Trail Running calendar near Ventnor 2026-2027

A single loop 55 mile trail race around the South Downs, starting and finishing at Plumpton Racecourse. The route covers grass trails, farm tracks and woodland paths, includes 7,000 ft of ascent and seven aid stations.

A **50 km** trail ultramarathon from Dorking along the Greensand Way into the Surrey Hills, featuring a 5 mile loop and climbs over Leith Hill, Holmbury Hill and Pitch Hill. The route is fully signed, supported and electronically timed.

A seasonal ten mile multi terrain race in Peacehaven with farm tracks, quieter roads and a notable hill around mile six. The event includes fancy dress, recycled finisher medals, charity partners and photos supplied by Sussex Sports Photogr..

New Forest Xmas Trails offers festive trail races from Holmesly Campsite in the New Forest. Distances range from 15 km to a 50 km ultramarathon on fully marked heath and woodland trails; opt to plant a tree instead of a medal.

A 200 mile continuous trail run looping around the South of England from Juniper Hall. Runners have up to 96 hours, live tracking, and access to three major aid stations with crew support and drop bags.

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.

The Saturn Running - Egham will take place in Egham on Friday 11 December 2026. You can run between 5 and 50 kilometers.

Join the Mince Pi Run in Guildford for a Pi themed run by the water, with distances from a 1 mile kids fun run to the 3.14 mile loop and laps up to a Pi marathon. Every finisher gets a bespoke Pi Pie medal.

A 10 mile cross country run through the West Wight landscape on 13 December 2026, with hilly terrain, strong marshal support and a memento for finishers. Entry is limited and the published fee is £27.50.

A seven hour Time Challenge along the River Thames at Wraysbury Skiff and Punting Club in Egham, with distances from 3 km up to 50 km. Finishers receive a Christmas themed medal, distance pins for half marathon and above, and a goody bag.

A cupless charity run through Rathfinny Wine Estate on 28 December, comprising two 5 km vineyard loops with limited places and a donation of £8 from each £12.50 entry to the WOLO Foundation.

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.

Winter Runderland in Walton on Thames is a timed lap event on a 5.3 km riverside towpath course. Runners may select distances from 5 km up to ultra, and a lower-cost no-medal entry option is available.

A January trail race around Box Hill with a measured 10.000 km course, 473 m ascent and 335 m descent. Registration and parking at Denbies Vineyard; earphones are not permitted and an alternative Denbies course is used if Box Hill is closed..

Join the Penshurst Village Cross Country Run on Sunday 3 January 2027 for challenging 5 mile and canicross races over scenic local trails and open ground. Enjoy a friendly village atmosphere and a great day out for runners and their dogs.

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 countryside trail run around Farley Mount in Hampshire with two route options, including a Half Marathon. The course is rolling with tree-lined sections and vistas, starts at Sparsholt College with ample parking, and offers finisher medal..

A 10 miles and 5 miles trail race at Pippingford Park Manor with hard packed trails, about 1568 ft of climbing and panoramic views. The event includes bespoke medals, cash prizes for podium finishers and free parking.

A fully signed trail ultra on the North Downs Way and Norbury Park, covering 50k with 2986 ft ascent. The event is based at Denbies Wine Estate, includes four checkpoints with food and drink, and awards a finisher medal.