Trail Running calendar near Bourton-on-the-Water 2025-2026

Take on the Chiltern 50 Ultra Challenge from Henley Showground and enjoy looped trails through the rolling Chiltern countryside, with walk, jog or run options to suit every pace. Basecamp adds camping, a Saturday meal and shuttle service.

Run through ancient woodland in the Forest of Dean at the Autumn Half Marathon starting and finishing at Speech House. This scenic 13 mile trail on well marked tracks supports local charities and awards a medal to every finisher.

Experience Cranborne Chase from Salisbury Racecourse on scenic undulating trails. Choose marathon, half marathon or 10k along ancient droves and woodland tracks, with parking, showers and a medal for every finisher.

Take on the scenic 50 km challenge through Epping Forest in London on 3 October 2026. Enjoy sweeping trails, leafy views and a rewarding long distance test for experienced runners.

Wild Run Cotswolds invites trail lovers to Cornbury Park for scenic, undulating single loop routes from 10K to the marathon plus a six hour 360 challenge. Family friendly, fully marked and marshalled, entries limited to 600 runners.

Enjoy scenic undulating forest trails at Alice Holt with 5k, 10k, Half Marathon and junior distances run over 5k loops. The event is postponed until Spring 2026 and raises funds for GUTS to support bowel cancer detection and research.

Join a guided 30 mile trail run from St Martha's Hill through the Surrey Hills, with views of Box Hill and Denbies Wine Estate. Run as a friendly group with an experienced ultra runner and coach to guide you every step of the way.

RunThrough UK invites runners to the Cannock Chase Running Festival at Birches Valley, a scenic forest course offering half marathon, 10K, 5K and junior races. Expect chip timed results, themed medals and a lively event village.

Tackle rolling climbs and sweeping Chiltern views at the Frieth Hilly 10 km and 5 km Run, set on mixed woodland paths and country roads. Expect a scenic but challenging route between Frieth and neighbouring villages.

Run scenic, undulating trails around Carsington Water with a choice of Half Marathon or 10K on reservoir loops. Celebrate at the event village with a themed medal, water and festival goodies and GPX files to preview the course.

Take on Autumn 100, a scenic 100 mile trail challenge around Goring and Streatley along the Ridgeway and Thames Path. Four 25 mile out and back spurs, 28 hour cutoff and a field limited to 250 starters make for a classic long distance test.

Blaze the Biblins is a lively 6 miles trail race through ancient woodland, riverside paths and historic ironworks, featuring climbs and technical single track. Enjoy prizes, a memento and post race tea and cake; entries are limited.

Creepy Crawl on 21 October 2026 at Pengethley Manor offers 5k to ultra distances on a challenging off road loop through hills and two vineyards. Ideal for runners and walkers craving a scenic, gritty test of endurance.

Run a scenic 47 miles point to point along the Thames Path from Iffley to Henley, mostly trails with some road sections and up to 947 ft of climbing. Finish at the YMCA with hot food, showers and a lively post race vibe.

Join the Windsor Trail Run on Sunday 8 November 2026 in Alexandra Gardens, Windsor for 10K and half marathon off road routes through royal Berkshire. Chip timed races, friendly marshals, an event village and tasty post race goodies await.

Explore ancient woodland and open heath in the New Forest with 10 km, 17 km or 22 km trail options. Enjoy waymarked gravel paths, on course support and a finisher medal, and note water stations are plastic free so bring a reusable cup.

Join a guided 10km trail run around the scenic Devil's Punchbowl in Hindhead, with climbs and a summit pause to soak up the view. Enjoy sunset sessions or headtorch night runs led by an experienced trail coach in a friendly group.

Join a guided 30 mile group trail run from Haslemere led by an experienced ultra coach, through ancient woods, heath and valleys with views from the Temple of the Winds to the South Downs. Suitable for trained runners; tickets sold out.

Test your trail legs on Box Hill Vertical KM, a guided 12.5 mile run near Dorking that crams 1000 metres of ascent into a scenic but technical route. Run as a group through woodland, heathland and open fields with kit support and shoe trial..

Enjoy a scenic winter run around Carsington Water with half marathon and 10K options on Saturday 5 December 2026. Undulating reservoir trails, kilometre markers and a themed medal make this RunThrough event a rewarding lakeside challenge.