Trail Running calendar near Caldecotte Lake 2026-2027

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 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 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 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.

Final round of a four event winter trail series on 27 December 2026 at Trifarm in Boreham. Over 95 percent off road on public footpaths and bridleways with on site parking, registration, and food sales available.

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 43 mile ultra from Wendover to Little Venice in London combining country trails, roads and long canal towpath sections. Waymarked course with real-time GPS tracking, five checkpoints, mandatory kit list, prizes for the top three and medal..

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.

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.

A winter trail run from Sparsholt College with two off-road distances around Farley Mount, rolling terrain, on course hydration and finisher medals. The event runs for its sixth year and had over 1,000 participants last year.

A lapped multi terrain event at Brandon Country Park with a 5.3 km loop. Run as far as possible within a 4 or 6 hour window, with aid each lap, marshal support, and bespoke medal options.

Navigate the terrain of Cannock Chase in this 27 km fell race starting from Milford Common. Participants must use navigation skills across a 540 m climb with full FRA kit required for the journey.

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..