Trail Running calendar near Maidstone 2026-2027

Take on the Epping Forest 50 KM 2026, a scenic 50 km trail challenge through ancient woods on 3 October 2026. Enjoy varied terrain, fresh air and a memorable run just outside London.

Hit the trails at London EcoTrail 25 KM on 3 October 2026 in Epping's Bell Common. Enjoy a scenic 25 km route through woodlands and countryside, perfect for trail runners craving a nature filled challenge.

Run the Dark Downs under the stars on 3 October 2026 at Plumpton Racecourse in Lewes. Choose a 50 km or half marathon loop across rolling South Downs trails with reflective signage and marshals for a magical night race.

Run the Fort 20, a scenic 20 mile loop starting and finishing inside the 18th century Landguard Fort. Enjoy coastal views as the route crosses nature reserves, river estuaries and the Port with on course support and a finisher medal.

Run the Thames Meander Autumn on 4 October 2026 along flat, runnable out and back routes on the Thames Path. Choose 10 km, half or full marathon, with marshals, stocked aid stations and pro medical cover.

Join the Marlow Donkey on 4 October 2026 from Liston Hall, choosing 25 km, 40 km or a special 50 km route through Hambleden and Bix. Limited to 150 places, the LDWA event offers friendly checkpoints and a simple finish meal.

Join a guided 30 mile noncompetitive group run from St Martha's in Guildford along the North Downs Way through the Surrey Hills, passing Denbies and Box Hill. Led by an experienced coach, the run includes a cake stop and suits runners used..

Take on the Kent Downs Ultra with 50 km, 25 km or 10 km looped routes through scenic North Downs past Leeds Castle. Staffed aid stations, a picnic at halfway and on site camping make this a perfect weekend challenge.

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.

Autumn 100 is a scenic 100 mile trail race from Goring and Streatley on 17 October 2026, following the Thames Path and Ridgeway across mostly trail. With 16 aid stations and a 28 hour cutoff it is a well supported ultrarunning challenge.

Take on the Gatliff Marathon with 25 km or 50 km options across changing scenic footpaths in Kent, Surrey and Sussex. Organised by COPSE Club, the well supported event includes checkpoints with snacks, finish food and showers.

Run beneath the tree canopy on traffic free woodland trails at Bedgebury Forest, choosing a half marathon or 10K for a scenic, peaceful race experience. Expect a bespoke medal, free photos and a welcoming atmosphere among towering pines.

Beachy Head Marathon Weekend on 24 and 25 October 2026 offers trail races along dramatic coastal hills with views of the Seven Sisters and lighthouse. Well supported and highly rated, it is a must for scenic, challenging runs.

Stort30 is a scenic 30 mile out and back ultramarathon along the River Stort and Lee navigations on the Hertfordshire and Essex border. Mostly flat riverside trails with aid stations and medals make this a friendly ultrarunning challenge.

Chiltern Ridge Winter 50K, Saturday 31 October 2026, is a single loop trail from Berkhamsted through Ashridge and the Ridgeway with about 800 m of climbing. A UTMB index event ideal for experienced trail runners seeking scenic winter trails..

Experience a night gravel run through Alice Holt Forest on Saturday 31 October 2026, choosing 5, 10 or 15 km laps guided by headtorch. Enjoy fully marked trails, on course snacks and a metal finisher medal in an atmospheric woodland event.

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 the Wendover Woods Marathon, Half, 10k or Junior 1k through autumnal forest trails. Expect a scenic but hilly multi terrain challenge with bespoke medals, free photos and on site facilities.