Trail Running calendar near Gerrards Cross 2026-2027

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..

A multi-distance festive run at High Lodge, Thetford Forest, offering 5k up to ultra on a 5.3 km loop with an on-course aid station and event medals. The event is cupless and 20% of fees support forest upkeep.

Festive themed half marathon on woodland trails, meadows and country lanes around Mid Suffolk, starting and finishing at Stowmarket Football Club. Manually timed cupless race with water refill, mince pie, photography and optional eco friend..

A pre Christmas anniversary timed run in Stroud on 13 December 2026 with flexible lap-based entry on a 3.28 mile canal route; distances range from 5 km to ultra and all finishers receive a bespoke medal and a memento.

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 festive multi terrain cross country in Pett, East Sussex with a main five mile loop, a 2 Mile Fun Run and a children's Drumsticks Scurry. The event raises funds for Shelter and includes a bespoke medal and free photos.

Christmas Canter at Suffolk Running Centre offers 5k, 10k, half, full and ultra distances, a bespoke finisher medal, aid stations every 10k and parking included. The event uses loop and out and back formats and has a seven hour cut off.

A dawn to dusk winter trail challenge at Box Hill, Dorking on 19 December 2026. Runners repeat a roughly 10 mile loop with about 2,400 ft elevation per lap and may stop after any completed lap.

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 with over 95% off road on public footpaths and bridleways. Held at Trifarm in Boreham, the event uses a mostly clockwise 10 km course with on site parking and basic facilities.

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 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.