Trail Running Calendar South East (England) 2026-2027

Experience an off road adventure through the private Matterley Estate in the South Downs National Park. Choose between a 10km or half marathon distance on a well marked course featuring gravel tracks and woodland trails.

Experience a summer trail running event in the scenic Thames Valley with distances ranging from 5k to a half marathon. Enjoy well marked routes through the Marlow countryside featuring chip timing and a unique themed medal.

Experience a scenic trail run starting from a working farm in the South Downs. Choose between a half marathon or 10K featuring well kept paths and panoramic views of the East Sussex countryside.

This point-to-point ultra follows the unique Hangers Way path through Hampshire's steep wooded hills and villages. Starting at Alice Holt Country Park and finishing at Queen Elizabeth Country Park, the 50K course is fully signed and support..

Traverse the scenic South Downs on a multi terrain route featuring the Greenwich Meridian Trail. Enjoy undulating paths through bridleways and historic villages with a bespoke medal for all finishers.

The Midsummer Munro is a half marathon held at Box Hill Fort in Surrey. The event takes place in late June. Runners can register online until the day of the race.

Experience a guided 10km trail run through the spectacular natural amphitheatre of the Devil's Punchbowl. This social group run features beautiful Surrey hills and is available as both a sunset and a headtorch night edition.

A timed charity run along the Thames with lap options from 5.3 km up to ultra distances. The Run for a Tenner entry donates £10 to Rays of Sunshine and all finishers receive a bespoke medal.

Experience a festival of trail running through the South Downs National Park with distances from 10km to 100km. Enjoy sandy paths and ancient woodlands with included coach transport and on-site camping.

Choose your own challenge at the Summer Sun Run, a flexible lap event set in the scenic Denbies Wine Estate. Complete as many 5.3 km laps as you like within 7 hours, with a large medal for all finishers. Enjoy a flexible start window and a..

Run a flexible distance along Winchester's scenic Itchen Way in this American-themed event. Choose your own challenge from a 2.62-mile loop, with trophies for the best costumes. Enjoy a well-stocked aid station and a flexible start time.

A 21.1 km off road half marathon along The Ridgeway in Buckinghamshire between Wendover and Princes Risborough. The hilly, fully marked course has two on route aid stations, a 4 hour time limit and a 350 runner field on 5 July 2026.

Experience a scenic multi terrain race around Bewl Water with a choice of 15 or 5 mile routes featuring lakeside views and a festive finish with live music and treats.

A women only trail event at Denbies Wine Estate in Surrey on 5 July 2026 offering 50K, 25K, 10K and a kids race. No cut offs and options for in person or virtual participation, with profits supporting the SheRACES mission.

Enjoy a guided 10km group trail run through the beautiful Thursley National Nature Reserve. This flat course features a famous boardwalk and is led by an experienced guide at a steady social pace.

A 6-hour timed run along the flat Jubilee River in Slough on July 9, 2026. Participants complete laps of 5.24 miles, choosing their own distance. Every finisher gets a medal.

Enjoy a flexible midweek 7 hour time challenge along the scenic River Thames. Run any distance from 3km to an ultra marathon on a flat signed course with a great aid station and finishers medal.

Phoenix Fridays offers a flexible Friday run with a "rock up and go" start. Choose your distance on a flat, timed 5.3km loop along the Thames towpath. All finishers can pick from a selection of signature medals.

Follow Britains oldest trail through 5000 years of history on the Ridgeway. Choose between 50km or 100km distances and finish at the iconic Avebury Standing Stones with full medical and snack support.

Experience an obstacle course featuring large scale inflatables in Southampton. Participants can choose between three different distances for a unique physical experience on this bouncy course.