Trail Running calendar near Seaford 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 chalk climbs, ridgelines and singletrack at Beat Box Hill, with distances from 21k to 50k and charity places. Marked routes, marshals, chip timing and a finish village with food and a themed medal await.

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.

Enjoy a scenic 10k through the woodlands of Limpsfield Common and High Chart in Oxted Surrey, with rolling climbs and a downhill finish. Single lap route suits trail runners seeking a challenging rewarding outing.

Run and support local schools at the FOOBS Trail and Fun Runs in Old Basing on 11 October 2026. Scenic community trails offer a 2K family fun run or chip timed 6K and 10K routes, with post run treats and plenty of local support.

A 100 mile trail race from Goring and Streatley using Thames Path and the Ridgeway, featuring four 25 mile out and back legs, 16 aid stations and a 28 hour cutoff; entrants must meet a 50 mile qualifier and be 20 or older.

An annual 25 km or 50 km countryside challenge around Kent, Surrey and Sussex with written route instructions, checkpoints and food included; participants aim to complete their chosen distance within ten hours.

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.

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 night trail run at Stonor Park near Henley-on-Thames with three route distances from 7 km to 17 km. Middle and long routes have one outpost each; bring a headtorch and a reusable cup; headphones are not permitted.

Three waymarked trail routes from Stonor Park through the Chilterns AONB, featuring steep sections, wildlife sightings, on-course outposts and event amenities including free parking, timing, results and a finisher medal.

Run from Alexandra Gardens in Windsor along flat, fast off road trails through parkland and woodland. Choose 10K or half marathon with chip timing, free photos and an event village serving food and giveaways.

A riverside Time Challenge in Surrey with signed laps, medals from 3 km, distance pins for longer finishes, aid stations and a vegan goody bag option.

Join the Remembrance Run on 8 November 2026 for a scenic timed challenge along the River Thames where you pick your distance from 3 km up to ultra. A two minute silence will be observed and finishers from 3 km receive a medal.