Sittingbourne
Trail Running Calendar near Sittingbourne 2026-2027
Explore the top trail runs near Sittingbourne for 2026-2027! We've gathered 54 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
Off road marathon and half marathon south of Canterbury with live tracking, checkpoints, mandatory kit lists, event HQ facilities, and a charity donation from entries.
Halloween themed night trail at Langdon Nature Discovery Park with a 5k for ages 12 and over and a free 800m Little Monsters children's trail.
Halloween themed 6.66 km trail run at a brewery in Great Baddow on 31 Oct 2026, with fancy dress, costume prizes, a medal, finishers drink, and limited parking.
November 2026
An after dark 10 km and 5 km multi terrain run in Leigh on Sea with chip timing, mandatory headtorches, sustainable finisher medals and local charity support.
Nuclear Fallout at Nuclear Essex hosts winter muddy obstacle races over 6 km, 12 km or a 24 km endurance format with dozens to hundreds of obstacles across farmland and woodland.
Self-navigated trail race in Chelmsford on 08 Nov 2026 offering approx 16 and 6 mile routes with Race HQ at the Horse & Groom.
A 6.66 mile woodland trail run at Kings Wood near Ashford featuring muddy, hilly and technical sections, limited to 200 runners and organised by Ashford Tri Club.
Scenic 8.5 km loop around Northiam with over 70% off road trail, limited to 60 entrants, prizes for first male and female and tea and cake after at the village hall.
Trail event near Chelmsford on 29 Nov 2026 with two unsigned narrative routes of about 8.6 and 5.5 miles; proceeds support Centre Point Charity.
December 2026
A hilly five mile trail race in Lesnes Abbey Woods on 13 December 2026 in memory of Ray Marshall, with manual timing and a 90 minute cut off.
A social 12k run on 19 December 2026 with a GPX/Strava route, brewery and finish bar drink tokens, festive medals and a post-run rum option.
A 50 km trail ultra along the North Downs Way from Detling to Wye with about 1,000 m of ascent, three checkpoints and mandatory kit requirements. The route passes Boxley Warren, Thurnham Castle, Lenham Cross and the Wye Downs.
Navigate an 11 mile circular trail between Maldon and Mundon using written instructions on a course that is 95 percent off road.
A charity off-road three mile run in Saltwood on 26 December 2026 that usually attracts over 1,000 entrants, with medals for all finishers and several entry options.
January 2027
An annual New Year five mile cross country in Penshurst village over rolling hills and woodland trails. Open to ages 10 and above with entry fees supporting Hospice in the Weald and awards across junior, local and canicross categories.
A narrative trail marathon around Danbury with 95% off-road terrain, three checkpoints, finishers' medal and hot food, based at East Hanningfield Village Hall.
A multi-terrain 10k, 5k and junior run around Bewl Water on 10 January 2027 with route maps, GPX files, medals and event photography.
A 15 mile multi terrain trail race at Hadleigh Country Park with muddy hills, seaside sections and Thames Estuary views; cupless water stations require a reusable cup.