Sittingbourne
Trail Running Calendar near Sittingbourne 2026-2027
Explore the top trail runs near Sittingbourne for 2026-2027! We've gathered 61 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
September 2026
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.
Ten mile off road trail at Eridge Park with steep climbs, muddy single track, GPX route maps, a finisher memento and cake and a pint at the finish.
October 2026
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.
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.
A single-lap 10K on 11 October 2026 around Burnham on Crouch, featuring sea wall coastal paths and countryside trails. The event is based at Dengie Hundred Sports Centre with free parking, facilities and post-run food and drink.
Approx 6 mile self navigation trail in Chelmsford with glow in the dark medals and light refreshments, limited to 120 places; minimum age 16.
Forest trail races at Bedgebury National Pinetum in October offering a half marathon, a 10K and a junior race with route maps, photos and limited free parking.
A 10 km trail run through the private grounds of Hole Park, a historic estate near Cranbrook, Kent, on 18 October 2026. Entry is priced at £25 and the event includes timed results, finisher medals and official race photography.
A timed, self supported anticlockwise loop around Canvey Island starting and finishing at Waterside Farm Leisure Centre. The mostly coastal route includes sea wall, grass and gravel paths, a 10k pub check point and a four hour cut off.
Trail marathon and half marathon near Canterbury through Kentish countryside; marathon requires navigation and both races use CCCU Sports Centre as HQ.
A Halloween themed 6.66 km trail run in Chelmsford on 31 October 2026 with GPX/Strava route support, fancy dress prizes and a brewery finish offering a medal, drink and crisps.
November 2026
An after dark multi terrain 10 km and 5 km event in Leigh on Sea with chip timing, mandatory headtorches and sustainably sourced finishers medals.
A November muddy obstacle event in Essex offering 6 km, 12 km and 24 km+ courses with natural and man‑made obstacles including a Deathslide and zip wire.
December 2026
A social 12k at Chelmsford Brewery with a GPX and Strava route, checkpoint drinks and Christmas medals, plus encouraged fancy dress.
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.
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.