Trail Running calendar near Ventnor 2026-2027

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.

A festive 7 hour Time Challenge in Staines along the River Thames, offering distances from 3 km up to 50 km and medals for all finishers. Signed laps, aid stations, and goody bags including a vegan option support self-paced efforts.

A 100 mile winter point to point trail across the South Downs and North Downs from Amberley Museum to Juniper Hall with a 35 hour limit, three aid stations, crew and drop bag support, medical cover and a strict mandatory kit list.

A timed trail event in the Forest of Bere featuring a 3.28 mile lap and distance options from 5 km to ultra. Aid station serves sweet and savoury food including potatoes and vegan choices, and 20% of proceeds support Forestry England.

A lap based off road event at Shalford Park offering distances from 3.14 to 31.4 miles plus a one mile fun run for children. Junior lap limits, car parking and course warnings are provided by the organisers.

A 10 mile cross country run on the West Wight with notable hills and coastal views, organised by West Wight Sports and Community Centre on 13 December 2026. Past entrants note strong on-course support, windy conditions, a scarf memento and..

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 winter trail challenge at Box Hill, Dorking. Runners loop a roughly 10 mile trail with about 2,400 ft ascent per lap and may stop after any completed lap; entry includes insurance, medical cover, aid stations and a finisher m..

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 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 flexible 7 hour Time Challenge along the River Thames in Staines with distances from 3 km up to 50 km, finisher medals and goody bags. An optional Christmas Dinner at The Last Hop is available for an extra fee.

A cupless charity run through Rathfinny Wine Estate in the South Downs, presented as two 5 km loops over grass and chalky trails. Part of the entry fee supports the WOLO Foundation and parking rules aim to reduce car travel.

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 the Meon Valley offering 10, 30, 50 and 70 km on marked public trails with checkpoints and post-event food. Entries for 2025 are closed; a provisional date for 2026 is 28 December 2026.

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 10.000 km trail race around Box Hill with steep climbs and scenic views, registration and parking at Denbies Vineyard. The event includes a kids fun run and a ladies race and uses a B Course around Denbies if Box Hill is unavailable.

Looped 7K and 10K courses in Chalfont St Peter and Gerrards Cross let runners choose distances from a single loop to ultramarathon. Aid stations, marked routes, crew access and medical support are provided, with prizes for top finishers in..

An annual New Year five mile cross country in Penshurst village over rolling hills and woodland trails. Open to ages 10 and above with entry fees supporting Hospice in the Weald and awards across junior, local and canicross categories.

A trail running event at Newlands Corner on 9 January 2027 offering 10 km and 15 km distances with paid entry and bundle options. Organised by G3 Series.