Trail Running calendar near Medstead 2026-2027

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 ultra on the Bunyan Trail in Bedfordshire run as a single loop within 24 hours. The runnable course links villages, has seven aid stations, live tracking and guided recce weekends to preview the route.

A *10 km* trail race around Cleveland Lakes organised by the Cotswold Lakes Trust, run on flat tree lined paths with water views. Participants must be 15 years or over and agree to the event terms.

Phoenix Running Bedfordshire's Pick n Mix on 12 September 2026 uses a 5.3 km lapped course at Mowsbury Park. Runners choose distances from 5 km up to ultra with a flexible one hour start window and a seven hour time limit.

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..

On 13 September 2026 the Alf Shrubb Memorial returns to Slinfold with chip timed 10k and 5k trail races plus children’s races. The event finishes at Slinfold Cricket Club, supports local causes and awards a replica Alf Shrubb medal to finis..

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.

A 10 km trail race in Sandridge, St Albans on 13 September 2026, starting and finishing at Sandridge Primary School playing field. Organizers publish route information and FAQs, and the event is supported by Sandridge Parish Council.

An annual off-road 10 km and 2 km kids run through Ashtead Common SSSI, organised to raise funds for local charities; the undulating course prohibits earphones and promotes low-impact travel.

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.

A multi terrain 10 km run and Canicross near Wallingford on September 13th 2026 with chip timing, a medal, a pint cup and a free drink at the campsite finish. The course is mostly off road and supports Thames Valley Air Ambulance.

A 6k forest run near Moreton, Dorset, over woodland paths with the final kilometre on a quiet country road. Open to runners aged 14 and over; entry fees are £11 or £9 for affiliated runners and proceeds support local charities.

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.

An off-road, timed 5K and 10K in the Essex countryside with a fully marshalled footpath route, village-hall finish, and fundraising support for the local Scout Group and tree-planting.

A 10K within the private grounds of Chevening Estate in Sevenoaks, Kent on 13 September 2026. The scenic route crosses parkland and tree lined avenues and includes timed results and bespoke finisher medals.

A looped trail event in Hitchin on a 5 km course where participants have seven hours to complete as many laps as they wish. The weekend includes a Mini Mile for children, an event village, aid station, medals and post event massage.