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Trail Running Calendar near Gerrards Cross 2026-2027

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Explore the top trail runs near Gerrards Cross for 2026-2027! We've gathered 212 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.
A scenic trail half marathon at Dunstable Downs, 21.2 km with 450 m ascent, marked route, two aid stations and a 4 hour time limit.
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 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 21.1 km off road trail half marathon on The Ridgeway in Buckinghamshire with undulating terrain, two aid station visits and UTMB World Series index status.
A 10 km trail run and 10 km canicross at Renegade Brewery in Yattendon on July 4th, with a medal, 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.
A trail ultramarathon on the Ridgeway with 50km and 100km options, passing ancient sites and finishing at Avebury Standing Stones on 10 to 11 July 2027.
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 supporting the Chilterns Neuro Centre, with marked 10K, 5K and an accessible 1.5K loop and on-course aid.
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.
Looped trail event from Guildford on 31 July 2027 with 50 km, 25 km and 10 mile options, covered rest stops, GPS tracking and camping available.
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.
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