Canterbury
Trail Running Calendar near Canterbury 2026-2027
Explore the top trail runs near Canterbury for 2026-2027! We've gathered 25 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
September 2026
A multi-terrain trail race from Rye Sports Centre in East Sussex offering 30k (slightly over 30 km) and 15k routes through the High Weald AONB. The course links historic churches and passes woodlands, orchards, country lanes and coastal views.
A charity trail run from The Zach Willsher Pub in Benfleet offering two undulating routes of about 5.7 miles and 12 miles, with written route instructions and timed entries. Funds raised go to Macmillan and finishers receive a pub voucher.
A trail running weekend at Loddington Farm on 19 September 2026 with 25 km, 50 km and a single loop 100 km linking Kent's North Downs, Greensand and Weald Ways.
A 7k beach run from Broadstairs to Ramsgate and back with individual and team prizes, live results and on-site refreshments.
October 2026
Looped trail event near Maidstone offering 50 km, 25 km and 10 km options. The route follows the North Downs Way and River Medway and includes covered rest stops, GPS tracking and camping at basecamp.
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.
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.
Timed, self supported loop around Canvey Island starting and finishing at Waterside Farm Leisure Centre with a pub stop at 10 km and a four hour cutoff.
Off road marathon and half marathon south of Canterbury with live tracking, checkpoints, mandatory kit lists, event HQ facilities, and a charity donation from entries.
November 2026
An after dark multi terrain run in Leigh-on-Sea offering 10 km and 5 km races with mandatory headtorches, chip timing, finisher medals and charity support.
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.
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.
January 2027
A winter coastal Backyard Ultra at Great Farthingloe Farm near the White Cliffs of Dover. Runners complete one yard every hour, each yard equal to 4.167 miles; entries include the Last Person Standing format and a 7 Hour Challenge.
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.
April 2027
Flat out and back Backyard Ultra at Lillyroo's Glamping near Deal with 4.167 mile yard loops every hour, capped at 120 runners and a 7 Hour Challenge limited to 10 places.
May 2027
A four leg stage trail relay along the Roach Valley Way covering 23 miles in total. Teams of four navigate by maps and way markers while proceeds support 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.