Henley-on-Thames
Trail Running Calendar near Henley-on-Thames 2026-2027
Explore the top trail runs near Henley-on-Thames for 2026-2027! We've gathered 209 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
May 2027
Two-day self-supported navigation challenge in the Surrey Hills for teams of two, with camping at Newlands Corner and a points-based course across both days.
An inflatable obstacle course event in Guildford on 8 May 2027 offering 2.5k to 15k lap distances, music zones, finisher medals and family friendly entries.
A one-day 30 km trail run in the Chiltern Hills from Tring with guided technique instruction, checkpoint support, bag storage and a finisher's medal.
Two days of obstacle racing in Henley-on-Thames with Sprint 5 km, Super 10 km, Beast 21 km and kids races along the riverside.
A weekend of waymarked trail runs and walks at Mapledurham House near Reading, featuring ultras, a half marathon and supported marathon-length walks.
A 50 km multi terrain ultra in Maidenhead along the Thames Path, Jubilee River and Green Way with chip timing, four aid stations, live tracking and a cut off of 8 hours 57 minutes.
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 supported trail event from Richmond to Brighton offering 100 km, 50 km, 25 km and marathon options with rest stops, GPS tracking, medical support and camping.
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 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 repeating 6.706 km trail loop at Chilton Manor Farm around Godsfield Copse and Bugmore Hill, with on-site camping, water stations and race support.