Trail Running Calendar South East (England) 2026-2027

Guided 30 mile trail run on the North Downs Way around Guildford on 3 October 2026. Group paced with route support and basic kit guidance, recommended for runners who have completed long training runs.

Night trail races on the South Downs around Plumpton Racecourse begin at dusk and run into darkness, with 50 km, half marathon and 20 mile options. The course is fully marked and supported with aid stations and marshals.

Trail running at Queen Elizabeth Country Park on 3 October 2026 with five distances from 5 km to 51 km, routes on the South Downs Way through chalk downs, woodlands and ridgeways, and outposts on the longer courses for top-ups.

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.

A Thames Valley LDWA challenge walk in Marlow on 4 October 2026 offering three distances up to 50 km, limited to 150 entrants, with checkpoint timing, mandatory kit requirements and online entry.

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.

A RunForestRun organised in-person event at RAF Greenham Common offering a half marathon and a 10 km race on 4 October 2026, with tickets priced from £25.63 and a no refunds policy.

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 lap based Friday timed run on the Thames towpath offering distances from a single 3.28 mile lap up to ultra distances, with the ten pound charity entry supporting Rays of Sunshine and a special double sided medal.

Looped trail event near Maidstone through the Kent Downs with 50 km, 25 km and 10 km options. The route is fully signed and supported with covered rest stops, medical teams, GPS tracking and weekend camping at basecamp.

Trail races at Box Hill in Surrey with 21K, 31K and 50K options on marked routes. GPX files, chip timing and an event village with medals and post race food.

A ten hour lap event at Pippingford Park where participants aim to complete ten laps of roughly three, four or five mile loops. Each lap must finish back at the race village within the hour and the final grade is set by the shortest loop co..

A military style obstacle mud run at Hever Castle on 10 and 11 October 2026 offering 3K, 6K and 12K routes with replica Commando obstacles, an event village and a 2-hour survival experience.

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.

The Titsey Trail 10k is a community running event held on Sunday, 11th October 2026. Organized by runners for runners, it raises funds for a variety of local charities.

A community-run event in Old Basing with chip-timed 10K and 6K trail races plus a 2K family fun run, raising funds for Friends of Old Basing Schools.

A nighttime backyard ultra from Vigo Rugby Club that sends runners repeatedly on a 4.167 mile loop, starting each hour. Options include an open-ended Backyard Ultra or a 7 hour Challenge, with buckle and medal awards plus a team prize.

A 100 mile trail race from Goring & Streatley using Thames Path and Ridgeway routes in four 25 mile out and back spurs. The event has 16 aid stations, full medical support, a 28 hour cut off and mandatory kit and qualifier requirements.