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Trail Running Calendar near Chalfont Saint Giles 2026-2027

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Explore the top trail runs near Chalfont Saint Giles for 2026-2027! We've gathered 284 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

June 2027
A 24-hour relay at Wasing Park with Solo, Pairs, and team entries on an undulating 8 km trail loop plus an event village and camping.
A Star Wars 50th Anniversary weekend on 5 and 6 June 2027 at Caldecotte, Milton Keynes featuring marathon and half marathon races around Caldecotte Lake, unique finisher medals, on-course water and toilets, and time limits for each race.
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 trail routes of 55 km and 25 km follow parts of the Capital Ring, finishing at Richmond Green with signed trails, feed stations and event support.
Chip-timed 10k and 5k at Prospect Park Reading, mainly on grass with woodland and slopes, limited parking and a minimum fundraising target.
A point-to-point trail event through the Hertfordshire AONB offering marathon, half and 10 km distances open to both runners and cyclists with separate results and medals.
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.
10K or two lap half marathon through Richmond Park's grasslands and tree lined avenues, with chipped timing, plastic free aid stations, and recycled finisher medals.
A 7 km fell race around Coombe Hill in Wendover with 220 m of climb, BS Category, and entry that includes a free pint at the Shoulder of Mutton.
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 24 hour run at Caldecotte Lake where individuals or teams of 2 to 6 complete 6.55 mile laps with camping, showers, food and event prizes.
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.
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.
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