Trail Running calendar near Portsmouth 2025-2026

We have found 286 Trailruns within 80 miles of Portsmouth. See below where and when you can find the races.

Chiltern Wonderland 50 is a single loop 50 mile trail from Goring on Thames that tackles 5,600 ft of climb along the Ridgeway and Thames Path, promising a tough and scenic day in the Chiltern Hills. Well marked course and five aid stations..

UTMB Index

BigSky Trails concludes the Classic Element Trail Series, sending runners from Hyde Common across open plains and winding New Forest trails with wide horizon views. Choose 18 mile or marathon and take a bespoke medal or opt for a tree.

Event overview The Bradenham Blast takes place on Sunday 20th September 2026 and offers three trail distances: 5km 10km Half Marathon (21.1km) Routes run through beech woodland and across the Bradenham Estate in the Chiltern Hills, which..

Join the Chiltern 50 Ultra Challenge at Henley Showground on 26 Sept 2026 for scenic 10 km, 25 km and 50 km loops for walkers, joggers and runners. Enjoy support stops, basecamp camping with showers, and a finisher medal and drink.

Experience Cranborne Chase from Salisbury Racecourse on scenic undulating trails. Choose marathon, half marathon or 10k along ancient droves and woodland tracks, with parking, showers and a medal for every finisher.

October 2026

The Run To The Sea - Bournemouth will take place in Bournemouth on Saturday 3 October 2026. You can run 50 kilometers.

Run to the Sea Bournemouth is a scenic 50 km point to point ultra from Moors Valley to Hengistbury Head, blending forest trails and seafront paths. Expect a mostly flat course, feed stations, free photos and a bespoke finisher medal.

Take on the scenic 50 km challenge through Epping Forest in London on 3 October 2026. Enjoy sweeping trails, leafy views and a rewarding long distance test for experienced runners.

Run beneath starry skies on the South Downs at The Dark Downs, a dusk to night trail event from Plumpton Racecourse near Lewes. Choose a 50k or half marathon on rolling, runnable trails with reflective signage and friendly aid stations.

The South Downs 100 mile (Autumn Event) is a challenging single-loop trail race held in the scenic South Downs National Park, starting at Plumpton Racecourse in Lewes, East Sussex. Covering 100 miles with over 12,000 feet of elevation, the..

Wild Run Cotswolds invites trail lovers to Cornbury Park for scenic, undulating single loop routes from 10K to the marathon plus a six hour 360 challenge. Family friendly, fully marked and marshalled, entries limited to 600 runners.

Enjoy scenic undulating forest trails at Alice Holt with 5k, 10k, Half Marathon and junior distances run over 5k loops. The event is postponed until Spring 2026 and raises funds for GUTS to support bowel cancer detection and research.

Join a guided 30 mile trail run from St Martha's Hill through the Surrey Hills, with views of Box Hill and Denbies Wine Estate. Run as a friendly group with an experienced ultra runner and coach to guide you every step of the way.

Explore the Kent Downs from Maidstone this October with 50 km, 25 km and 10 km loops for walkers and runners. Support, camping, food and a finisher's medal and t shirt make for a rewarding weekend.

Tackle rolling climbs and sweeping Chiltern views at the Frieth Hilly 10 km and 5 km Run, set on mixed woodland paths and country roads. Expect a scenic but challenging route between Frieth and neighbouring villages.

The The Maverick Jurassic Coast X-Trail will take place in Corfe Castle on Saturday 17 October 2026. This trail is organized by Maverick Race. You can run between 13 and 56 kilometers.

Take on Autumn 100, a scenic 100 mile trail challenge around Goring and Streatley along the Ridgeway and Thames Path. Four 25 mile out and back spurs, 28 hour cutoff and a field limited to 250 starters make for a classic long distance test.

November 2026

Run across the sands of West Wittering at the Witterings Beach Run this November, with 5 km, 10 km and 15 km options and canicross entries. Enjoy coastal views, chip timing and a finisher medal on a plastic free, dog friendly course.

Run the rolling South Downs from Goodwood Racecourse this November, with 12km, 19km or 21km trail options. Tackle chalk tracks, forest trails and big views, enjoy on course support, chip timing and a finisher medal, and dogs are welcome.

Join the Windsor Trail Run on Sunday 8 November 2026 in Alexandra Gardens, Windsor for 10K and half marathon off road routes through royal Berkshire. Chip timed races, friendly marshals, an event village and tasty post race goodies await.