High Wycombe
Trail Running Calendar near High Wycombe 2026-2027
Explore the top trail runs near High Wycombe for 2026-2027! We've gathered 221 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
April 2027
Multi-terrain run at Dummer Down Farm on 18 April 2027 offering 10 km, Canicross 10 km and a new Half Marathon with medal, drink and Dell pint cup for finishers.
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
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.
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.
Experience London's energetic Hackney Moves Festival featuring a half marathon on closed roads, a sunset 10K, and a community festival at Hackney Marshes.
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.