Maidstone
Trail Running Calendar near Maidstone 2026-2027
Explore the top trail runs near Maidstone for 2026-2027! We've gathered 65 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
January 2027
Woodland 10K and 5K at Scadbury Park, Chislehurst, on trails and grassland with medals, race photography and official results.
A 10‑mile and 5‑mile trail challenge at Pippingford Park with 1568 ft of climbing, hard packed forest trails, wide views and bespoke medals.
A three lap 10K through Jeskyns Community Woodland near Gravesend on 31 January 2027 with chip timing, a finisher medal and event photography.
February 2027
A timed lap event in Crystal Palace Park on 21 February 2027 where runners complete 2.65 km laps to reach distances from 5 km to ultra, with a seven hour limit and a finishers' memento for all participants.
Hilly, muddy single lap 10k trail race at Hadleigh Country Park on 28 Feb 2027; trail shoes are mandatory and finishers receive a 2027 medal.
March 2027
Timed loop event at Gravesend Cyclopark with choices from 5 miles to ultra, an aid station stocked with chocolate and bespoke finishers' medals.
A Long Distance Walkers Association challenge in Sevenoaks offering 30, 20 and 14 mile routes, indoor checkpoints and an entry limit of 225.
Looped, timed runs at Ranscombe Farm Nature Reserve on 14 March 2027 offering distances from 5 km to ultra with medal and a no medal entry option.
A marathon run inside a multistorey car park in Southend-on-Sea, covering 26.2 miles with a six hour cut off and entries open from 24 October 2026 to 7 March 2027.
A traffic free, flat 10 km out and back along the River Stour between Chartham and Canterbury with medals, trophies and on site facilities.
April 2027
A mostly off road half marathon along the Saltmarsh Coast beside the River Crouch from South Woodham Ferrers to Burnham on Crouch with marked route and stocked aid stations.
An evening 10 km trail run on 22 Apr 2027 with a limited field of 50, a new course provided as GPX and narrative, and self sufficient participation expected.
May 2027
A team stage trail relay covering 23 miles in four legs along the Roach Valley Way, navigated by maps and way markers with proceeds to Havens Hospices.
Muddy obstacle races at the Secret Nuclear Bunker Estate in Essex featuring 6 km and 12 km adult courses plus family and children options.
Off road 10 km, 5 km and family runs at Milton Creek Country Park on 9 May 2027 supporting The Oliver Fisher Special Care Baby Trust. Varied trail terrain, route maps and event medals are provided.
A multi distance trail event around Bewl Water reservoir near Lamberhurst, Kent. Races include 50km, marathon, half marathon and 10km on wooded trails and country lanes with start and finish at the Visitor Centre.
An inflatable obstacle course at Brands Hatch offering 2.5K laps with giant inflatables, music zones, on-course water, and medals for all participants.
A tenth-anniversary half marathon and a new 10k in Chislehurst that explores local green spaces while raising funds for The Maypole Project.