Zig Zag Hill

Wander along the great natural divide between Dorset and Wiltshire, with wide views over the Nadder valley from Shaftesbury to Win Green. Follow the ancient Ox Drove, once travelled by herders moving livestock from Salisbury across the earthworks of Cranborne Chase to the lowlands of the Blackmore Vale. Twist with the bendiest road in Britain … Continue reading Zig Zag Hill

West Parley

Circle the ancient burial landscape of Parley Common. Explore its liminal edges, steeped in heathland folklore, where echoes of execution sites, smugglers, and river‑magic still haunt the air. From affluent estates to the roar of the airport boundary, discover a mythic landscape, filled with prehistoric barrows, and edged with an Iron Age hillfort. Distance: 4miles/6.5km … Continue reading West Parley

Shaftesbury

Travel through the layered landscape of Shaftesbury. Begin high on its chalk peak, and descend the iconic Gold Hill to the mills, manors and woodland that once sustained the great abbey founded by King Alfred. Follow forgotten lanes back up to the heights to circle the earthworks of the Iron Age hillfort that later rose … Continue reading Shaftesbury

Stanbridge

Wander through the wilder lands of Cranborne Chase. From the little whitewashed church at Chalbury, cross the old turnpike road into the Crichel estate. Follow the River Allen upstream past lost villages and the remnants of forgotten mills. Continue through the valley to the estate’s most crucial mill before reaching Stanbridge, an infamous river crossing … Continue reading Stanbridge

Crendell

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

Dorset Turnpikes

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

Long Bredy

Trace the footsteps of Roman soldiers along the ridgetop of a prehistoric landscape. Drop down into quiet valleys scattered with crumbling farms and weathered barns, then cross the old turnpike road that has grown into one of Dorset’s most important routes. Climb Martin’s Down to reveal sweeping views of Lyme Bay, the Jurassic Coast, and … Continue reading Long Bredy

Stubhampton Bottom

From the little village of Iwerne Minster, climb up the chalk hills to views over the Blackmore Vale. Head between anciently farmed fields of the Iron Age and medieval periods, passing earthworks of a lost medieval farmstead and a Bulls Pit, to reach the causeway of Boyne’s Lane. Cross the historic route, used by King … Continue reading Stubhampton Bottom