Trail Running calendar near Henley-on-Thames 2026-2027

Part of a 12 Days of Christmas series at Pengethley Manor offering 5k to ultra distances on an off road course with a seven hour time limit.

Offroad race at Pengethley Manor offering 5k, 10k, half, marathon and ultra options with a seven hour limit and a virtual entry option.

Off-road event at Pengethley Manor offering 5k, 10k, half, marathon or ultra with a seven hour limit plus virtual entry and medal options.

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 dawn to dusk trail challenge at Box Hill where runners complete laps of a roughly 10 mile loop with about 2,400 ft ascent per lap; entries include insurance, medical cover and a finisher medal.

A timed festive event on the Itchen Way in Winchester with flexible rock up start times, a measured out-and-back course, lap options up to ultramarathon distance, and a bespoke finisher medal.

A level 19 km trail race along a converted railway through the River Stour valley. The family oriented event has marked route, aid stations, a canicross option and prebooked transport between start and finish.

A 50 km trail ultra along the North Downs Way from Detling to Wye with about 1,000 m of ascent, three checkpoints and mandatory kit requirements. The route passes Boxley Warren, Thurnham Castle, Lenham Cross and the Wye Downs.

A festive trail running day at Wendover Woods on 20 December 2026 offering a Family Santa Mile plus 5 mile and 10 mile options, with medals and seasonal treats for finishers.

A lap-based running challenge at Abberton Reservoir on 20 December 2026. Runners complete repeated 5 km loops on off-road paths, with a free feed station, a medal for all and proceeds supporting Essex Wildlife Trust.

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 7 hour Time Challenge along the River Thames in Staines offering distances from 3 km up to 50 km, medal and goody bag, plus an optional Christmas dinner at The Last Hop.

Final round of the four-event Trifarm Winter series: a mainly off-road 10 km on public footpaths and bridleways at Trifarm in Boreham on 27 December 2026.

A looped trail event in Crystal Palace Park where runners complete 2.65 km laps within a 7 hour time limit. Distances range from 5 km to ultra and all participants receive a finishers' medal.

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.

Winter X is a mid winter trail running event in Hampshire's Meon Valley offering 10 km, 30 km, 50 km and 70 km routes on public trails including sections of the South Downs Way. Checkpoints, marked routes and a rock memento are provided.

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.

A winter 12.5 ish mile run on 29 December 2026 across hilly, windy and potentially snowy terrain, supporting The Royal British Legion Poppy Appeal. Entries are limited and the race is open to runners aged 16 and over with a three hour cut o..

A trail event at Wenchford Picnic Site with seven hills over seven miles or the double 14-mile Immortal Sinner; forest trails may be muddy or icy and canicross waves are available.