Maidstone
Trail Running Calendar near Maidstone 2026-2027
Explore the top trail runs near Maidstone for 2026-2027! We've gathered 63 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
August 2026
A summer 10k through country lanes around Mount Ephraim Gardens in Kent, with a separate junior run and downloadable route maps. The event raises funds for Oasis Domestic Abuse Services and includes a bespoke medal and garden entry.
Scenic races in Wye offering a multi terrain 10 km and a half marathon with a new Event HQ and chip timing.
Charity trail run in Cold Norton on 9 Aug 2026 offering 10 km and half marathon routes on grass and tracks, with proceeds to Farleigh Hospice.
Race 5 of Pitsea RC's Crown to Crown series is a measured off road 5K at Westley Heights Country Park on 12 Aug 2026 featuring bridleway trails and onsite safety measures.
Free community trail run from Sandhurst to Bodiam Castle, about 10.25 km, with guided or independent GPX options and varied rural terrain.
A 7.5 km mostly off road trail loop around Ticehurst with marked and marshalled course, limited entries, prizes and tea and cake after the race.
London Backyard Ultra at Frylands Wood Scout Outdoor Centre has runners complete a four mile loop each hour until one remains, with medals, showers and refreshments.
A mixed trail and road out and back race from Woldingham School. The half is one 13.1 mile lap and the full is two laps, with notable climbs, varied scenery and on course aid stations and goody bags.
A chip-timed 10 km trail race through Shoreham Woods on 30 August 2026, with scenic but challenging sections and entry donations to the woods.
September 2026
Trail half marathon and 10 km at Lullingstone Country Park on 6 Sep 2026 with two loops, water station, marshals and a finisher medal.
A biannual trail race around Bewl Water in Kent offering 10 km, half marathon, marathon and 50 km ultra routes with extensive lakeside trail and lane sections.
A charity ultramarathon along the Thames from Upminster to Southend offering 10, 30 and 50 mile routes on mainly tarmac and hard trails. Organised by c2c to raise funds for Prostate Cancer UK with checkpoints and on-course medical support.
A multi-terrain trail race from Rye Sports Centre in East Sussex offering 30k (slightly over 30 km) and 15k routes through the High Weald AONB. The course links historic churches and passes woodlands, orchards, country lanes and coastal views.
A 10K run through the private parkland and tree lined avenues of Chevening Estate in Sevenoaks, combining estate heritage, timed results and official photography.
A charity trail run from The Zach Willsher Pub in Benfleet offering two undulating routes of about 5.7 miles and 12 miles, with written route instructions and timed entries. Funds raised go to Macmillan and finishers receive a pub voucher.
A timed lap event in Crystal Palace Park where runners complete 2.65 km laps within a seven hour limit, choosing distances from 5 km to ultra. The off road course mixes tarmac and gravel and all participants receive a bespoke finishers medal.
A five mile trail run on 24 September 2026 at The Viper in Mill Green near Ingatestone. Limited to over 18s with a small field; participants must be self sufficient with phone and headtorch and a tail runner is on course.
Two-day Spartan weekend at Pippingford Park near Nutley, East Sussex, with sprint, super, beast, ultra and kids races plus the British OCR Ultra Championship.