Trail Running calendar near Maidstone 2025-2026

We have found 279 Trailruns within 80 miles of Maidstone. See below where and when you can find the races.

The Zig Zag Marathon and Half Marathon take place at the Suffolk Running Centre in Bury St Edmunds, UK. The marathon follows the officially measured, scenic Kirtling Route, which is fully on road and mildly undulating, while the half marath..

Join the Oliver Fisher 10k, 5k and junior run at Milton Creek Country Park for a scenic off road race supporting the Oliver Fisher Special Care Baby Trust. Enjoy park views, medals and fundraising for the neonatal unit.

Run through the scenic Rathfinny Wine Estate vineyard on a challenging off road 10.7 km loop or double it for a 21.4 km half marathon. Carbon neutral event supporting the WOLO Foundation with free charity places and recycled medals.

Take on the Greenway Challenge in Letchworth Garden City: a self guided 13 mile clockwise run starting and finishing at Standalone Farm. Enjoy marshalled crossings, a wooden medal, and cake at the finish while supporting Headway Herts.

Take on the Midhurst Milers Cocking 10k, a hilly, scenic trail across the South Downs featuring steady climbs and a fast downhill finish. Limited online entries make this a must book for trail lovers chasing views and a rewarding run.

Five Rivers Ultra is a scenic point to point ultramarathon circumnavigating five coastal estuaries between Suffolk and Essex and finishing in Harwich. Choose 100 mile, 50 mile or 50 km routes mostly on grass and trail with GPX navigation an..

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Tackle the scenic and challenging North Downs Way 50, a 50 mile trail run from Farnham to Knockholt Pound on 16 May 2026. Expect rolling hills, great trail views, well stocked aid stations and a friendly Centurion Running race atmosphere.

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Run the scenic Berkshire Downs at the Compton Downland Challenge on 16 May 2026, with 26.8 mile or 16 mile trail options along the ancient Ridgeway. Expect climbs, muddy paths, aid stations, chip timing and a hearty post race BBQ.

The Reigate Priory Park 10K is a scenic charity fun run held in Priory Park, Reigate, Surrey. The course features a 250-meter start plus four laps on an accurately measured, gently undulating cross-country terrain surrounded by lush greener..

Run 50 km along the South Downs Way from Falmer to Beachy Head across rolling chalk downs, farm tracks and woods. Mostly runnable with 3,600 ft ascent, it finishes dramatically on the white cliffs for stunning coastal views.

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Take on the London to Brighton Ultra on 23 and 24 May 2026, a scenic 100 km trail from Richmond to Brighton with about 1500 m of climb across the North and South Downs. Shorter distances, one and two day formats and camping are available.

Explore the Surrey countryside at The Fox, a trail running festival offering distances from 20K to 62K that all finish in Godalming. Enjoy scenic singletrack, regular aid stations and a friendly atmosphere on Saturday 23 May 2026.

Tackle the stunning Seven Sisters Half Marathon on the South Downs, a 13.5 mile single loop that crests the iconic cliffs, crosses Beachy Head and winds through Friston Forest. Expect rolling hills, mostly runnable trail and unforgettable c..

Join a scenic 26.2 mile marathon in Richmond Park over three laps of the Tamsin Trail and park perimeter. A 3 mile kids challenge follows, with on course drink stations and medical support for a safe, memorable morning.

Beat The Sunset 50km in Maidenhead is mainly off road, a flat single lap along the Thames Path and Jubilee River for a scenic ultramarathon. Chip timing, live tracking, feed stations and a finisher medal make it welcoming.

Take on the Ridgeway Challenge, an 86 mile point to point trail race along Britain’s ancient Ridgeway from Ivinghoe Beacon to Avebury. Tackle the full route in 28 hours for a true long distance test across rolling chalk downland and prehist..

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The Three Castles 50km Ultra Marathon is a scenic race held in Kent, England, starting in Rochester and finishing at Tonbridge athletics track. The flat course follows the River Medway, passing three medieval castles, charming villages, and..

The Castle Trails 30km is a scenic point-to-point trail race in Kent, launching in 2026 as part of the Three Castles 50km Ultra weekend. Starting at Little Fant Farm near Maidstone and finishing in Tonbridge, the course follows the River Me..

Run the scenic Southampton Common, winding through woodland, ponds and parkland with half marathon, 10K, 5K and junior races. Enjoy marshalled routes, a lively event village with food and partner stalls and optional event T shirt.

June 2026

Join a guided trail half marathon through the scenic Surrey Hills, starting and finishing in Guildford with climbs past St Martha's Hill and stretches of the North Downs Way. Run as a friendly group not a race, led by an experienced ultra r..