Trail Running calendar near Chiddingly 2026-2027

An obstacle mud run at Hever Castle on 10 and 11 October 2026 offering military style obstacles across three distances. Courses include 3K, 6K and 12K with junior entries and an event village for spectators.

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 fundraising running event in Old Basing featuring chip timed 10K and 6K trail races plus a 2K family fun run. The event offers medals, prizes and refreshments with proceeds supporting Friends of Old Basing Schools.

A single-lap 10K on 11 October 2026 around Burnham on Crouch, featuring sea wall coastal paths and countryside trails. The event is based at Dengie Hundred Sports Centre with free parking, facilities and post-run food and drink.

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.

An annual 25 km or 50 km challenge across Kent, Surrey and Sussex footpaths, navigated from written route directions with checkpoints, food included and a ten hour completion objective.

A guided 10 miles trail run around the Chilterns, following canals and reservoirs and passing Britain’s oldest post windmill. The event includes a run leader, trail technique instruction and a finisher’s medal.

Woodland half marathon and 10k at Bedgebury National Pinetum in Kent on 18 October 2026, with traffic-free forest trails, downloadable GPX maps, medals, free photos and limited free parking.

An off‑road cross‑country race in Hardwick, Buckinghamshire, covering about 6 miles across varied terrain and water crossings. Entry is limited to 300 runners, with medals and category prizes including team awards.

A 10K trail run through the private grounds of Hole Park in Cranbrook, Kent on 18 October 2026, featuring parkland and woodland sections, timed results, official photography and bespoke finisher medals.

The Blackdown Hill Challenge on 18 October 2026 is a trail running event from Fernhurst Recreation Ground to the Temple of the Winds, featuring a 866 ft climb and wide views. A shorter adult trail of about 4.5 km is also offered.

Beachy Head Marathon Weekend runs multiple trail distances from a 10k to an ultra near Bede's Prep School in BN20 7XL on 24/10/2026. Runners comment on clear signage, friendly marshals, stocked aid stations and hilly coastal terrain.

A 30 mile out and back ultra along the River Stort and Lee navigations on the Hertfordshire Essex border, mostly flat grassy and gravel trail with checkpoints every 5 miles, electronic timing, medals for finishers and trophies for top three..

A hip-hop themed coastal run at Milford on Sea with mixed terrain and coastal views. Runners choose distances from 5 km to ultra-marathon, completing 5.3 km out and back laps with an aid station and themed medal.

A timed, self-supported anti-clockwise loop around Canvey Island starting and finishing at Waterside Farm Leisure Centre, with a pub check at about 10 km, a four hour cut off, and a route mainly on sea wall and coastal paths.

An off-road event south of Canterbury offering marathon and half marathon routes across scenic trails and country lanes. Checkpoints, mandatory kit requirements, OpenTracking and Event HQ facilities are provided.

Looped races at Chalfont Park and Chalfont St Peter let runners choose distances from a 7K loop to multi lap ultras. Aid station, clear course marking, crew support and medical cover are provided.

A five mile night trail run at The Plough and Harrow in Litlington on 30 October 2026, self navigated via GPX with a tail runner, timed results, Halloween fancy dress prizes and an age limit of 18 plus.

A single loop 50K trail race on 31 October 2026 around the Chilterns, starting and finishing at Berkhamsted Cricket Club. Fully marked route with three full aid stations, around 800 m elevation and a 9 hour cutoff, limited to 350 runners.