Gillingham
Trail Running Calendar near Gillingham 2026-2027
Explore the top trail runs near Gillingham for 2026-2027! We've gathered 76 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
May 2027
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.
July 2027
A muddy 5k obstacle course at Hylands Park, Chelmsford on 18 July 2027 organised by Cancer Research UK to raise funds; participants must be 13 or older.
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.