Trail Running calendar near Isle of Wight 2026-2027

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 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 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 roughly 12.5 ish mile winter road and trail event near Warminster that often features hilly and wintry conditions. The race supports the Royal British Legion and offers finisher medals, veteran prizes and on-course water and first aid.

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.

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.

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..

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.

A trail running event at Newlands Corner, Guildford on 9 January 2027 organised by G3 Series. Options of 10 km and 15 km are available, with single-entry fees and multi-race bundle pricing.

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..

A guided 30 mile trail run from St Martha's Hill exploring the Surrey Hills and Box Hill with an experienced ultra runner and coach. Group pace, recommended 22 miles training, cost £55 and an alcohol free beer may be available.

The Doughnut Dash is a flexible-distance run along a flat Thames riverside trail. Participants can run from a single lap to ultra marathon distances while enjoying doughnuts. All finishers receive a custom, neon-colored medal.

Scenic winter trail running near Farley Mount with two distances, chip timing and finisher medals. The start is at Sparsholt College and the routes feature rolling terrain, tree-lined sections and open Hampshire views.

Three waymarked gravel and trail routes at Holmsley Campsite in the New Forest on 16 January 2027. Mostly gravel underfoot with wet and muddy sections, outposts on longer routes, free parking and timed results.

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..

A last-person-standing backyard ultra near Alfriston with repeating one-hour laps of about 4.2 miles on mixed trails. The event uses a token-based lap check, Webscorer timing, barn support areas, and sustainability measures.

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..

Trail running in Moors Valley Country Park with a half marathon (two laps) and a 10K (one lap), chip timing, aid stations, and a canicross option. The event is eco-friendly, dog friendly, and supported by marshalls and event photography.