Trail Running calendar near Woking 2026-2027

Timed Thames towpath run where participants choose lap distances on a 5.3 km out and back course and entry supports Rays of Sunshine Children's Charity.

A guided 12.5 mile trail run around Box Hill that gains about 1000 metres of elevation across woodland, heathland and open fields. Group pace with technical climbs and scrambling and a chance of an alcohol free beer at the finish.

Coastal 10 Mile and 10K runs from Hengistbury Head along Bournemouth seafront and Boscombe Pier, with chip timing, water stations and a finisher's medal. Largely flat, traffic-free routes with coastal views.

Trail event in Swanage on 5 Dec 2026 offering 10K, half, marathon and ultra routes along the Jurassic Coast Path. Part of the Endurancelife 26-27 season with leaderboard points awarded to finishers.

Three single-loop ultra races of 50k, 55 miles and 100 miles start and finish in Eastbourne, crossing the Seven Sisters and running toward Plumpton. Courses use grass trails, farm tracks and woodland paths on the South Downs.

A 50 km trail ultramarathon from Dorking along the Greensand Way through the Surrey Hills, with a 5 mile loop, marked and supported aid stations, electronic timing and a finisher medal.

A winter trail running festival at Holmesly Campsite in the New Forest on 6 December 2026, offering 15 km, 30 km, marathon and 50 km one lap off‑road courses with marked routes, bag drop and mandatory kit requirements.

A 10 mile canicross loop at Grafham Water on 6 December 2026, following reservoir paths, woodland and the dam wall. Dog friendly with required harnesses, aid station water bowls and finishers medals plus a dog charm.

A festive trail running event at Moors Valley Country Park on 6 December 2026, offering a 2 km fun run for children plus 5 km and 10 km trail races; on-site parking is available for £5 and entry fees range from £12 to £26.

A 10 km trail championship at Wendover Woods on 6 December 2026 for runners who qualify via top 20 percent finishes at Runaway events and for volunteers. The marked course includes about 295m of ascent.

The Mince Pie 10 will take place in Peacehaven on Sunday 6 December 2026. You can run 10 miles.

A 200 mile continuous single stage trail run around the South of England, starting and finishing at Juniper Hall. Runners have up to 96 hours to complete a loop that follows the North Downs Way, Vanguard Way and South Downs Way.

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.

Seasonal trail races through Salcey Forest on 13 December 2026 offer 10k, 5k and a 1.2 km junior run. The event uses mostly flat forest trails, awards bespoke medals and prizes, welcomes seasonal fancy dress and raises funds for Shelter.

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 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.