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.
October 2026
Trail races around the Isle of Purbeck on the Jurassic Coast, with three marked routes of 24 km, 12 km and 6 km across coastal ridges and inland marsh.
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 10 km through a reputedly haunted parish of Dorset, starting and finishing in the park in front of Eastbury House. The route passes Chettle woods, Bloody Shard Gate and Chettle Long barrow.
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 from Corfe Castle with 5 km, 11 km and 15 km routes across Purbeck heath and woodland; the event is sold out and on the day entries are not accepted.
A technical trail through ancient Bere Wood in Dorset on 29 November 2026, offering 10K, half marathon and a 2 person relay over rooted, low light terrain.
December 2026
Coastal 10 Mile and 10K races from Hengistbury Head along Bournemouth seafront with chip timing, water stations, finisher medal and coastal views.
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.
Trail runs of 5 km and 10 km across the Lulworth Estate in East Lulworth raising money for charity, with dogs welcome and post-race cakes 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 miles or 30 miles to complete within 11 hours, with checkpoints, route GPX files, and a finish 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.
April 2027
A timed lapped ultramarathon on Portland, Dorset, with hourly 6,706 metre loops over varied terrain and on-site camping for entrants and two crew.
May 2027
Multi-distance trail event along the Jurassic Coast in Dorset on 15-16 May 2027 with supported routes from 10 km to 100 km, GPS tracking, rest stops and camping.
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.