Trail Running calendar near Eastbourne 2026-2027

A 50 kilometre trail ultramarathon from Dorking along the Greensand Way through the Surrey Hills AONB, including climbs of Leith Hill, Holmbury Hill and Pitch Hill. Well signed and supported with aid stations, timing and a finisher medal.

A continuous 200 mile trail loop around the South of England starting and finishing at Juniper Hall, Dorking. Runners have up to 96 hours, live tracking, crew access and three major aid stations with food and sleeping facilities.

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 midweek 7 hour Time Challenge along the River Thames at Wraysbury Skiff and Punting Club. Distances range from 3km up to 50km with medals, distance pins and a post-run goody bag including a vegan option.

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 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.

A dawn to dusk winter trail challenge at Box Hill where runners repeat a roughly 10 mile loop with 2,400 ft elevation per lap and may stop after any completed lap; entry includes insurance, medical cover, aid stations 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 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 7 hour Time Challenge along the River Thames at Wraysbury Skiff and Punting Club offering flexible distances from 3 km up to 50 km. Finishers receive a Christmas medal, distance pins for longer races, goody bags and a festive aid table.

A traditional 3.5 mile Boxing Day run around Hindhead commons and the Devils Punch Bowl, with Mens, Ladies and a Drinking Run category. All profits support Holy Cross Hospital.

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.