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Trail Running Calendar near Canterbury 2026-2027

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Explore the top trail runs near Canterbury for 2026-2027! We've gathered 23 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.
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.
December 2026
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.
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
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.
February 2027
Trail races of 10 mile, 5 mile and a junior run through Bedgebury National Pinetum and Forest with medals, photos and free parking.
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.
March 2027
Looped, timed runs at Ranscombe Farm Nature Reserve on 14 March 2027 offering distances from 5 km to ultra with medal and a no medal entry option.
A marathon inside a multistorey car park in Southend-on-Sea covering 26.2 miles of up and down with a six hour cut off.
A traffic free, flat 10 km out and back along the River Stour between Chartham and Canterbury with medals, trophies and on site facilities.
Trail running at Loddington Farm near Maidstone with 5K and 10K routes through orchards and woodland on 21 March 2027; TRA licensed, minimum age 16.
May 2027
A team stage trail relay covering 23 miles in four legs along the Roach Valley Way, navigated by maps and way markers with proceeds to Havens Hospices.
Off road 10 km, 5 km and family runs at Milton Creek Country Park on 9 May 2027 supporting The Oliver Fisher Special Care Baby Trust. Varied trail terrain, route maps and event medals are provided.
A coastal relay event on 16 May 2027 based at The Valiant Sailor and Lilly Roo's in Capel Le Ferne, CT14 0AT, organised as a team relay along the coast.
June 2027
Point-to-point 50 km trail race from Rochester to Tonbridge along the River Medway with four aid stations, live chip timing and a nine hour cut-off.
A scenic point to point 30 km trail along the River Medway from East Farleigh to Tonbridge with three aid stations, chip timing and an athletics track finish.
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.
Mud and water obstacle trail runs in the South of England with distances of 6K, 12K, 25K and 35K, chip timing, finisher medals and on-course support.
A 24 hours charity endurance event at Cherry Orchard Country Park where solo runners and teams of up to 12 cover laps of an 8 km route to raise funds for homelessness in Essex.
July 2027
Looped trail event at Belchamps Camp offering 10 km, half marathon, marathon and a 6 hour timed option with aid stations and a cupless policy.
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