Trail Running calendar near Telscombe Cliffs 2026-2027

Looped 50 km, 25 km and 10 km routes from a Maidstone basecamp travel the North Downs Way, the River Medway and past Leeds Castle with covered rest stops, GPS tracking, camping and finisher medal and t shirt.

Tackle iconic Box Hill on a trail running challenge in Surrey. Choose from 50k, 31k, or 21k distances on a clearly marked course with marshal support. Finish in the event village to collect your medal and post race goodies.

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.

Run a beautiful single lap through the autumn woodlands of Limpsfield Common. The 10k trail course features gentle slopes and a mostly downhill finish. Participants receive a medal, a finisher's T-shirt, and enjoy a supportive community atm..

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.

This 10k starts and finishes at the Dengie Hundred Sports Centre. The flat, single-lap route takes in sea wall paths, open countryside trails, and town streets. Free parking and facilities are available on-site.

Event Overview The Autumn 100 is a 100-mile continuous trail race. It takes place in the villages of Goring & Streatley on the River Thames. The event is scheduled for 17 October 2026. Course Details The course is shaped like a cross an..

Event Overview The Gatliff Marathon is an annual challenge event offering walkers, joggers, and runners a choice of 25 km or 50 km distances. It takes place on rural footpaths and tracks in the Kent, Surrey, and Sussex countryside. The even..

Woodland half marathon and 10k at Bedgebury National Pinetum & Forest on 18 October 2026, with downloadable route maps, a bespoke medal, free photos and limited free parking.

A trail race weekend at Bede's Prep School near Beachy Head offering Ultra, Marathon, Half Marathon and 10k distances. Runners note scenic views, steep hills, clear signage and strong marshal support.

A 30-mile out-and-back ultra along the River Stort and Lee navigations, mostly flat grassy trail with checkpoints about every 5 miles and four- and eight-hour cut-offs. Based at Hockerill Sports and Social Club with medals and trophies for..

A 5 mile timed, self-navigated night trail on 30 October 2026, run mostly through forest and downland. Fancy dress is encouraged with trophies and a post-run dessert for winners, and a tail runner will sweep the course.

A single-loop 50K trail ultramarathon in the Chilterns on 31 October 2026, starting and finishing in Berkhamsted with marked navigation, three aid stations and a 9 hour time limit.

Join a devilish 6.66 km Halloween trail at Brewery Fields, Great Baddow on 31 October, a fun fancy dress event rather than a race. Limited to 50 places, finishers get a medal, drink and costume prizes and a GPX route is provided.

Run a night trail through Alice Holt Forest on a 5 km loop system. Choose your distance from 5 km, 10 km, or 15 km on wide gravel tracks lit by head torches. After the run, warm up by a fire pit with some food.

Trail races in Wendover Woods, Buckinghamshire offer marathon, half marathon, 10k and a junior 1k on hilly forest trails with mixed terrain, onsite facilities and event medals and photos; there is a six hour cutoff.

Take on flat, scenic laps along the Thames towpath in Walton on Thames with flexible starts and distances from 5 km to ultra. Limited places, aid stations, digital results and medals make this a friendly, festival style challenge.

A nighttime trail run on the historic Stonor Park estate in the Chiltern Hills. Choose from three courses, from 7 km to 17 km, run under headtorches. The event is plastic-free, so bring your own reusable cup.

Run through the scenic Chilterns from historic Stonor Park. Choose from three trail distances, each with its own challenges and autumn views. The event is dog-friendly and emphasizes a reusable cup policy at its aid stations.

Run through the historic trails of Windsor in this November half marathon and 10k event. The flat, off-road course starts at Alexandra Gardens and offers a chip-timed race with scenic views. Enjoy the event village and post-race goodies aft..