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.

Enjoy scenic Gatton Park trails with canicross and trail options over 5K and 10K, with medals and dog treats. Chip timed races, onsite parking and post race goodies make for a fun winter run with your canine companion.

Join a guided 10 km trail run through Thursley National Nature Reserve, an easy, mostly flat route ideal for first time trail runners at about 10 min per mile. Enjoy heathland scenery and Britain’s Favourite Path boardwalk.

Take on scenic 15 km or 10 km routes at Newlands Corner, Guildford on Saturday 28 February 2026 with the G3 Series. Friendly, well organised races and multi entry deals make this a perfect weekend challenge for all abilities.

Run a guided 30 mile trail across the South Downs Way and nearby hills, from Harting Down through ancient woodland and nature reserves. Ideal for first time ultra runners, it's led by an experienced mountain leader and coach.

Experience coastal trails and stunning views of Durdle Door at Lulworth Cove Trails in West Lulworth on 28 February 2026, with 10K, 27K and 50K options over rugged climbs, descents and stiles. Aid stations, parking and route maps are provid..

UTMB Index

Chocothon is a friendly timed lap on a flat 5.3 km riverside towpath, letting you complete as many laps as you can within a seven hour window. Distances from 5 km to ultra, medals and aid stations make it perfect for all abilities.

March 2026

Join the Weymouth Bay 10K on 1 March 2026 for a flat, fast coastal run starting and finishing at the Riviera Hotel in Bowleaze Cove. Enjoy seaside views, a bespoke medal, spot prizes and the chance to support Margaret Green Animal Rescue.

Tackle the Imber Ultra, a scenic 33.5 mile multi terrain trail run around the Imber Range on Salisbury Plain, starting in Westbury. Organised as a charity fundraiser, this classic March ultra promises tough trails, great camaraderie and fin..

Enjoy scenic trail running at Up on the Downs on 1 March 2026 from Breamore House, Fordingbridge. Choose 5k, 10k or half marathon on rolling country paths, with medals for finishers and a 5k Canicross class.

Run the Windsor & Eton 10km on 1 March 2026 for a scenic multi terrain route from Windsor & Eton Brewery along the Thames and Jubilee River. Finishers get a pint cup, medal and free race photos to celebrate your run.

Guided 10 km trail run from Silent Pool near Guildford along the North Downs Way and Netley Heath for a scenic group outing. Sunset and torchlit sessions, gear trials and a friendly finish make for a relaxed guided adventure.

Tackle the Winter Green Man Ultra on Bristol's Community Forest Path with 45 mile or 30 mile options across rolling winter trails run anti clockwise. Self navigated with checkpoints and friendly support for a proper winter trail test.

Join the Humanity Direct Amersham Ultra on 7 March for scenic footpath and bridleway routes of 10 km, 25 km or 50 km starting at Dr Challoner's School. Run or walk to fundraise for Humanity Direct and earn a finisher medal.

Sussex trail in Eastbourne on 7 March 2026 offers coastal South Downs routes with stunning Seven Sisters views. Strenuous chalk and woodland terrain from 10K to ultra delivers a tough outing and earns Endurancelife leaderboard points.

UTMB Index

Explore the scenic New Forest on 7 March 2026 with the New Forest Trail Run South at Hinton Admiral Estate. Choose 10.1 km, 15 km or 21.6 km routes with options for trail run, canicross or hike for all abilities.

Brutal at Chawton delivers muddy farm tracks, water filled craters and technical forest trails for a gritty off road challenge. Choose 5 km or two lap 10 km and try canicross if you want to run with your dog with a running harness required.

Run scenic laps along the Thames towpath in Walton on Thames at the Ladybird Run, on flat off road trails with timed entries or a one hour rock up and run start window. Pick 5 km to ultra distances and complete as many laps as you like with..

Leith Hill Half Marathon is a challenging 13.1 miles trail race across Surrey with about 1,800 feet of ascent and a summit finish at Leith Hill Tower. Enjoy scenic singletrack, a reusable medal, local beer and a full cooked breakfast.

Wight Riot is a mixed terrain coastal run at Hordle Cliff West, with sweeping views of the Isle of Wight and a scenic stretch past Sturt Pond Nature Reserve. Choose distances from 5K to ultra marathon and earn a medal for completing a lap o..

Join Thames Meander Spring on 8 March 2026 for a flat, scenic riverside run from Barnes with 10 km, half and full marathon options. The route is marked and marshalled with stocked checkpoints and medical cover for a smooth race day.