Trail Running calendar near Maidenhead 2026-2027

A bi-annual trail series circling scenic Bewl Water reservoir on mixed woodland and country lane terrain. Runners can choose from four distances: 10 km, Half Marathon, Marathon, or an Ultra 50 km. The marathon course is recognised as one of..

A multi-distance towpath challenge from Putney Bridge to Henley, with supported rest stops, medical teams, GPS tracking and options for walkers, faster runners and two-day formats as part of a riverside weekend festival.

A three-race fell running series on the Isle of Wight, held 12–13 September 2026, also serving as the SEAA Fell Running Championships. Races range from 3.8 km to 21 km, with entries open from 22 October 2025 to 7 September 2026.

Trail races in Shere, Surrey, with **10k**, **21k** and **42k** routes across the Surrey Hills, chip timing, marked courses, aid stations, an Event Village and free parking. Start and finish at the cricket pavilion.

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.

A marathon in Farnham, Surrey on 13 September 2026 with listed spectacular views. Entry is £45, places are limited to 1000 and entries close on 8 September 2026.

A multi terrain trail race in Rye, East Sussex, offering 30k and 15k routes through the High Weald Area of Outstanding Natural Beauty. The event supports local charities and includes a bespoke medal and free photographs.

A mixed trail 10k and 5k in Slinfold raising funds for local causes, with chip timing, children’s races and refreshments at the cricket club. Adult finishers receive a replica world record medal and age group awards are presented.

A 13.1 mile half marathon in Richmond Park on 13 September 2026, starting at Sheen Gate and following the Tamsin Trail and park roads with water stations and refreshments on route.

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.

Run riverside trails and village lanes at Roman River Trails, a self navigated half and full marathon near Colchester. Expect scenic river crossings, varied terrain, stocked aid stations and a cupless format so bring a cup.

Sandridge 10k is a 10 kilometre trail run around the village of Sandridge near St Albans, starting at Woodcock Hill. Entry is for those aged 16 and over and fees are listed between £21 and £23.

TrailFest at Holdenby House on 13 September 2026 offers four traffic free trail distances from 10K to 50 km on estate tracks and woodland, with varied terrain and open views across Northamptonshire.

This charity 10k and kids' fun run takes runners on an undulating course through the scenic and protected Ashtead Common. Organized to fund local causes, it’s promoted as Britain's 'greenest' race, with a strong emphasis on sustainable trav..

A hilly trail event on the Bradenham Estate with 10 km and 5 km routes through beech woodland and open fields. The timed courses include aid, medical cover and photography with prizes for individual and team finishers.

A single loop 50 mile race through the Chiltern Hills with 5600 feet of climb, five stocked aid stations, medical support and a 13 hour cut off, starting and finishing at Goring on Thames.

Race 47 miles along the Cotswold Way from Chipping Campden to Painswick, traversing the rolling hills of the Cotswolds Area of Outstanding Natural Beauty. This licensed continuous trail challenge runs under UK Athletics and TRA rules.

A multi-distance trail event at Suffolk Running Centre offering 5k, 10k, half, marathon and ultra options. The out and back course uses the Gallops Route and Golding Hills, with aid stations every 10k and parking included.

A single stage non stop trail run of approximately 102 miles along the Cotswold Way from Chipping Campden to Bath. The route is very hilly with varied surfaces and includes live tracking, aid stations and medical support.