Trail Running calendar near Maidstone 2026-2027

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.

Explore the Chiltern Hills on this guided trail half marathon. Runners are grouped by ability and led by qualified Run Leaders, with a refreshment point and finisher's medal included. The event starts near Tring Station, just northwest of L..

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.

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.

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.

The Autumn 100 is a 100-mile trail race from Goring, using the Ridgeway and Thames Path in four 25-mile spurs. It features 16 aid stations and can be fast in good conditions, but runners must also prepare for long hours of darkness and clas..

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..

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.

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.

An autumn/winter ultra on classic Chiltern trails. This single-loop 50K starts in Berkhamsted, following The Ridgeway and Chiltern Way with scenic views. The fully-marked course has a 9-hour limit and is a UTMB World Series Index Race.

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.

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.