High Wycombe
Trail Running Calendar near High Wycombe 2026-2027
Explore the top trail runs near High Wycombe for 2026-2027! We've gathered 221 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
May 2027
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, 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.
Pretty Muddy 5k at Willen Lake is a 5 km obstacle course with mud features, staggered wave starts and a minimum £50 fundraising target 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.
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 running event at Wendover Woods featuring a Half Marathon, 10k, new 5k and junior run on hilly forest trails with maps, medals and on-site facilities.
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 through timed waves while raising funds for cancer research.
A 24 hour event near Caldecotte Lake where individuals or teams of two to six complete as many 6.55 mile laps as they choose, with camping and on site facilities.
Scenic trail half marathon at Dunstable Downs on 20 June 2027, 21.2 km with about 450 m elevation, two aid stations and a 250 runner field.
A ten-leg team relay along sections of The Ridgeway national trail covering the 86.5 mile route, organised by Marlborough Running Club with gender composition rules.