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Trail Running Calendar near London Borough of Richmond upon Thames 2026-2027

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Explore the top trail runs near London Borough of Richmond upon Thames for 2026-2027! We've gathered 281 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

May 2027
Looped event at Denbies Wine Estate offering distances from 5 km to ultra, run as many 5.3 km laps as desired within a 7 hour limit.
A closed-road 21.1km half marathon through Hackney with pacer support, live music and a finish festival at Hackney Marshes.
A tenth-anniversary half marathon and a new 10k in Chislehurst that explores local green spaces while raising funds for The Maypole Project.
A 7 hour timed running event along the River Thames in Staines offering distances from 3 km up to ultramarathon with medals, distance pins, goody bags and aid stations.
Mixed terrain off-road races in the Chiltern Hills with 1 km, 10 km and a half marathon, raising funds for Bledlow Ridge School.
Race for Life Brentwood at Weald Country Park offers chip timed 10k, 5k and 3k routes on grassy and woodland trails with notable inclines on 22 May 2027.
A single-lap 50 km multi-terrain ultra in Maidenhead along the Thames Path and Jubilee River with four aid stations, chip timing, live tracking and race photos.
Point-to-point trail event in Surrey offering 62K, 41K, 20K and relay options with chip timing, marked routes, aid stations and free race photos.
Track-based event at Wodson Park on 23 May 2027 offering distances from 5k to a 6 hour challenge with chip timing and aid stations.
Guided 13 miles through the Surrey Hills from Guildford, run as a steady group with trail sections, car parking and nearby train access.
Trail challenge from Richmond upon Thames to Brighton with 100 km, half and quarter distances, GPS tracking, staffed rest stops, camping and shuttle transfers.
An 86 miles point to point trail race along the Ridgeway from Ivinghoe Beacon to Avebury, covering 139 km with about 1,850 m of ascent and eight checkpoints.
A colourful family obstacle run near Dorking on a 5 km Nuts Challenge course, featuring mud, water, climbing obstacles and options for ages 6 and up.
A 10 km trail run from Marlow Rugby Club with local trails, woodland and Thames towpath, finishing with a medal, a pint cup and a free drink.
June 2027
A 24 hour relay at Wasing Park with solo, pairs, and team entries on an undulating 8km trail lap, plus camping and an event village with food vendors and a bar.
A Pretty Muddy 5k obstacle course at Royal Windsor Racecourse on mixed tarmac and grass, with staggered wave starts and age rules for kids and adults.
A muddy 5k obstacle course at Prospect Park in Reading with staggered waves, marshals, basic on-site facilities and fundraising support for Cancer Research UK.
Two supported trail options in London - a 55 km ultra and a 25 km trail run along the Capital Ring, finishing at Richmond Green with feed stations and chip timing.
Chip-timed 10k and 5k at Prospect Park Reading, mainly on grass with woodland and slopes, limited parking and a minimum fundraising target.
Trail races at Wendover Woods on 6 June 2027 offering Half Marathon, 10k, 5k and a Junior Run on hilly forest trails with onsite facilities for spectators.
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