Weave between ancient woodland and deep clay pits in a landscape once shaped by industry. Follow the Dorset border with Hampshire, circling the little hamlet of Crendell beneath towering oaks that have given places their names. Trace old drove roads past early estates that once dominated the divide between the medieval hunting grounds of the … Continue reading Crendell
From deep within Dorset’s valleys, brush the border with Devon. Skim past Sadborow Estate, its former owners once painted by Gainsborough, separated then reunited in Dorchester. Weave through woodland, cross gentle streams, and climb up into Marshwood, where views stretch across the vale to the distant sea. Among the hilltops of Pilsdon Pen and Lambert’s … Continue reading Birdsmoorgate
From the expanding settlement of Sturminster Marshall, explore its church, timber-framed cottages, pub, and lost village remains, all set along the banks of the River Stour. Follow the route of the medieval road towards Blandford, crossing the old packhorse bridge before joining the route of the former Somerset and Dorset Railway. Cross the old turnpike … Continue reading Sturminster Marshall
Dorset’s roads, from medieval trackways to 18th-century turnpikes, stretched across open heaths, chalk downs, and hidden valleys. Travellers moving between London, Dorchester, and the West Country risked robbery, carrying cash, jewels, or goods. Highwaymen, alone or in gangs, exploited the land, using fast horses, pistols, and hidden refuges, while sparse policing left victims vulnerable. Some … Continue reading Dorset Highwaymen
From the River Stour, enter the landscape of its tributaries. Climb to Sturminster Castle, a ruin that evolved from an Iron Age hillfort into a medieval manor house. Follow old drove roads with wide views across the Blackmore Vale to Duncliffe, before descending to the River Divelish, passing areas of modern development. Trace the Divelish … Continue reading Rolls Mill
Before they were roads, they were only paths. Across Dorset, routes emerged slowly, worn into the land by centuries of passage, shifting with weather and season, never entirely fixed. Some followed high ground, others slipped into holloways or vanished altogether, leaving travellers to trust instinct as much as direction. Then came the Turnpikes. Order was imposed … Continue reading Dorset Turnpikes
Enter the thick woodland of Puddletown Forest to find the raised agger of an important Roman road cutting through the county. Follow in the footsteps of Roman soldiers across open heathland, with wide views over the Frome Valley and Thomas Hardy’s Vale of the Great Dairies. Discover the Rainbarrows, once gleaming white with chalk and … Continue reading Puddletown Forest Roman Road
Starting high above Ringstead Bay, with wide views out to sea and along the Jurassic Coast, leave the waves behind and begin the descent down Gallows Hill. Discover the remains of Holworth’s lost village, its story echoed along this coastline where plague once devastated communities. Climb up to the Ridgeway, a landscape scattered with evidence … Continue reading Poxwell
