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.
November 2026
A flexible Friday running event on a flat 5.3 km out and back course along the Thames offering distances from 5 km to ultra, timed over a seven hour limit with bespoke finishers medals.
Lap based timed run along the Grand Union Canal in Harefield on 14 November 2026, using a 3.28 mile lap with distances from 5 km to ultra.
Timed multi-lap run on a flat Thames towpath in Walton on Thames with distances from 5 km to ultra, a seven hour limit, flexible one hour start window and finishers medal options.
Half day 6 miles 10 km trail run in the Chiltern Hills with a private Tring Brewery tour, tasting and a bottle or a pint included.
Mud, marshes and hills feature on a single 10 km lap at Spider Hill with a shorter 5 km option and on-site parking accessed via Bourley Road.
Seven hour time challenge on a signed riverside loop in Staines offering distances from 3 km to ultra, themed medals, goody bags and the book's author as guest.
Half marathon through Wimbledon Common on 22 November 2026, organised by RunThrough, chip timed and supporting the charity Beder.
A 10 km road and riverside run starting and finishing at Kingston Hawker Centre, using chip timing and offering a finisher medal, refreshments and baggage drop. The event supports Kingston Hospital Charity and notes nearby train and local parking o..
A charity Friday run in Walton on Thames where the £10 entry fee is donated to Rays of Sunshine. Flexible rock up and run format on a flat 5.3 km riverside lap with a finishers' medal for all participants.
A riverside marathon and half marathon along the River Thames on an accurately measured UKA certified course. Multiple laps on a flat towpath route with medals for all finishers and virtual entries.
A timed 21 km trail race at Farleigh Wallop Estate with marshalled routes, cupless water stations, a sustainable finisher medal and onsite parking.
A community silent disco run at Rose Hill Community Centre on 28 November 2026 with a group warm up, headphones for music, glow items, post-run music, raffle and on-site refreshments.
Join the Christmas Advent Run on Sunday 29 November in Walton on Thames for a festive riverside run. Tackle timed laps to suit you and enjoy optional medal and chocolate advent calendar plus a prize draw.
A 7 hour Time Challenge along the River Thames offering flexible lap based distances from 3 km up to ultra distances. Finishers receive a themed medal, a goody bag with a vegan option and on route aid stations.
Trail runs of 10km, 10 mile and Half Marathon through muddy woodland and estate roads at Mapledurham Estate on 29 November 2026, with an event village and finish refreshments.
December 2026
A trail half marathon around Hughenden Manor and nearby woodlands, 21.1 km with marked navigation, aid stations and uneven terrain.