Trail Running calendar near Isle of Wight 2026-2027

Join the Dinton 5km and 10km Summer Series at scenic Dinton Pastures for four monthly, flat off road laps from May to August. Family friendly with a 2 km kids race, medals, water and post race treats including an ice cream van.

Run the North Downs Way 50 mile trail from Farnham to Knockholt Pound on 16 May 2026. Enjoy rolling chalk ridges, varied trails and big views in this classic point to point test of endurance.

Explore the UNESCO Jurassic Coast on 16 17 May 2026 with options from 10 km to 100 km. Day and night or two day formats, strong on course support and spectacular coastal views make this a memorable challenge for runners and walkers.

Take on the Compton Downland Challenge on 16 May 2026, choosing the marathon or a scenic 16 mile route across the Berkshire Downs and Ridgeway. Expect rolling trails, countryside views, on course aid and a hand thrown mug at the finish.

Join the Semington Slog on 16 May 2026 for a scenic 10K or family 2K around the village, canal towpath and leafy lanes. A friendly community fundraiser at St Georges School with marshalled routes, children’s activities and tasty food, plus..

Run through scenic vineyard hills at Denbies Wine Estate in Dorking on 16 May 2026 on a 5.3 km undulating off road loop. Choose as many laps as you like for distances from 5 km up to ultra with flexible start times and limited places.

Take on the Reigate Priory Park 10K on 17 May 2026, a measured four lap cross country route through scenic Priory Park. Open to ages 15 and over, this England Athletics affiliated race supports Sport In Mind and offers medals and trophies.

Run the scenic loop at Hurtwood Park Polo Club in Cranleigh, Surrey with distances from 5 km to ultra on mostly flat off road trails. Multi lap format and a seven hour time limit suit all paces and every finisher gets a memento.

Tackle rugged coastal trails and pebble beaches at the Beer Blazer in Seaton, with 10 mile, 6 mile and a 1 mile fun run options. Expect dramatic cliff top views, steep climbs, a beach section and a post race BBQ for all.

Join the Portcullis Trail 10 km in Langport on Sunday 17 May 2026 for a scenic run across the Levels, droves and countryside around Cocklemoor. Expect mixed trail terrain and a friendly community vibe; no headphones or dogs.

Run the South Downs 50k, a scenic point to point trail from Falmer to Eastbourne finishing beneath the white cliffs of Beachy Head. Expect about 3500 feet of climb, four aid stations and live GPS tracking.

Challenge yourself on the London to Brighton Ultra on 23 to 24 May 2026 with a scenic 100 km route or a 2 day daylight split. Multiple distances, regular aid stations and GPS tracking suit newcomers and seasoned trail runners.

The Fox invites trail runners to Surrey on 23 May 2026 with 20K, 41K and 62K routes starting from local villages. Courses are well marked with regular aid stations and a shared finish in Godalming.

Experience a scenic 13.5 mile single loop along the South Downs Way, through Friston Forest and past the iconic Seven Sisters cliffs and Beachy Head. Mostly trail with about 1,900 feet of climbing, full race support and a finisher medal.

Run the Richmond Park Marathon, a scenic three lap 26.2 miles route through leafy Richmond Park with chip timing, marshals and on course support. Finishers get a medal and goody bag.

Queen of the Suburbs Ultra invites runners to explore Ealing's greenways, towpaths and parks with 50k and 25k single loop options. Expect a Horsenden Hill climb with city views to Wembley and a friendly local race atmosphere.

Run across Dorset from just south of Salisbury to the Jurassic Coast on mostly trail with minimal road running and support along the route. Choose from 100 km, 50 km or a 20 mile Purbeck Traverse for a rewarding coastal challenge.

Join the Rebellion 10km at Riverwoods, Marlow on 25 May 2026 for a scenic trail run along the Thames including a crossing of Marlow Bridge. Finishers get a medal, a Rebellion beer or non alcoholic alternative and a pint cup.

Beat The Sunset 50km in Maidenhead is a single lap, mostly off road ultramarathon along the Thames Path, Jubilee River and Green Way. Flat and scenic, the fully signed course features checkpoints, chip timing and post race mementoes.

Join the Southampton Running Festival on 31 May 2026 for scenic 5K, 10K, half marathon and junior races around Southampton Common. Lap courses wind through woodland, ponds and parkland with an event village at the finish.