Weymouth
Trail Running Calendar near Weymouth 2026-2027
Explore the top trail runs near Weymouth 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.
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.
A scenic 10 mile multi terrain race around Colyton featuring river paths, woodland climbs, two cupless water stations and a finish on the playing field.
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
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 hilly trail race around Ham Hill held on the first Sunday in December, roughly 10 miles with a revised route and entries via Race Nation from 1 September.
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
Trail races from Larmer Tree Gardens take runners around the Rushmore Estate with distances from a fun mile to a marathon. Courses pass chalk valleys and woodlands and include multiple feed stations and event medals.
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.
20 or 30 mile challenge from Cerne Abbas across Dorset downland and river valleys with an 11 hour completion limit.