Trail Running Calendar South East (England) 2026-2027

A trail running event at Breamore House offering 5k, 10k, 5k Canicross and a half marathon on mainly rural trails, with marshals, aid stations and finisher medals.

Multi terrain 10 km race starting and finishing at Windsor & Eton Brewery beside the River Thames. The route follows the Thames and Jubilee River and finishers receive a medal, a Windsor & Eton pint cup and a free drink.

A guided *10 km* trail run from Silent Pool near Guildford, using North Downs Way and Netley Heath paths, led by a qualified guide. Group-paced, two 2026 dates, £16 entry and car parking at the meeting point.

A trail championship at Matterley Basin near Winchester on 4 March 2026, offering 10 km and 20 km races run on 5 km laps with mass starts and on-course water stations.

A one-day event in the Chiltern Hills offering 10 km, 25 km and 50 km routes with marked trails, checkpoints and full medical support, raising funds for Humanity Direct's medical work for children.

Sussex Coastal Trail Run in Eastbourne on 7 March 2026 follows coastal paths by the Seven Sisters and the English Channel, offering 10K, half, marathon and ultra distances on chalk and forest terrain with marked routes.

Brutal at Chawton on Saturday 7 March takes you through Brick Kiln Farm and Chawton Forest, with mud, water, steep hills and technical trails for a true off road test. Canicross waves welcome dogs for a wild, fun run together.

Run scenic laps along the Thames towpath in Walton on Thames at the Ladybird Run, on flat off road trails with timed entries or a one hour rock up and run start window. Pick 5 km to ultra distances and complete as many laps as you like with..

A 13.1 mile out and back trail from Dorking to Leith Hill Tower with about 1,800 feet of ascent, four water stations and marshals on course. Entry includes a reusable medal, race number, beer and a cooked breakfast, with profits donated loc..

Take on Wight Riot at Hordle Cliff West for mixed terrain running along the coastal path with stunning views of the Isle of Wight and Sturt Pond. Choose distances from 5K to ultra and earn a medal for completing one lap or more.

A set of trail events across the South Downs near Steyning, featuring marathon, 30k and half marathon distances with UTMB Index registration, GPX routes and on-course drinks stations. Entry includes a medal, breakfast and photo download.

A women-only trail run at Culden Faw Estate, Henley on Thames on 8 March 2026 celebrating International Women’s Day. Routes of 3 km, 6 km and 13 km across woodland and rolling parkland with chip timing, medals and refreshments.

Join a scenic 10 km from Heathside Sports Ground along the River Darent through fields and village lanes around South Darenth and Horton Kirby. Friendly marshalled route with a medal and refreshments for finishers.

A 50 km trail ultra in the Chilterns on 14 March 2026, run as two 25 km loops from Stonor Park with 4,000 ft of climb, five aid stations, a 9 hour cut off and full course support.

A trail running event at Matterley Basin, Winchester on 14 March 2026 offering three routes from 5 km to 24 km across South Downs trails, with outposts, free parking and a reusable cup policy.

Three newly routed courses through the North Downs and the Greensand Ridge on 15 March 2026. Indoor checkpoints provide food and drink, there is an entry limit with a waiting list, and participants must carry route maps and basic navigation..

Take on Phoenix Running's Octopus Run on 15 March 2026 at Walton on Thames for a scenic towpath challenge along the River Thames, with distances from 5 km to ultra and flexible start times. Finish your effort and collect a bespoke finishers..

Winter's End is a South Downs trail event offering a 50 mile ultramarathon and two marathon options between Arundel, Queen Elizabeth Country Park and Winchester, with marked courses, aid stations stocked with PH 1000, bag drop and coach tra..

Guided 13 mile trail run around the Surrey Hills starting in Guildford, featuring the North Downs Way, St Martha's Church and views from Newlands Corner. Group paced event with kit support and an evening option.

Discover scenic trails at Stansted House on Saturday 21 March 2026, with options from 9.4 km hikes to 21 km trail runs suitable for all abilities. Finishers receive a metal medal, a finisher's gift and a drink, with timing by UK Running Eve..