Trail Running calendar near Windsor 2026-2027

The Ashtead 10k will take place in Ashtead on Sunday 13 September 2026. You can run 10 kilometers.

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.

Explore Kent's countryside on the Triple Trail Races, with 25 km, 50 km and 100 km options that thread the North Downs Way, Greensand Way and Weald Way past woodlands, orchards and Leeds Castle. Finish at Loddington Farm race village with f..

BigSky is the Air event in the Classic Element Trail Series at Hyde Common, New Forest, offering 18 miles, a marathon and a 50 km ultramarathon with marked routes, multiple aid stations and mandatory personal hydration.

Trail races around Clipston offer a half marathon and a 5 mile country run across bridleways, footpaths and minor roads. The course gains 237 m and all finishers receive a medal and homemade cake.

Run looped, technical trails through the New Forest from Avon Tyrrell, with a Grade I listed manor as a backdrop. Pick your distance on the day from 5K to ultra and earn a medal for completing one loop or more.

A marathon and half marathon along the Ouse Valley Way in Huntingdonshire on 20th September 2026, finishing in Earith. Both routes are very low elevation and run on grass, gravel and tarmac with route maps and GPX files available.

A looped trail event in the Chilterns with a 50 km main route plus 25 km and 10 km options. Henley Showground basecamp offers camping, catering, shuttle services, rest stops, medical cover and GPS tracking.

A 10 mile trail race at Chilton Manor Farm with a one mile yew tree lined finish, mixed off-road terrain and views toward Winchester and the South Downs. Entry includes a sustainable finisher medal, timed results and water stations.

A seasonal running event at Bullbanks Farm near Colchester on 27 September 2026 offering 10K, 5K and a 1K family run. The course uses traffic free farm tracks with chip timing and an event village for families.

Trail runs at Salisbury Racecourse across marathon, half marathon and 10k routes through undulating downland, woodland and Martin Down Nature Reserve, with several archaeological features along the courses.

Volunteer run charity 10k and 3k in Grantchester on 27 September 2026 supporting Maggie's Centre Cambridge and ACT. Courses run on farmland with chip timing, medals for finishers and on site refreshments.

A ten mile traffic free trail race at Eridge Park on 27 September 2026 with steep climbs, muddy sections and varied scenery. Organised by Tunbridge Wells Harriers, finishers receive a memento plus cake and a pint.

Run as many 3.3 mile laps as you can in six hours around leafy Coombe Abbey Park, with mainly flat stone paths and a meadow section that may get muddy. Choose a medal or an eco friendly tree token and refuel at the on site cafe.

Tackle 100 mile across the rolling South Downs, starting and finishing at Plumpton Racecourse. With 12,000 ft of ascent, scenic views and a 34 hour cutoff, this autumn single loop ultra is a true test.

Run to the Sea Bournemouth is a scenic 50 km point to point ultra from Moors Valley to Hengistbury Head on 3 October 2026. Expect flat forest trails and seafront running, four feed stations, tracking and a bespoke medal.