Trail Running calendar near Sheerness 2026-2027

A looped trail event from Maidstone in the Kent Downs offering supported 50 km, 25 km and 10 km options with covered rest stops, GPS tracking, camping and shuttle services at the Kent Showground basecamp.

Test your endurance at Turvey House with a 6.7 km loop every hour on the hour. Choose to run solo, in a pair, or join the capped eight hour challenge in this unique last person standing format.

Experience a fast and flat trail run through the serene landscapes of Dunwich. Choose from four distances ranging from 10K to Ultra on a fully marked course featuring forests, beaches, and moorland.

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.

Discover the scenic trails of the Chiltern Hills in this guided 21 km autumn running adventure. Led by qualified guides, this event focuses on group camaraderie and trail techniques across beautiful undulating woodlands.

Test your endurance at Pippingford Park with 10 laps in 10 hours. Choose between three different loop distances on a private estate and earn your finisher shirt based on your performance in this unique timed challenge.

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.

Experience a 20 mile looped trail run starting and finishing inside the historic 18th Century Landguard Fort. Runners will cross nature reserves and river estuaries along the diverse Suffolk coastline.

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.

Run a scenic and flat 10k course featuring coastal paths along the Dengie peninsula and town streets. Starting at the Dengie Hundred Sports Centre, this event offers free parking and a variety of terrains for all participants.

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.

Join this annual cross country challenge through the footpaths of Kent, Surrey, and Sussex. Choose between 25km and 50km distances with full checkpoint support and post event catering included.

Run through the narrow, traffic-free trails of Bedgebury National Pinetum & Forest. Choose from a half marathon, 10k, or junior race on a scenic woodland course. Every finisher gets a bespoke medal and free photos.

Experience a premier trail running weekend in Eastbourne featuring an ultra, marathon, half marathon, and 10k. Run along the scenic Seven Sisters with well stocked aid stations and a supportive atmosphere for all participants.

Experience a scenic 30 mile ultra marathon along the River Stort and Lee navigations. This flat out and back course offers a fast trail experience with generous cut off times and supportive checkpoints.