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.
Trail running at Froyle Village Hall with 10 km and 21 km options, waymarked routes, marshals, water stations, event photos, and proceeds supporting the village hall.
Guided 42.2 km trail marathon through the Chiltern Hills with run leaders, checkpoints, and a wooden finisher’s medal.
Trail 10 km and a two-lap half marathon from Dummer Down Farm with brewery finish, medal, pint cup and a free drink; canicross and camping options available.
An untimed inflatable obstacle event in St Albans on a 2.5 km lap with distances from 2.5K to 15K, medals, music zones, and on-site facilities.
An alternative to the London Marathon at Walton on Thames featuring a UKA certified 3.28 mile lap. Options include full and half marathon or a seven hour timed event, with a 150 mm finish medal for participants.
May 2027
A five mile off road race through woods and farmland around Hurstbourne Tarrant in the North Wessex Downs. Organised entirely by volunteers since 2009, the annual event donates all proceeds to local charities.
Guided 30-mile trail run near Guildford using parts of the North Downs Way and Greensand Way, group-paced with summit climbs and a recommended 22-mile training background.
Rapid Relays at Culden Faw Estate on 2 May 2027 offers 4 km loop relay racing for solo runners, pairs and teams amid woodland and Chilterns views.
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.