Trail Running calendar near Milford 2026-2027

Three fell races around Ventnor on the Isle of Wight offer routes from 3.8 km to 21 km with notable ascent. The series follows FRA rules, has entry limits and also serves as the SEAA Fell Running Championships.

A chip-timed trail event in the Surrey Hills offering 10k, 21k and 42k routes with marked courses, aid stations, finishers' medals and an event village at Shere Recreation Ground.

Ventnor Horseshoe on Sat 12 Sep 2026 offers a scenic but testing 12 km fell course around Ventnor with 443 m of climb. Part of the Isle of Wight Fell Series, it is perfect for runners seeking a tough coastal hill challenge.

Start the IOW Fell Running Series with St Boniface Fell in Ventnor on Sat 12 Sep 2026, a punchy 3.9 km race with 235 m of climbing across scenic Isle of Wight terrain. Pre entry or on the day entries welcome.

Experience the rugged beauty of the Dorset coastline with trail races ranging from 10k to a 50k ultra. Run through the historic Lulworth Castle Estate featuring scenic climbs and coastal views.

A charity ultramarathon along the Essex riverside on 12 September 2026, offering 10, 30 and 50 mile routes with marked trails, medical cover and checkpoints. Proceeds support Prostate Cancer UK.

A series of fully marked, fully supported trail and ultra events in the UK that focus on a welcoming, inclusive atmosphere with generous cut-offs and runnable countryside courses.

An 81 mile single loop ultra on the Bunyan Way in Bedfordshire with a 24 hour cutoff, 1,219 metres of climb and seven aid stations. The runnable country route features live tracking, medical cover and a bespoke finisher medal and T shirt.

A scenic trail 10 km route around Cleveland Lakes organised by the Cotswold Lakes Trust, featuring flat tree lined paths and water views. Participants must be 15 years or older and accept the event terms and conditions.

A trail running event on 13th September 2026 in Seale, based at Myrtle’s Courtyard, with marathon and half marathon routes along the Pilgrims Way and North Downs Way that raise funds for local charities.

A multi-terrain trail race from Rye Sports Centre in East Sussex offering 30k (slightly over 30 km) and 15k routes through the High Weald AONB. The course links historic churches and passes woodlands, orchards, country lanes and coastal vie..

A village trail event in Slinfold on 13 September 2026 featuring chip timed 10k and 5k races plus children races. Races finish at Slinfold Cricket Club with refreshments, a licensed bar and replica medals for finishers.

Tackle the Wroxall Round on 13 September 2026, a scenic 21.1 km fell run around Ventnor with about 487 m of ascent. Open to adults, with on the day entries and team places, this is race 3 of the Isle of Wight Fell Running Series.

Experience a scenic trail run through the beautiful Hertfordshire countryside starting in the village of Sandridge. This event features a 10k route near the historic city of St Albans with a finish at the local primary school.

TrailFest at Holdenby House offers four traffic free trail distances inside a private estate, with routes on farm tracks, field edges and through a small wood, plus rolling hills and open countryside views.

An annual trail event on rough tracks around Ashtead Common offering a 10K and a 2k kids run while raising funds for local charities. The undulating course forbids earphones and encourages low impact travel to the nearby train station.

Experience an annual fun run at Barton Abbey in Oxfordshire featuring 10k and 5k courses on undulating terrain. Join several race distances or a flexible family fun run to support the maintenance of Steeple Barton Church.

SOX 10 km on 13 September 2026 at Ridgeway View Campsite near Wallingford features a multi terrain 10 km and a canicross 10 km, finishers get a medal, pint cup and free drink while fundraising supports the Thames Valley Air Ambulance.

A 10 km forest run on 13 September 2026 around Moreton Forest, featuring mixed tracks, undulating terrain, stiles and a stream, with the final kilometre on a quiet country road. The event is licensed and all finishers receive a medal.

Timed laps on a 5.3 km riverside course along the Thames allow runners to build distances from 5 km up to ultras. First 50 entries receive a black and yellow plushie and a Feisty mini me medal; a no medal option is available.