Trail Running calendar near Isle of Wight 2026-2027

We have found 352 Trailruns within 80 miles of Isle of Wight. See below where and when you can find the races.

Scenic riverside marathon and half marathon on a flat UKA certified towpath from Walton on Thames to Hampton Court and back. Lapped format with finisher medals and virtual entries.

December 2026

The Hughenden Valley 10K offers a scenic trail race around the National Trust's Hughenden Manor estate. It's a hilly course on woodland paths, with one water station and comprehensive event support. Start and finish at the historic manor, w..

Run along the scenic Dorset coast at the Bournemouth Coastal TEN. Choose between a 10 Mile or 10K route starting from Hengistbury Head, featuring a flat, traffic-free path with sea views.

Run the Jurassic Coast Path in Dorset. Choose from a 10K, half marathon, marathon, or ultra on challenging coastal trails. The event starts from Swanage and is part of a season-long points competition.

Winter on the Downs Winter on the Downs offers three ultra-distance trail races on a single-loop course. The events start and finish in the seaside town of Eastbourne, East Sussex. The races cover trails through East and West Sussex, beginn..

A 50K ultramarathon through the scenic Surrey Hills, starting from Dorking. The December course follows the Greensand Way over three prominent hills. Fully marked and supported, it's a qualifier for the UTMB index.

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.

Celebrate the season at Moors Valley Country Park with a festive trail run. Choose from a 2km fun run for kids, a 5km, or a 10km route through the winter woodland and lakeside paths. Wear your Christmas gear and join the fun on 6 December 2..

Join this end of season 10K trail championship at Wendover Woods featuring a marked route with 295m of elevation. Qualification is required for this exclusive event which is open to top finishers and volunteers.

The Winter Downs 200 is a 200-mile continuous winter trail run around southern England. Runners have 96 hours to complete the giant loop, which weaves together five iconic long-distance trails. The event features live tracking and support s..

UTMB Index

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.

Enjoy a festive midweek run along the River Thames at this flexible Time Challenge event. Choose your own distance, from 3km to an ultra marathon, on a mixed-surface course with full support. All finishers get a medal and goody bag at this..

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.

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 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.