Rayleigh
Trail Running Calendar near Rayleigh 2026-2027
Explore the top trail runs near Rayleigh for 2026-2027! We've gathered 67 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
August 2026
A summer 10k through country lanes around Mount Ephraim Gardens in Kent, with a separate junior run and downloadable route maps. The event raises funds for Oasis Domestic Abuse Services and includes a bespoke medal and garden entry.
Charity trail run in Cold Norton on 9 August 2026 raising funds for Farleigh Hospice, with 10 km and 13.1 mile routes over grass, tracks and paths.
Race 5 of Pitsea RC's Crown to Crown series is a measured off road 5K at Westley Heights Country Park on 12 Aug 2026 featuring bridleway trails and onsite safety measures.
Evening trail events in Chelmsford on 17 Aug 2026 offering a 10 km trail run, a 10 km social hike and a timed 15 km hike supporting the British Heart Foundation.
Round 5 of the Phoenix Striders Summer Series is a 5k trail at Langdon Discovery Nature Park on 18 Aug 2026 raising funds for local conservation and community charities.
An evening trail race on 21 Aug 2026 covering 10 km with 30 places, limited parking, a tail jogger, finishers coffee and cake, and a limited edition T-shirt included.
Two self-navigation trail races near Chelmsford on 23 August 2026: an approximately 16 mile hilly Admiral McHilly Trail and an approximately 6 mile flatter Chelmer Trail.
A last man standing backyard ultra on a 4.167 mile loop in the grounds of Gosfield School, Essex. Runners repeat the loop on the hour until one remains; the event includes camping, showers, a small aid station and a £150 winner prize.
A 15-mile trail race near Danbury on 30/08/2026 featuring 1600 ft+ of ascent, technical singletrack, locally made trophies and cash prizes including a course-record bonus.
A chip-timed 10 km trail race through Shoreham Woods on 30 August 2026, with scenic but challenging sections and entry donations to the woods.
September 2026
A muddy obstacle-course run in Brentwood with 5 km and 1.5 km options, achievable obstacles, finisher medals and post-race wash-downs.
A women only muddy obstacle course in Brentwood, Essex covering 5 km with varied obstacles, wash facilities, a finisher medal and an inclusive, non competitive format.
An inaugural off road half marathon through Donyland Woods, Friday Woods and nearby countryside on Sunday 6th September. Entries were handled online and the event is listed as sold out with 26 entrants.
Scenic Takeley 10 km road race on 6 September 2026 with a one mile children's fun run, chip timing, finishers' medal and technical t-shirt.
Trail half marathon and 10 km at Lullingstone Country Park on 6 Sep 2026 with two loops, water station, marshals and a finisher medal.
Evening 10 km trail run at Trifarm on mostly off road public footpaths and bridleways, part of a four race 2026 series with GPX route and on site parking.
A charity ultramarathon along the Thames from Upminster to Southend offering 10, 30 and 50 mile routes on mainly tarmac and hard trails. Organised by c2c to raise funds for Prostate Cancer UK with checkpoints and on-course medical support.
A 10K run through the private parkland and tree lined avenues of Chevening Estate in Sevenoaks, combining estate heritage, timed results and official photography.