High Wycombe
Trail Running Calendar near High Wycombe 2026-2027
Explore the top trail runs near High Wycombe for 2026-2027! We've gathered 190 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
December 2026
Trail 5K and 10K around the Tewinbury estate in Hertfordshire, fully waymarked with marshals, aid station at 5.3 km and chip timing.
A 21.1 km trail race around Hughenden Manor and nearby woodlands with marked routes, aid stations, chip timing and on-site facilities.
A 10 km trail race around Hughenden Manor in Hughenden Valley, featuring hilly woodland trails, full waymarking and a water stop at 5.3 km.
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.
A timed end of season 10 km trail championship at Wendover Woods on 6 December 2026 for runners who qualified through Runaway Racing events, with a marked route and chip timing.
Join the Christmas Jumper Friday Run on 11 December in Walton on Thames for a relaxed rock up and run along the riverside towpath. Pick 5k to ultra, run laps within a 7 hour window and earn a bespoke finisher medal.
Mince Pi Run on 13 December 2026 at Shalford Park, Guildford offers looped offroad races from 3.14 to 31.4 miles, a Pi marathon option and a one mile fun run shaped like the Pi symbol. The course runs along the water and results are posted online.
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 and canicross at Renegade Brewery on the Yattendon Estate. The course is mostly off road with one water refill station and finishers receive a medal, a pint cup with a free drink and a mince pie.
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.
A winter cross-country event at Butlers Lands Farm featuring water crossings, Roman Walls, fields and footpaths. Distances are 10K and 10 Mile with entry fees from £32 to £35; finish-line refreshments include mulled wine and mince pies.
January 2027
Looped trail and road races near Chalfont St Peter offering 7K and 10K loops with distance choices up to ultramarathons plus aid stations and medical support.
A flexible seven hour time challenge on a signed Thames riverside loop with distances from 3km to 50km, medals, pins and goody bags.
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 point-to-point ultra from Wendover to Little Venice, combining countryside trails, roads and the Grand Union Canal towpath, with GPS tracking, five checkpoints and mandatory kit requirements.