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 213 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
A 7 hour Time Challenge along the River Thames in Staines offering distances from 3 km up to 50 km, themed medals and distance pins, an aid table, goody bags including a vegan option, and on the day number collection.
Looped events where runners choose how many laps to run on the day, with maps, aid stations every lap and distances from 5K to 50K across several venues.
Social 8 km trail run with North Downs views, finishing at Greyfriars Vineyard for lunch, a glass of English sparkling wine and a guided tasting.
Single loop 50K trail race around the Chilterns from Berkhamsted with three aid stations, fully marked navigation and a 9 hour cutoff.
Halloween-themed Time Challenge in Staines along the River Thames with distances from 3 km up to 50 km and medals for finishers.
November 2026
Autumn trail races at Wendover Woods offering Marathon, Half Marathon, 10k and Junior Run on hilly, multi-terrain loops with on-site facilities and a six hour cut off.
A seven hour timed event in Staines upon Thames on 6 Nov 2026 offering distances from 5 km to ultra, a poppy finisher medal, and on-course aid with vegan options.
A timed remembrance run in Walton on Thames offering lap options from a single 5.3 km circuit up to ultra distances along a flat riverside course.
Experience a scenic trail run through the Bedfordshire countryside with a choice of a half marathon or metric half marathon along the Grand Union Canal and woodland paths.
A riverside marathon and half marathon on 8 November 2026 featuring a two minute silence pause, flat towpath laps, limited places and medals for all participants.
Join a community of runners at Richmond Park for a series of timed races supporting Movember. Enjoy a hilly tarmac course with distances ranging from a kids mini run to a half marathon in a supportive atmosphere.