Trail Running calendar near Woking 2026-2027

Tackle chalk climbs, ridgelines and singletrack at Beat Box Hill, with distances from 21k to 50k and charity places. Marked routes, marshals, chip timing and a finish village with food and a themed medal await.

Choose a scenic 10k or shorter 5k through the Chiltern Hills around Frieth, combining woodland paths and country roads. Expect rolling climbs and panoramic views for a rewarding, hilly challenge for road and trail runners.

Enjoy a scenic 10k through the woodlands of Limpsfield Common and High Chart in Oxted Surrey, with rolling climbs and a downhill finish. Single lap route suits trail runners seeking a challenging rewarding outing.

Join the Grafham Water Trail Races on 11 October 2026 with 10k and half marathon routes from Marlow Park around the reservoir on fully marked trails. Enjoy scenic water views, marshalled support and a finishers medal for all.

Run and support local schools at the FOOBS Trail and Fun Runs in Old Basing on 11 October 2026. Scenic community trails offer a 2K family fun run or chip timed 6K and 10K routes, with post run treats and plenty of local support.

A 100 mile trail race from Goring and Streatley using Thames Path and the Ridgeway, featuring four 25 mile out and back legs, 16 aid stations and a 28 hour cutoff; entrants must meet a 50 mile qualifier and be 20 or older.

An annual 25 km or 50 km countryside challenge around Kent, Surrey and Sussex with written route instructions, checkpoints and food included; participants aim to complete their chosen distance within ten hours.

Roughly 12K trail run on bridle paths and the Imber Range near the Westbury White Horse on 18 October 2026. Limited to 200 places so book early for a bespoke finisher medal and category prizes.

Woodland half marathon and 10k at Bedgebury National Pinetum & Forest on 18 October 2026, with downloadable route maps, a bespoke medal, free photos and limited free parking.

A trail race weekend at Bede's Prep School near Beachy Head offering Ultra, Marathon, Half Marathon and 10k distances. Runners note scenic views, steep hills, clear signage and strong marshal support.

A point-to-point ultra along the Thames Path and Ridgeway covering around 47 miles from Iffley to Henley-on-Thames, with mixed riverside trails, five aid stations, GPS tracking and mandatory kit requirements.

A 30-mile out-and-back ultra along the River Stort and Lee navigations, mostly flat grassy trail with checkpoints about every 5 miles and four- and eight-hour cut-offs. Based at Hockerill Sports and Social Club with medals and trophies for..

A Halloween-themed night run at Irchester Country Park offering a 5k race and a 2k family fun run on marked woodland trails. Entries include a finishers medal, free event photos and Halloween-themed chocolates.

A 5 mile timed, self-navigated night trail on 30 October 2026, run mostly through forest and downland. Fancy dress is encouraged with trophies and a post-run dessert for winners, and a tail runner will sweep the course.

A single-loop 50K trail ultramarathon in the Chilterns on 31 October 2026, starting and finishing in Berkhamsted with marked navigation, three aid stations and a 9 hour time limit.

Join a devilish 6.66 km Halloween trail at Brewery Fields, Great Baddow on 31 October, a fun fancy dress event rather than a race. Limited to 50 places, finishers get a medal, drink and costume prizes and a GPX route is provided.

The The Maverick Hampshire Dark Gravel will take place in Farnham on Saturday 31 October 2026. You can run between 5 and 15 kilometers.

Trail races in Wendover Woods, Buckinghamshire offer marathon, half marathon, 10k and a junior 1k on hilly forest trails with mixed terrain, onsite facilities and event medals and photos; there is a six hour cutoff.

Join Enigma Fireworks on 6 and 7 November 2026 for marathon and half marathon loops around scenic Caldecotte Lake. Enjoy waterside views, lap support and a bespoke finisher medal to light up your race season.

Take on flat, scenic laps along the Thames towpath in Walton on Thames with flexible starts and distances from 5 km to ultra. Limited places, aid stations, digital results and medals make this a friendly, festival style challenge.