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Trail Running Calendar near Molesey 2026-2027

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Explore the top trail runs near Molesey for 2026-2027! We've gathered 269 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

May 2027
A 7 km cross-country fun run at Trenchmore Farm on 22 May 2027 with music, burgers and a free drink for each runner.
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.
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.
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.
Wimbledon Half Marathon on 06/06/2027 offers half marathon, 10K and 5K routes from Wimbledon Common with chip timing, finish medals and on-course support.
Urban 100 km ultramarathon in central London with 100 km, 50 km and 25 km routes that pass 100+ city landmarks and include staffed checkpoints.
A muddy 5k obstacle course at Cassiobury Park where participants climb, crawl and slide to raise funds for cancer research.
Community fundraising run at Cassiobury Park with 3k, 5k and 10k routes on largely flat mixed surface trails and wheelchair assisted access.
Volunteer organised runs on Horsell Common offering 2 km, 5 km, 10 km and 21 km routes through woodland, sandpits and meadows with medals for all finishers.
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.
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