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.
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.
Running at Bewl Water on 10 January 2027 with 10k, 5k and a junior run on multi terrain routes beside the reservoir; maps and GPX files are provided.
February 2027
Trail races of 10 Mile, 5 Mile and a junior run take place in Bedgebury National Pinetum & Forest on 7 February 2027. The undulating multi terrain courses can be muddy after wet weather and include a bespoke medal and free photos.
A single lap undulating 10k trail race at Hadleigh Country Park with steep hills, deep mud, technical terrain and mandatory trail shoes.
March 2027
April 2027
A round of the Kent Backyard Ultra Series at Lillyroo’s Glamping near Deal, run on a flat 4.167 mile coastal loop. The event offers the open-ended Backyard Ultra format plus a separate 7 Hour Challenge and on-site camping and food.
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.
Muddy obstacle races at the Secret Nuclear Bunker Estate in Essex with 6 km (40+ obstacles) or 12 km (70+), featuring a 20 foot Deathslide and zip lines.
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 multi distance trail event around Bewl Water reservoir near Lamberhurst, Kent. Races include 50km, marathon, half marathon and 10km on wooded trails and country lanes with start and finish at the Visitor Centre.
Inflatable 5K at Brands Hatch offers laps of 2.5 km with giant inflatable obstacles, multiple distance options, music zones, finisher medals and on course hydration.
June 2027
A 27 mile evening trail marathon near Purleigh across saltmarsh, towpaths, vineyards and woods, with a 6.5 hour cutoff and a field limited to 50 runners.
Point-to-point 50 km trail from Rochester to Tonbridge along the River Medway, predominantly flat with four aid stations, chip timing and an athletics track finish.
Point to point 30 km trail race along the River Medway from East Farleigh to Tonbridge with three checkpoints, chip timing and an athletics track finish.
Park-based 3k and 5k runs at Dunorlan Park with mixed grass and woodland terrain. The event is organised by Cancer Research UK and includes a fundraising pack and a finishers medal.
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.
A timed trail weekend at Leybourne Lakes on a fully marked 2.5km loop with 6, 12 and 24 hour options plus relays. Race village offers basecamp space, live timing, medical support and finisher medals.
Run as many laps as possible in 24 hours on an 8 km Essex trail at Cherry Orchard Country Park, with solo and team entries, camping and on-site facilities.
Annual not for profit run organised by Istead & Ifield Harriers from Cyclopark through the Kent countryside with proceeds supporting local charities.