Gerrards Cross close

Trail Running Calendar near Gerrards Cross 2026-2027

Header image

Explore the top trail runs near Gerrards Cross for 2026-2027! We've gathered 255 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

June 2027
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.
Scenic trail half marathon at Dunstable Downs on 20 June 2027, 21.2 km with about 450 m elevation, two aid stations and a 250 runner field.
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.
Point to point 13.1 mile mixed terrain half marathon from Marlow Rugby Club to Windsor, with chip timing, medal, water stations, medical support and baggage transfer.
A ten-leg team relay along sections of The Ridgeway national trail covering the 86.5 mile route, organised by Marlborough Running Club with gender composition rules.
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 fully marked off road half marathon on The Ridgeway between Wendover and Princes Risborough, covering 21.1 km with 526 m ascent and two aid station visits.
A 10 km multi-terrain trail run around the Yattendon Estate, finishing at Renegade Brewery with a medal, reusable pint cup and a free drink included.
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.
Trail event along the Ridgeway with 50 km and 100 km options finishing at Avebury Standing Stones, featuring signposted routes, pit stops, bag transfer and medical support.
A muddy 5k obstacle course at Fairlands Valley Park in Stevenage with staggered waves, on-site facilities, a minimum fundraising target of £50 and age 13 and over requirement.
Evening trail races at Wendover Woods with 10K, 5K and a 1.5K accessible loop, with proceeds donated to the Chilterns Neuro Centre.
ATW St Albans Summer 10K at Highfield Park on 18 July 2027 features a chip timed 10K, a free family fun run and an event village with refreshments and entertainment.
A Guildford based trail event on Sat 31 July 2027 offering 50 km, 25 km, 24 km and 10 mile routes with GPS tracking, covered rest stops and medical support.
August 2027
A 47 mile point to point ultramarathon along the Thames from Henley to Kingston, with three checkpoints offering food and drink, mandatory navigation kit and a required average pace to remain in the race.
A 103 mile continuous trail race along the North Downs Way from Farnham to Ashford with 11,000 ft of climb, a 30 hour cut off and a 50 mile qualifying standard.
Timed looped trail at Denbies Wine Estate offering distances from a single 5.3 km loop up to ultramarathon within a seven hour limit, flexible start window and medal options.
London Backyard Ultra at Frylands Wood follows the Backyard Ultra format: run four miles each hour until one runner remains, scheduled for 28 August 2027.
Late August trail event in Windsor offering 10K and half marathon routes through Alexandra Gardens with views of Windsor Castle and support for Brain Research UK.
September 2027
A mixed-terrain trail event along the Thames at Remenham Farm on 4 September 2027, offering a half marathon, a 10K and a junior race for under 11s with chip timing and themed medals.
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.