Trail Running calendar near Southend-on-Sea 2026-2027

Trail event in Dunwich on 10 Oct 2026 offering 10K, half marathon, marathon and ultra on mainly flat coastal terrain. Electronic timing, a marked course and seasonal leaderboard points for finishers.

Experience the iconic trails of Surrey with a choice of three distances through woodland paths and ridgelines. Enjoy a chip timed challenge featuring elevation and scenic views at Box Hill.

A guided trail half marathon in the Chiltern Hills covering about 21.1 km with roughly 300 m of ascent. Runners are grouped by ability and accompanied by qualified Run Leaders, with a midway refreshment point and a finisher’s medal included..

Fortitude Ultra at Pippingford Park is a 10 hour, 10 lap endurance challenge on roughly 3, 4 and 5 mile loops with up to 215 m elevation per lap. Finishing grade is set by the shortest loop completed and entrants receive a medal and shirt.

Experience an autumn trail run through ancient woodland at the Epping Forest Wildwood Trail Series. Choose between a 10K or Half Marathon course on fully marked paths with a strong focus on sustainability.

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.

A looped 20 mile trail race on 11 October 2026 that starts and finishes inside Landguard Fort in Felixstowe. The course crosses nature reserves, estuaries and the port and includes three feed stations and a drop bag facility.

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.

Experience the scenic Cambridgeshire countryside with 10k and half marathon trail races around Grafham Water. These fully marked and marshalled routes offer beautiful reservoir views and a variety of local tracks.

The FOOBS Trail and Fun Runs return in October. Choose from a chip timed 10K, 6K, or a family friendly 2K fun run through the countryside near Old Basing. The event supports local schools through community fundraising.

A flat, single lap 10K on 11 October 2026 around the Dengie peninsula with coastal sea wall and countryside sections, finishing at Dengie Hundred Sports Centre. Free parking and changing facilities are available.

The Frappadingue Gravelines will take place in Gravelines on Sunday 11 October 2026. You can run between 6 and 12 kilometers.

Experience a scenic 15 km trail run starting from Tring and traversing the Ashridge Estate. This historic race features the Ridgeway path and provides participants with the choice of a finisher t-shirt or planting a tree.

A circular 13.1 mile trail half marathon at High Lodge in Thetford Forest, featuring mixed forest and hard-packed trails, cupless water stations, manual timing, and a 3.5 hour cut-off; minimum age 17.

A 100 mile trail race based at Goring & Streatley on the Thames Path and Ridgeway, run as four 25 mile out and back legs. The event features 16 aid stations, a 28 hour cut off, medical cover and specific qualification and kit requiremen..

An annual 25 km or 50 km challenge walk, jog or run in the Kent Surrey and Sussex countryside, based at Edenbridge Cricket Club. Entrants get GPX and what3words guidance and food plus checkpoints and professional first aid.

Trail races through Bedgebury National Pinetum offering Half Marathon, 10k and a junior race with route maps, GPX files, a bespoke medal and free photographs.

Beachy Head Marathon Weekend is a multi-distance trail event at Bede's Prep School on 24 October 2026. Races include Ultra, Marathon, Half Marathon and 10k; runners note scenic, hilly routes and strong volunteer support.

A 30 mile out and back along the River Stort and Lee Navigation on mostly flat grassy and gravel trails, with checkpoints every five miles, electronic timing and a finisher medal; trophies for the top three men and women.

ATW Grafham 5K and 10K at Grafham Water on 25 October 2026 features 5K and 10K races alongside the ATW Grafham Duathlon. Camping is available and the event supports Alzheimer’s Research UK.