Sittingbourne
Trail Running Calendar near Sittingbourne 2026-2027
Explore the top trail runs near Sittingbourne for 2026-2027! We've gathered 59 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
November 2026
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.
Day 2 of a five day running series at Gravesend Cyclopark on a measured 8.5 km loop, offering distances from 5 miles to ultra with seven hour timed sessions and coloured medals.
A scenic 8.5 km trail race in Northiam on 29 November 2026 that passes Great Dixter and the East Sussex Border Path, finishing with an uphill run into the recreation ground.
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 off-road 5 mile trail race in Lesnes Abbey Woods with manual timing, a 90-minute cut-off, and awards for the first three men and women.
A social 12k run in Chelmsford on 19 December 2026 with a GPX Strava route, brewery checkpoint drink, finish bar drink, crisps and a Christmas finisher medal.
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.
A Boxing Day running event organised by Pitsea Running Club at Westley Heights Country Park on Saturday 26 December.
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 on 17 January 2027, featuring sections of the 2012 Olympic mountain bike course and muddy, undulating terrain.
Woodland 10K and 5K at Scadbury Park, Chislehurst, on trails and grassland with medals, race photography and official results.
A new British Landmark Series 10 km race at Jeskyns Community Woodland near Cobham, Kent, featuring mixed trails, a commemorative medal, event photography and prizes for top finishers.
February 2027
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.