Chesham
Trail Running Calendar near Chesham 2026-2027
Explore the top trail runs near Chesham for 2026-2027! We've gathered 201 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
June 2027
July 2027
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.
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.
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.
Track endurance event at Horspath Athletics offering 6, 12, 24 and 48 hour races, with a £100 prize for the first to pass 545 laps under the event conditions.
August 2027
A 49 mile point to point ultra along the Thames Path from Travelodge Oxford Abingdon Road to Henley on Thames with three checkpoints and a bespoke finisher medal.
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.
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.
A Thames Towpath trail event from Putney Bridge to Henley offering 100, 75, 50 and 25 km options plus supported rest stops and camping.
A 10 km trail run around Sandridge, St Albans, starting at Woodcock Hill on 12/09/2027 with entry listed at GBP 23.
A 50 mile single loop through the Chiltern Hills with 5600 ft of climb, five well stocked aid stations, full medical support and a 13 hour finish cut off.
Looped trail event from Henley with supported 50 km, 25 km and 10 km options, camping, staffed rest stops, medical cover and GPS tracking.
October 2027
A fully marked 100 km trail ultramarathon around the Chiltern Hills from Chesham with GPS tracking, six checkpoints, a 19 hour limit and a 250 runner field.
November 2027
Point to point Half Marathon along the Grand Union Canal from Cowley to Cassiobury Park, Watford, on towpaths, trails and woodland. Entry from £35.
A commemorative 7 hour Time Challenge in Staines along the Thames with options from 3 km to ultramarathon distances and medals for finishers.
Windsor Trail Run on 28 November 2027 features a flat trail through Alexandra Gardens with 10K and half marathon options, timed results and post race goodies.