Sittingbourne
Trail Running Calendar near Sittingbourne 2026-2027
Explore the top trail runs near Sittingbourne for 2026-2027! We've gathered 58 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
August 2026
A 15-mile trail race near Danbury on 30/08/2026 featuring 1600 ft+ of ascent, technical singletrack, locally made trophies and cash prizes including a course-record bonus.
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.
Evening 10 km trail run at Trifarm on mostly off road public footpaths and bridleways, part of a four race 2026 series with GPX route and on site parking.
Pitsea Running Club presents the Crown to Crown event at Westley Heights Country Park on Wednesday 9 September 2026, listed as part of the club's upcoming events.
A bi-annual trail race around Bewl Water in Kent offering 10 km, half marathon, marathon and 50 km ultra on wooded trails and quiet lanes.
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 10 km run on 13 September 2026 through the private parkland and tree-lined avenues of Chevening Estate in Sevenoaks, part of the British Landmark Series.
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 trail running weekend at Loddington Farm on 19 September 2026 with 25 km, 50 km and a single loop 100 km linking Kent's North Downs, Greensand and Weald Ways.
A 7k beach run from Broadstairs to Ramsgate and back with individual and team prizes, live results and on-site refreshments.
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.
A 10 mile traffic free trail race at Eridge Park on 27 September 2026 featuring steep climbs, muddy sections and finish-line cake with a free pint.
October 2026
Chelmsford Brew Co hosts a one-off 10 km trail run and a relaxed hike on 03 Oct 2026, with a finishers drink, crisps and a medal.
A 50 mile coastal ultramarathon along the Essex saltmarshes, starting at South Woodham Ferrers Rugby Club and finishing at Maldon Promenade Park. Fully supported with aid stations, GPX route files, a shuttle option and a 15 hour cut off.
Looped trail event near Maidstone offering 50 km, 25 km and 10 km options. The route follows the North Downs Way and River Medway and includes covered rest stops, GPS tracking and camping at basecamp.
A military inspired obstacle mud run at Hever Castle on 10 October 2026 offering 3K, 6K and 12K courses, junior options, and an event village with spectator attractions.