Chislehurst close

Trail Running Calendar near Chislehurst 2026-2027

Header image

Explore the top trail runs near Chislehurst for 2026-2027! We've gathered 173 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

June 2027
A community Race for Life event at Cassiobury Park on 12 June 2027 offering 3k, 5k and a 10k double lap course with accessible facilities.
A 75 mile off road ultra on a one mile loop at Denbies Wine Estate with up to 30 hours to finish, chip timing and multiple concurrent race options.
A 100 mile ultra on a flat one mile trail loop at Denbies Wine Estate offering 12 hour and 24 hour options plus 50, 75 and shorter races.
Trail marathon and half marathon at Denbies Wine Estate on 19 June 2027, run on a 1 mile loop with chip timing and an extended start window.
A 24 hour attended challenge at Denbies Wine Estate in Dorking where runners complete 1 mile on the hour for 24 consecutive hours; onsite tent camping, daytime cafe service and a simultaneous virtual option are provided.
A 50 mile loop ultra at Denbies Wine Estate in Dorking with a flatish one mile circuit, chip timing, several concurrent race options and up to 30 hours to finish.
Run one mile on the hour for 12 consecutive hours at Denbies Wine Estate with chip timing, a finisher medal, camping and a simultaneous virtual option.
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.
Timed event at Denbies Wine Estate on 20 June 2027 using a 1 mile loop; runners choose distances from 1 mile to ultra and run laps within a six hour limit.
A 24 hour charity endurance event at Cherry Orchard Country Park where solo runners or teams up to 12 run as many 8 km laps as possible to raise funds for homelessness in Essex.
Annual not for profit run organised by Istead & Ifield Harriers from Cyclopark through the Kent countryside with proceeds supporting local charities.
July 2027
An 82 mile point-to-point ultramarathon from Epping to Harwich along mixed trail and road, with checkpoints, GPS tracking, a race medical team and a 24 hour cut-off.
A muddy 5km obstacle run at Wild Forest in Brentwood on 3 July supporting Essex Wildlife Trust, with safety teams, parking, showers and a medal for each participant.
Two summer trail races around Bewl Water on 4 July 2027 offering varied terrain, medals, t-shirts, cake, beer and cash prizes.
Group guided 10 km trail run across the boardwalk and heathland of Thursley National Nature Reserve with evening and night options, car parking and a post-run alcohol-free beer.
A 24 hour multi terrain relay or solo race at Albyns Farm with teams of two to eight running repeated 5.75 mile laps and onsite camping and facilities.
Pretty Muddy 5k at Hylands Park Chelmsford on 18 July 2027 is a grass obstacle course with climb crawl and slide elements, staggered wave starts and a minimum age of 13.
Park based fundraising run at Hylands Park offering 10k, 5k and 3k routes on grass and park paths with a finishers medal and fundraising support.
Summer 10K at Highfield Park St Albans on 18 July 2027 with a flat, traffic-free route along the Alban Way and a family-friendly event village.
A Pretty Muddy 5k at Tilgate Park with obstacles on woodland and lakeside paths, a double lap course and a minimum age of 13.
Add Event
Help us complete the calendar!
  • Distance is at least 5 km
  • Event has a website or Facebook page
Website
Optional: Please provide your e-mail address if we may contact you.
Report a change
We will only update the data if the information is also on the website.