jubilee River and the Green Way. The race includes chip timing, live tracking, four aid stations and a finisher medal.

An 86-mile point-to-point trail race along the full Ridgeway National Trail from Ivinghoe Beacon to Avebury Stones, featuring eight checkpoints, GPS tracking, a 28 hour cutoff and a 250 runner field.

A 50 km route along the River Medway from Rochester to Tonbridge, passing three medieval castles and several villages. The course is mainly flat on marked towpaths and trails with three aid stations and a finish on the Tonbridge athletics t..

A scenic, flat 30 km point to point trail along the River Medway from East Farleigh to Tonbridge on 30 May 2026. Towpaths, riverside views, aid stations, live timing and a finisher medal.

Tackle the Ridgeway Chase 60 km ultramarathon across iconic ridgelines and wooded trails, starting at Ivinghoe Beacon and finishing near Wallingford. Expect a scenic but testing day with full support, chip timing and a finisher medal.

Southampton Running Festival on 31 May 2026 offers 5K, 10K, half marathon, a junior race and a charity place option on a multi lap route through Southampton Common with marked kilometres and event marshals.

A point to point 50 km ultramarathon on 31 May 2026 from Peckham in London to East Peckham in Kent. The course moves from urban streets to country lanes and includes aid stations, volunteers and clear course marking.

A guided trail half marathon around the Surrey Hills covering *13 miles* from St Martha's Hill near Guildford. The group run follows parts of the North Downs Way, offers an evening option, and includes kit support and an alcohol free beer a..

Take on the Griffin Challenge, a six hour looped run along the scenic Griffin Trail from Braybrooke Taproom, completing 3.3 mile out and back laps to cover as much distance as you can. Enjoy free parking and the taproom after the run.

Choose your challenge in this 7 hour timed event along the River Thames at Wraysbury Skiff and Punting Club. Scenic signed laps, aid stations, medals and goody bags await runners from 3 km up to ultra distances.

The Sundowner Trail Marathon on 6 June 2026 is an evening 27 mile trail through saltmarsh, canal towpaths, vineyards and forests. Limited to 50 runners, this intimate race offers checkpoints, a finish memento and a bespoke local beer.

Take on Blended's Backyard Ultra at Chilton Manor Farm on June 6 2026, running a 6.7 km trail loop each hour until only one runner remains. Camping, fueling and hot food on site make for a supportive, all day and night event.

Run laps through Denbies Wine Estate in the Fire Horse Run, a timed off road challenge on an undulating 5.3 km loop with distances from 5 km to ultra. Pick as many laps as you like within a seven hour window for a flexible, scenic race day.

A circular 46 miles route through Cambridgeshire visiting four former RAF Pathfinder Force airbases, starting and finishing at RAF Wyton. Entries open 1 Jan to 24 May; minimum age 18; entry includes a course booklet, t-shirt and medal.

A multi-distance running event in Bath that routes through two restored railway tunnels, including a 1672 m subterranean section. Distances range from a 500 m Colourburst to an ultramarathon, with the start and finish at Brickfields Park.

A multi-distance road and trail event around Ousden and Bury St Edmunds offering 5k, 10k, half, marathon and ultra options. Aid stations appear every 10k, parking is included and bespoke finisher medals are provided.

Tackle scenic, hilly trails at Wendover Woods with a half marathon, a 10k and a junior 1k on 7 June 2026. Enjoy forest scenery, a cafe and adventure playground plus medals, photos and prizes for top finishers.