Trail Running calendar near Aylesbury 2026-2027

Guided 30 mile trail run on the North Downs Way from St Martha's Hill, featuring Box Hill and Denbies Wine Estate. Group-paced with coach support, aimed at first-time ultra runners; a post-run alcohol-free beer may be provided.

Wild Run Cotswolds showcases rugged off road trails on a private estate with fully marked routes, chip timing and a family friendly supporter zone. Entries are limited to 600; choose 10K, half, marathon or the six hour 360 challenge.

Scenic out and back races along the Thames Path from Petersham & Ham Sea Scouts HQ to Barnes, offered as 10 km, half marathon and marathon options with staffed checkpoints and medical cover.

A Thames Valley LDWA challenge walk from Marlow offering 25 km, 40 km and 50 km routes through the Hambleden and Stonor valleys, limited to 150 places with checkpoints, food provisions and required safety equipment.

A coastal ultramarathon of about 75 miles along the Essex saltmarsh from South Woodham Ferrers to Salcott, offering two day, continuous and three person relay options with GPS tracking, regular aid stations and downloadable GPX routes.

Test your endurance at MacTuffX Brierley Hill in October 2026. Choose between 400m and 800m intervals in solo, double, or relay formats for a unique racing experience. This event is open to all participants aged 18 and over.

Experience a scenic multi terrain race through East Grinstead dedicated to local charities. This friendly event features a flat course along bridleways and residential roads with chip timing and a sustainable finisher medal.

Timed trail event in the Forest of Bere using a 3.28 mile out and back lap with distances from 5 km to ultra. Aid station offers sweet and savoury food including potatoes and vegan options; 20% of proceeds support Forestry England.

Half marathon and 10km around RAF Greenham Common in Berkshire on a flat, traffic free course. The in-person event supports New Life Special Care Babies and includes water stations and a children’s race.

A point to point marathon on 4 October 2026 from Salisbury to Winchester along the Clarendon Way. Over 90% of the 26.2 miles is off road and a five mile Mini option is also available.

A chip timed 10 km trail race on 4 October 2026 through Somerset countryside, passing a prehistoric long barrow. The event includes a bespoke medal, Race Nation app support, camping nearby and proceeds shared with two charities.

A flexible 6-hour timed run along the flat Jubilee River towpath. Run one 5.24-mile lap or see how many you can complete. The scenic route passes through countryside with views towards Windsor Castle.

A six hour trail event at Sence Valley Forestry Park on a **3.3-mile** hilly loop; participants complete as many laps as they can within the time limit. Canicross and rucking are permitted, and entrants may choose a medal or a tree-planting..

A trail event on 10 October 2026 near Maidstone offering 50 km, 25 km and 10 km loop options with covered rest stops, GPS tracking and weekend camping. Medical support, catering and shuttle transfers are provided.

An ultramarathon at Turvey House where runners repeat a 4.167 mile loop every hour. Solo, paired, and time capped options are available, with chip timing, an aid station, first aid, porta loos, and prizes.

At Cheltenham Racecourse on Saturday 10 October 2026, the Inflatable 5K offers 2.5 km, 5 km, 10 km and 15 km lap options with giant inflatables, music zones and finishers medals. Children 5 to 15 must run with a paying adult.

Experience the iconic trails of Surrey with a choice of three distances through woodland paths and ridgelines. Enjoy a chip timed challenge featuring elevation and scenic views at Box Hill.

A 55 km circular trail in the Forest of Dean that requires GPX navigation across single track, ridges and riverside sections. The event offers staffed aid stations, canicross category, support vehicles and a finishers medal.

A guided trail half marathon in the Chiltern Hills covering about 13 miles with 300 m of ascent. Groups are led by qualified Run Leaders, there is a stocked refreshment point and participants receive a finisher's medal.

Fortitude Ultra at Pippingford Park is a 10 hour, 10 lap endurance challenge on roughly 3, 4 and 5 mile loops with up to 215 m elevation per lap. Finishing grade is set by the shortest loop completed and entrants receive a medal and shirt.