Portland
Trail Running Calendar near Portland 2026-2027
Explore the top trail runs near Portland for 2026-2027! We've gathered 31 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
May 2027
A 100 mile, 48 hour LDWA walk from Axminster across the Jurassic Coast and East Devon landscapes over the late May bank holiday weekend.
June 2027
Coastal and hill trail races on the Isle of Purbeck with distances from half marathon to 54k, marked single‑lap routes and stocked aid stations.
A seaside obstacle event on 12 June 2027 in Weymouth, Dorset with 5 km and 10 km routes to raise funds for Alzheimer's Society.
July 2027
A 10 km trail race in Ansty, Dorchester on 3 July 2027 with hilly, scenic terrain, signposted route, marshals, a midway water station and a pub finish.
A 10k mixed terrain race on Portland starting and finishing at the Pulpit Inn, routing via Coastwatch Tower, Blacknor Point, Portland Bill and Pulpit Rock with 70% off road.
August 2027
An 8 mile signed loop from Bournemouth Square into Meyrick Park mixing town paths, woodland trails and parkland, with chip timing, one aid station and a finisher's medal.
September 2027
Guided 30 mile trail run along the Jurassic Coast with coastal scenery, historic sites and a group pace; hilly terrain and a recommended 22 mile training base.
Trail races of 5km and 10km through rural Dorset near Bere Regis, with canicross options, marshalled routes, parking and post-race refreshments.
December 2027
Seaside 10 Mile and 10K runs from Hengistbury Head along Bournemouth seafront with Boscombe Pier views, chip timing and a finisher medal.