Trail Running calendar near Isle of Wight 2026-2027

We have found 338 Trailruns within 80 miles of Isle of Wight. See below where and when you can find the races.

The New Forest Xmas Trails will take place in Bransgore on Sunday 6 December 2026. You can run between 15 and 50 kilometers.

Tackle the Winter Downs 200, a 200 mile continuous trail loop from Juniper Hall around the south of England via the North Downs Way, Vanguard Way and South Downs Way. Runners have up to 96 hours with live tracking, aid stations and crew sup..

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.

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.

Take on the Chilly Hilly 10 mile cross country run along West Wight coast and inland hills on 13 December 2026. Expect stunning views, friendly marshals and a warm finish with mince pies and mulled wine.

The Saturn Running - Egham will take place in Egham on Friday 25 December 2026. You can run between 5 and 50 kilometers.

The The Christmas Charity Run at Rathfinny will take place in Alfriston on Monday 28 December 2026. You can run 10 kilometers.

February 2027

Tackle a scenic 50 km trail from Denbies Wine Estate through the ancient woodlands of Norbury Park along the North Downs Way. Expect rolling trails, supportive checkpoints and a finisher medal for completing this charming Surrey ultra.

March 2027

Tackle the MTC Winter Green Man Ultra, a challenging winter trail around the City of Bristol with a flagship 45 mile loop and a 30 mile option. Expect varied terrain, great views and supportive organisation; entries close 4 March 2027.