Upper Woolhampton
Trail Running Calendar near Upper Woolhampton 2026-2027
Explore the top trail runs near Upper Woolhampton for 2026-2027! We've gathered 122 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
May 2027
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.
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.
A 24 hour off road trail event on 5 mile loops with solo, pairs and team categories, onsite campsite, parking, caterers and illuminated night routes.
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 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.
Backyard Ultra at Chilton Manor Farm on 5 June 2027 features a 6706 m loop run each hour until one runner remains, with weekend camping, on route water stations, event camp facilities and medical support.
A 100 mile nonstop race along the South Downs Way on 12 June 2027, with 12 aid stations, a 30 hour cut off and mandatory kit checks.
A 50 km nonstop trail race across the South Downs National Park with 1150 m ascent, four aid stations, full medical cover and a nine hour cut off.
Guided 10 km trail run around the Devil's Punchbowl in Hindhead, Surrey, with hills, views and group navigation. Events take place at dusk or at night with headtorches and cost £22 per person.
July 2027
Trail running event near Petersfield, Hampshire, offering 100k, 75k, 50k, 20k and 10k routes with camping, coach transport and on-site food.
A Ridgeway trail event on 10–11 July 2027 offering 50 km and 100 km formats, finishing at Avebury Standing Stones with marked trails, pitstops, medical support, and on course services.
A 125 km waymarked loop around Wiltshire from Linkenholt Activity Center with 1902 m ascent, checkpoints about every 25 km, a 24 hour cut off and on-site camping.
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.