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Trail Running Calendar near Dartford 2026-2027

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Explore the top trail runs near Dartford for 2026-2027! We've gathered 176 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

December 2026
Essex Vets XC Championships in Epping Forest on 12 December 2026 features a single 8km course with veteran races and an £8 entry fee.
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 December edition of the Second Sunday 5, a two lap informal run at Richardson Evans Memorial Fields on Wimbledon Common organised by Thames Hare & Hounds.
A festive, untimed fun run at Denbies Wine Estate with Santa suits provided, a 5 km mixed-surface route, charity support and post-run mulled wine and mince pie.
Charity off road event at the Museum of Power near Langford with two routes of about 3.5 and 5.5 miles, written navigation and timed checkpoints.
An evening self navigation trail of about 6 miles from The Compasses in Littley Green with a secret destination, cryptic clue bonuses, refreshments and entry vouchers.
A dawn-to-dusk winter trail challenge at Box Hill, Dorking featuring a 10.1 mile loop with 2,400 ft climb per lap and on-course support.
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 winter trail 10k at Trifarm in Boreham on 27 Dec 2026, mostly off road on public footpaths and bridleways and serving as the final race of a four-round series.
A looped trail event in Crystal Palace Park where runners complete 2.65 km laps within a 7 hour time limit. Distances range from 5 km to ultra and all participants receive a finishers' medal.
A 10 mile cross country race in Hainault Forest over three laps on tracks and grassland, with on-the-day entries, a two hour cut-off and prizes for men, women and veterans.
A low key multi-lap half and full marathon along the River Thames in Walton on Thames on 28 December 2026. The UKA certified flat towpath course awards medals to all finishers and has limited places.
January 2027
A 10.000 km trail race around Box Hill with steep climbs and scenic views, registration and parking at Denbies Vineyard. The event includes a kids fun run and a ladies race and uses a B Course around Denbies if Box Hill is unavailable.
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.
Two distance road and trail races at Epsom Racecourse with chip timing, sustainable medals, prize categories and charity fundraising.
A narrative trail marathon around Danbury with 95% off-road terrain, three checkpoints, finishers' medal and hot food, based at East Hanningfield Village Hall.
Friday timed runs on a flat riverside 5.3 km lap with flexible entry options, charity allocation for the £10 run and commemorative finishers' medals.
Lap the Thames towpath in Walton-on-Thames with distances from a 5.3 km lap up to ultra plus flexible starts and medal or no medal entry options.
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