Trail Running calendar near Maidstone 2025-2026

We have found 272 Trailruns within 80 miles of Maidstone. See below where and when you can find the races.

The The Druid's Challenge will take place in Tring on Friday 7 November 2025. You can run 86 miles.

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The Dirt Half Challenge is a trail half-marathon held in Leighton Buzzard, Bedfordshire. The course covers roughly 13.1 miles, starting in the historic town and weaving anticlockwise around Tiddenfoot Waterside Park, along the Grand Union Canal towpath to Stoke Hammond, through countryside to Great..

Freedom Racing - 5 Trails Ultra & 3 Trails takes place on 8 November 2025 at Westerlands, Graffham, Petworth, GU28 0QJ. The organiser is listed as Serpent Trail. Entries open 7 March 2025 and close 6 November 2025. The minimum age is 16 on the event date. Entry fees shown are £70.00 for the 5 T..

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South Downs Trail Run starts from Glorious Goodwood at Goodwood Racecourse in the South Downs National Park, with views across the downs and distant sights of the North Downs, Chichester Harbour and the Isle of Wight. Runners choose from three off-road distances: 21km, 19km and 12km. The course runs..

The Remembrance Day Run - South, hosted by Saturn Running, takes place in Surrey at the Wraysbury Skiff and Punting Club along the scenic River Thames in Egham. This 7-hour time challenge allows participants to run multiple laps of a 4.37-mile (7km) course, which features a mix of well-made paths, t..

Remembrance Sunday 2025 is a unique running event scheduled for November 9, 2025, in Brightlingsea, Essex. Participants can engage in a traffic-free, looped trail course, with options to run a marathon or half marathon within a six-hour time limit. The event features an 11 am silence to honor milita..

The SATURN Remembrance Day Run 2025 - South is a commemorative running event held at Wraysbury Skiff & Punting Club, Egham, along the scenic River Thames. Participants can run a flexible distance within a 6 hour and 32-minute timed challenge, with laps of approximately 7km (4.37 miles) or a shorter..

The Canvey Island Trail Run is a timed anti-clockwise loop around Canvey Island, starting and finishing at Waterside Farm Leisure Centre. The course runs along the sea wall, mixing concrete and coastal trails as part of the King Charles III England Coast Path. A planned pub stop around the 10 km mar..

Centurion Running's Wendover Woods 50 is a 50-mile ultramarathon held in Wendover Woods, Aston Hill, Halton, Aylesbury. The course comprises five 10-mile forest loops on soft trails and tracks through Wendover Wood, offering runnable descents, steep ascents, and technical sections, with a total elev..

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The Rugged Radnage 10K Run, held in the Chiltern Hills near Radnage village, offers a challenging mixed-terrain course featuring roads, trails, footpaths, woods, and fields with notable ascents and descents. The event includes both 5K and 10K distances, with the 5K covering half of the 10K route. It..

The Les Foulées Vétiéglisoises will take place in Vieille-Église on Sunday 16 November 2025. You can run between 5 and 10 kilometers.

The 666 Trail Run, organized by Ashford Tri Club, is a unique trail race held in Kings Wood, Challock, Ashford. Established in 2010, the event features a 6.66-mile course through woodland terrain, offering a challenging and scenic run. The race is known for its "devilishly good" distance and slightl..

Roly's Run 2025 takes place on Sunday 16 November 2025 in the Meon Valley, Hampshire. Race HQ is at Swanmore Village Hall, New Road, Swanmore, SO32 2PF. Entries open 20 March 2025 and close 10 November 2025; there were 176 participants listed at the time of publication. The event is organised by CH..

The 5th Sundon Saunter is a long-distance walking event held on 16 November 2025. The venue is Barton-le-Clay Village Hall, MK45 4JY (grid ref TL 083 307). Parking is available at the village hall or at Arnold Academy, Hexton Road, MK45 4JZ (grid ref TL 086 305). Entries open on 1 September 2025 an..

Devil's Punchbowl 10km is a guided trail run around the Punchbowl in Hindhead, Surrey. The 10km route follows scenic trails with several hills, run at a group pace rather than a race. It suits those new to trail running or who prefer running with others, especially at dusk or night.Top views are pau..

The STAR Backyard PEASLAKE is a trail running event organised by Surrey Trek and Run at Peaslake Community Hall, Peaslake, Surrey (GU5 9RR). It is the first of a three-event STAR Backyard series, with Holmbury St. Mary and Shere to follow. The event runs for three hours and asks participants to com..

The Zigzag Turkey Trot Challenge is a six-hour timed running event held at the Suffolk Running Centre in Bury St Edmunds. Participants start together and run as many laps as possible on the undulating, multi-terrain Back Quack route, with an aid station available each lap. The event caters to all le..

The RunUk Kingston 10k is a scenic running event starting and finishing at the Kingston Hawker Centre in Surrey. The course takes runners through the streets of Kingston and along the picturesque river towpath, offering a vibrant atmosphere supported by local organizations. Participants receive a fi..

The ATW Wendover Woods Trail Run & Canicross takes place in the scenic Wendover Woods, located at the highest point in the Chilterns near Aylesbury. Participants can choose from a 5K, 10K, or Half Marathon trail run, all set on well-prepared, traffic-free woodland trails offering stunning countrysid..

Serpent Trail Ultra Run is a 30-mile trail event starting and finishing in Haslemere, Surrey. It showcases the best parts of the Serpent Trail and the Sussex Border Path, with a hilly profile that includes climbs toward Blackdown and a stop at the Temple of the Winds lookout for views over the South..