Trail Running calendar near Maidenhead 2026-2027

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.

Trail running event in the South Downs near Petersfield offering five distances from 10 km to 100 km, coach transport to starts, camping, food and a licensed bar at the venue.

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.

Race 2 of the Orion Harriers Forest Five series takes place on 04 July 2026 at Jubilee Retreat as part of a three-race series with age-category aggregate trophies and prizes for individual and team placings.

A 5k muddy obstacle course at Kempton Park Racecourse on 04 July 2026 featuring climb, crawl and slide obstacles. Entry fees and a minimum fundraising target apply; facilities include parking, toilets and on-site accessibility support.

A 5k obstacle event at Mote Park on 4 July 2026 featuring climbs, crawls and slides around the lake. The event has a £50 fundraising minimum and is not suitable for wheelchair users or pushchairs.

A 24 hour challenge on a 1 mile loop at Nuneaton Harriers track where runners complete one mile each hour for 24 consecutive hours, with a substantial finisher's medal for completers and limited attended places.

Experience a chip timed multi terrain race through the picturesque country roads and bridleways of Willingham. Choose between 10km and 4 mile routes followed by fun races for children at the local recreation ground.

A 21.1 km off‑road half marathon along The Ridgeway between Wendover and Princes Risborough, featuring 526 m of ascent, two repeated aid stations, full route marking and a 4 hour time limit.

Community road races of 10 km, 5 km and a 1 km youth race at Jobbers Wood near Much Hadham on 5 July 2026. Organised by The Bishop's Stortford High School as a fundraiser with chip timing, finisher T shirts and age group trophies.

Two trail races around Bewl Water in East Sussex: a 15 mile route that includes the nature reserve and a 5 mile off road option. Organised by Wadhurst Runners, finishers receive a medal, t shirt, cake and beer.

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.

Trail races of 5 or 10 miles through forest tracks and lakeside paths at Moors Valley Country Park on 5 July 2026. The event includes chip timing, feed stations, medical support, and on-site parking.

A six hour endurance run on a scenic 5k loop at Marston Lodge in Marston Trussell. Fully chip timed with solo, pair, and team entry options so runners complete as many laps as they can in six hours.

Ware Festival of Running on Sunday 5 July 2026 features a 10 mile, a 10k and children's races along the River Lee Navigation. All proceeds support the Essex and Herts Air Ambulance.

A Pretty Muddy 5k obstacle event at Fairlands Valley Park with mixed terrain, staggered wave starts and on-site facilities. Participants must be 13 or older and receive event support plus a finisher medal.

Oaks Trail at Rivenhall Oaks golf centre on 05 Jul 2026 offers two unmarked routes of about 6.5 or 3.5 miles, with entry fees split by England Athletics affiliation and proceeds donated to Essex and Herts Air Ambulance Trust.

An evening 10 km trail run through Thursley National Nature Reserve, crossing heathland, bog and woodland and featuring the boardwalk named Britain's Favourite Path. The event is organised by Running Adventures and is aimed at trail newcome..

Race 4 of the Northants 5K Series takes place at Fermyn Woods Country Park on 8 July 2026, featuring a multi-terrain 5 km route through ancient woodland. Limited paid parking is available and series medals are awarded to finishers.