Isle of Portland
Trail Running Calendar near Isle of Portland 2026-2027
Explore the top trail runs near Isle of Portland for 2026-2027! We've gathered 28 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
September 2026
A 5 km and 10 km trail race around Bere Regis Dorset on a figure of eight course with a canicross category and online entry only; proceeds benefit local scout groups.
Mostly off road trail run and walk in Dorset with 10K, half and full marathon options starting at Bagwell Farm; proceeds support local charities.
October 2026
A point to point 50 km ultramarathon from Moors Valley Country Park to Hengistbury Head, following forest trails, the Castleman Trailway and the Bournemouth seafront, with feed stations, GPS route files and a bespoke finisher medal.
A seaside 12 km race in Studland Bay, Dorset, starting and finishing at the National Trust visitors centre. Prizes for the top three men and women and a race memento for all participants.
Trail running at Burnbake Forest near Corfe Castle with 24 km, 12 km and 6 km routes across technical coastal and Purbeck Way terrain.
November 2026
An off road ultramarathon from Maiden Newton of about 35.9 miles with roughly 1,300 m of ascent, passing hillforts and coastal views. Six aid stations offer water and cake, GPX files and maps are provided for navigation.
A twilight off road 10k around Eastbury Park and Chettle with wooded sections and historic landmarks. Medals, trophies and refreshments included and entries are limited to 200.
A 7 mile chip timed trail race around The Blue Pool in Dorset on 7 November 2026. The route passes woodland, hills, heath and ridges and includes a capped canicross category; entry includes pool access for one adult and up to two children.
Night trail races from Corfe Castle with 5 km, 11 km and 15 km routes across muddy Purbeck trails; headtorch required and dogs are not allowed.
Trail race through 600 acres of Charborough Estate woodland offering 10K, half marathon and relay on rough, rooted terrain with one aid station.
December 2026
Chip timed coastal runs of 10 mile and 10k from Hengistbury Head along Bournemouth seafront with Boscombe Pier, water stations, medal and on course first aid.
A level 19 km trail race along a converted railway through the River Stour valley. The family oriented event has marked route, aid stations, a canicross option and prebooked transport between start and finish.
February 2027
A self navigation coastal trail on the South West Coast Path around Portland offering Marathon, Half Marathon and 10k options with mandatory kit requirements and entries capped at 500.
March 2027
A measured 10 km charity run in Weymouth organised by MCC Promotions. The mostly flat road course runs from Bowleaze Green toward Pleasure Pier and includes on day registration, race facilities and prizes.
Coastal trail run in Swanage on 13 March 2027 offering 21k, 16.5k and 10.5k routes, finishing at Corfe Castle with a vintage train return to Swanage.
A Dorset challenge event from Cerne Abbas offering 20 and 30 mile routes across downland and river valleys with checkpoints and a finisher certificate.
Three consecutive long distance days along the Jurassic Coast from Charmouth to Shell Bay. Daily support includes checkpoints with food and drinks, transport from HQ, GPS tracking, medical cover and a bespoke finisher medal.
A 40 mile coastal ultra from Abbotsbury to Lulworth Cove along the South West Coast path, featuring rugged terrain, checkpoints every 10 to 20 km, compulsory safety kit and GPS tracking; ITRA and UTMB recognised.