Trail Running Calendar South East (England) 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.

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..

The Gatliff Marathon is an annual countryside challenge with 25 km and 50 km options. Walk, jog, or run on footpaths through Kent, Surrey, and Sussex, aiming to finish within 10 hours. Food, drink, and a finish line certificate are all incl..

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 47-mile point-to-point ultra along the Thames Path from Iffley to Henley-on-Thames. The course mixes riverside trails with road sections and is a UTMB index race. Support includes five aid stations, GPS tracking, and a baggage transfer.

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.

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.

Join Enigma Fireworks on 6 and 7 November 2026 for marathon and half marathon loops around scenic Caldecotte Lake. Enjoy waterside views, lap support and a bespoke finisher medal to light up your race season.

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 royal Berkshire on a flat trail course this autumn. The Windsor Trail Run offers a choice of a 10k or half marathon distance starting from Alexandra Gardens. Enjoy a chip-timed race with scenic views and post race goodies.

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.