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.
December 2026
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 lakeside Christmas event in Milton Keynes offering marathon and half marathon options with 7½ and 3½ clockwise laps of Caldecotte Lake. Finishers receive a bespoke medal and the event is held under 100 Marathon Club rules.
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.
Lap the Thames towpath in Walton-on-Thames with distances from a 5.3 km lap up to ultra plus flexible starts and medal or no medal entry options.
A 43-mile ultra from Wendover to Little Venice mixing trails, roads and canal towpath with GPS tracking, checkpoints, mandatory kit and an 11-hour cutoff.