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Trace the footsteps of convict road gangs on this 12 km loop through Dharug National Park. Ascend the beautifully engineered, World Heritage–listed Devines Hill road (part of the Old Great North Road) to a former stockade plateau. Then descend the steeper Finch's Line with sweeping views over the Hawkesbury River. Along the way, your guides — professional archaeologists and historians — unpack the human stories, engineering feats, and convict graffiti that still mark the stonework today.

Hidden beneath towering sandstone cliffs near Leura lies Dark's Cave — a rugged sandstone overhang that became both a retreat and a place of inspiration for two of the Blue Mountains' most fascinating figures: Dr Eric Dark, a pioneering mountaineer, conservationist and social reformer, and Eleanor Dark, one of Australia's most celebrated novelists. On this half-day heritage hike, you'll follow in their footsteps, walking through magnificent Blue Mountains bushland, past dramatic views over the Grose Valley, before reaching the historic cave itself. Along the way, your professional guides — archaeologists and historians — bring the story of the Darks, their writing, politics, and adventurous spirit to life.

On foot explore the Gardens of Stone canyon country before tracing the embankments of the former Wolgan Valley Railway to the iconic Glowworm Tunnel. Your guides connect the landscape with its industrial past — shale‑oil works, 19th century railways and remote settlements — while you experience classic pagoda formations, breath taking views, cool canyons and, conditions permitting, a riverside stop and swim before shuffling into the cool darkness of the glowworm tunnel with its starry canopy of bioluminescent larvae! The hike is located in the heart of the Wollemi National Park and participants will need to be able to walk over rough tracks and trails, climb steps and descend steep gradients carrying a light pack for a distance of 10kms for approximately 5 hours. National Parks grade sections of the walk as medium/ hard

The Dubbo Gully and Ten Mile Hollow Circuit is one of the great multi-day walks of New South Wales — and one of the most historically layered. Over two days and one night, this loop through Dharug National Park traces some of the earliest colonial infrastructure ever built on the continent: convict-constructed roads, stone bridges and pastoral tracks that have been largely untouched since the mid-twentieth century. This is not a walk about scenery alone. It is an encounter with the lived experience of the convict road gangs — up to 720 men who quarried, shaped and laid the sandstone that became the Great North Road between 1826 and 1836 — and with the pastoral families, the failed township dreams, and the quiet persistence of the Dharug people on whose Country all of this unfolded. The loop follows parts of the World Heritage-listed Great North Road passing through a landscape that still holds its evidence: Clares Bridge (arguably the oldest surviving stone bridge on the Australian mainland), the ruins of St Thomas's Anglican Church, the Fairview Homestead and the Upper Mangrove Mountain Cemetery, where at least 21 early settlers rest in bush that has changed little in over a century.
Guthega Powerstation Road
Smiggin Holes NSW 2624