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 37 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
November 2026
Night trail running from Corfe Castle in Dorset with three marked routes (15 km, 11 km, 5 km). Mixed underfoot conditions, ridge and single-track sections, one outpost on the long route, and facilities including food, toilets and a finishers medal.
A trail race through 600 acres of Charborough Estate woodland offering 10K, a 21K double loop and a two person relay in November 2026.
December 2026
Coastal 10 Mile and 10K races from Hengistbury Head along Bournemouth seafront with chip timing and a finisher's medal.
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.
A coastal trail run from Swanage seafront to Corfe Castle with 21k, 16.5k and 10.5k options plus a vintage train return.
Challenge event with 20 mile and 30 mile routes across Dorset downland and river valleys, starting from Cerne Abbas Village Hall on 21 March 2027.
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.
April 2027
A Bronze Ticket backyard ultra on Portland where competitors run a 6,706 m loop each hour until one runner remains. The route offers coastal views, quarries and mixed surfaces, with on-site camping, chip timing and medic cover.
May 2027
Multi-distance trail event on the Dorset Jurassic Coast on 15-16 May 2027 with full 100 km and shorter options, supported rest stops, GPS tracking, camping, and finish in Bridport.
The Pretty Muddy 5 km obstacle course at Baiter Park, Poole on 29 May 2027 runs across grass and tarmac with staggered wave starts every 15 minutes. Participants must be 13 or older and there is a minimum fundraising target.
June 2027
BigSea on the Isle of Purbeck starts and finishes on Knoll Beach and offers Half Marathon, 18 Mile, Marathon and 54k routes across the Purbeck Hills and coastal landmarks. Aid stations provide snacks, water and vegan options and PH 1000 electrolyte d..
July 2027
September 2027
A guided, hilly 30 mile trail run along the Jurassic Coast and Isle of Purbeck with coastal landmarks, group pacing and on-route guidance from an experienced ultra runner. Entry includes pre-run information and a possible alcohol free beer at the fin..