High Wycombe
Trail Running Calendar near High Wycombe 2026-2027
Explore the top trail runs near High Wycombe for 2026-2027! We've gathered 190 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
May 2027
A multi-day running festival at Hackney Marshes featuring a 21.1 km half marathon, 5K and 10K runs, an off-road trail and a free two-day festival.
A weekend of waymarked trail runs and walks at Mapledurham House near Reading, featuring ultras, a half marathon and supported marathon-length walks.
A single-lap 50 km multi terrain ultra in Maidenhead on May 22 2027, mainly off road along the Thames Path, Jubilee River and the Green Way. Four aid stations, chip timing, live tracking and on-course nutrition support.
A 5 km obstacle event at War Memorial Park on 23 May 2027 where participants climb, crawl and slide across mixed grass and path terrain; entrants must be 13 or older and a minimum fundraising target of £50 applies.
A guided trail half marathon around the Surrey Hills, about 13 miles from St Martha's Hill in Guildford, following parts of the North Downs Way and notable viewpoints. The run is social in format with a guided pace and evening options.
Trail event from Richmond to Brighton offering multiple distances, GPS tracking, covered rest stops, medical support, camping and finishers items.
A 60 km point to point ultramarathon along the Ridgeway National Trail from Ivinghoe Beacon to Ridgeway View Campsite, fully marked with open tracking and four checkpoints.
June 2027
A 24 hour relay at Wasing Park, Reading where Solos, Pairs and Teams run an undulating 8 km trail lap with camping and an on-site event village.
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 5k obstacle course at Royal Windsor Racecourse with mud obstacles to climb, crawl and slide, mixed tarmac and grass surfaces, staggered wave starts and a minimum age of 13. Earlybird entry prices and a fundraising target apply.
A 5 km obstacle course at Prospect Park in Reading where participants climb, crawl and slide across grassy slopes and woodland. Waves run every 15 minutes and the event is open to people aged 13 and over.
A 5k muddy obstacle course at Willen Lake with staggered wave starts, on-site toilets and parking, blue badge parking nearby, and a fundraising target of £50. The event is not wheelchair accessible.
Two trail distances around London on the Capital Ring with feed stations, chip timing and a planned finish at Old Deer Park, Richmond.
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.
A forest trail event at Wendover Woods offering a hilly multi-lap 10 km course with Half Marathon, 10k and Junior Run options, on-site facilities for spectators, route maps and GPX files, and medals plus free photos for participants.
An urban ultramarathon in central London with 100km, 50km and 25km routes that pass over 100 city landmarks, with checkpoints and training resources.