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Trail Running Calendar near Sittingbourne 2026-2027

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Explore the top trail runs near Sittingbourne for 2026-2027! We've gathered 53 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

June 2027
A point-to-point 50 km trail race along the River Medway from Rochester to Tonbridge with a predominantly flat course, four aid stations and a 9 hour cut-off.
A point-to-point 30 km trail along the River Medway from East Farleigh to Tonbridge with three checkpoints, chip timing, bag transfer and an athletics track finish.
Community 3k and 5k runs at Dunorlan Park on mainly grass and woodland terrain with some inclines and limited general parking.
A 10 km out-and-back race through gravel paths and woodland at Weald Country Park in Brentwood, organised by MCC Promotions. The event includes on-day registration, water stations, prizes and supports the charity Sport In Mind.
Timed trail weekend at Leybourne Lakes with a fully marked 2.5 km loop and 6, 12 and 24 hour solo and relay options plus race village facilities and live timing.
Community running event in Hawkhurst, Kent on 20 June 2027 offering 10 km, 5 km and a free junior run with finish-line cake, a free half pint and community fundraising.
A 24 hour charity endurance event at Cherry Orchard Country Park where solo runners or teams up to 12 run as many 8 km laps as possible to raise funds for homelessness in Essex.
Annual not for profit run organised by Istead & Ifield Harriers from Cyclopark through the Kent countryside with proceeds supporting local charities.
July 2027
Two summer trail races around Bewl Water on 4 July 2027 offering varied terrain, medals, t-shirts, cake, beer and cash prizes.
A 24 hour multi terrain relay or solo race at Albyns Farm with teams of two to eight running repeated 5.75 mile laps and onsite camping and facilities.
August 2027
A navigational trail event near Little Baddow, Essex with a roughly 14 to 18 mile route, team entries of two or three, waterproof maps provided and mandatory compass and phone.
Experience a scenic 10k trail run through Shoreham Woods in Kent featuring chip timing and a dedicated Canicross category for runners with dogs.
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