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.
December 2026
Timed Thames towpath run where participants choose lap distances on a 5.3 km out and back course and entry supports Rays of Sunshine Children's Charity.
Saturn Running's 7 hour Time Challenge in Staines upon Thames offers distances from 5 km to ultra along the River Thames, with a finisher medal and a bobble hat.
A charity event supporting the Hospice of St Francis with a guided 8 km trail run and a 4 km family walk, mince pie included and limited dog places.
10 km trail championship at Wendover Woods on 6 December 2026, for qualified runners, marked route with chip timing and about 295 m of ascent.
A festive family fundraising run at Frimley Lodge Park with 5K and fun run options, festive items and an Event Village supporting local NHS hospitals.
A Christmas timed run along the Thames in Walton on Thames with lap-based distances from a 5.3 km loop up to ultra and medal or no medal entry options.
A festive, informal two-lap Second Sunday 5 on 13 December 2026 at Richardson Evans Memorial Fields, Putney Vale.
Join a festive Christmas run along the flat Jubilee River. Choose your own distance in this 6-hour timed event on a scenic towpath. All finishers receive a bespoke festive medal.
A 10 km trail run at Renegade Brewery in Yattendon on December 24th, with a Canicross category, chip timing, a medal, a pint cup and a mince pie for finishers.
A seven hour Time Challenge on a signed Thames riverside loop where participants choose their distance and select a past event medal on finishing.
A low key multi-lap half and full marathon along the River Thames in Walton on Thames on 28 December 2026. The UKA certified flat towpath course awards medals to all finishers and has limited places.
Trail event at Butlers Lands Farm with water crossings, Roman Walls and fields, offering 10K and 10 Mile options plus finish line mulled wine and mince pies.
January 2027
Guided morning 10 km trail run through Chilterns hills and woodlands with Run Leaders, bag drop, cafe facilities and a cani cross option.
A riverside 3.28 miles out-and-back event at Wraysbury offering distances from 5K to ultra and a six hour challenge, licensed by TRA and run under UKA rules.
Friday timed runs on a flat riverside 5.3 km lap with flexible entry options, charity allocation for the £10 run and commemorative finishers' medals.