Hike at a Glance
Max elevation: 42m
Min elevation: 9m
Total Ascent: 124m
Hike overview
The Middle Head – Gubbuh Gubbuh and Georges Head Walking Track is a 3.5km trail within Sydney Harbour National Park, offering a rich blend of history, nature, and breathtaking harbour views. Taking around an hour to complete, this grade 2 walk provides an immersive experience for those interested in Sydney’s military past and coastal beauty.
The track links Middle Head – Gubbuh Gubbuh with Georges Head, guiding walkers through more than 220 years of defence history. Along the way, remnants of fortifications dating from 1801 to the Vietnam War stand as reminders of Sydney’s strategic significance. Restored military structures, informative signage, and digital animations bring the past to life, providing a deeper understanding of the site’s role in Australia’s defence. The historic significance of these headlands is recognised on the State Heritage Register, and the fortifications remain an enduring part of Sydney’s story.
Beyond its historical appeal, the walk offers an ever-changing coastal landscape. The track meanders past secluded beaches, rugged headlands, and native bushland, connecting to Chowder Bay and the Bondi to Manly Walk. From the vantage points along the route, the harbour stretches out in brilliant shades of blue, with panoramic views framed by the natural curves of the shoreline. ‘The Belvedere’ lookout is a highlight, providing an elevated perspective of Sydney Harbour and its famous bridge.
Gubbuh Gubbuh is one of Sydney Harbour’s seven headlands, holding deep cultural significance. The area’s relatively untouched character provides a sense of retreat from the city, allowing visitors to enjoy a quieter, more contemplative side of Sydney. The track also passes through important military sites, including WWII-era twin 6-pounder gun casemates and defensive ditches designed to protect against land-based attacks. At North Head, the well-preserved buildings of the 19th-century NSW School of Artillery offer another glimpse into the area’s past.
With its mix of history, nature, and striking coastal scenery, this walk is a compelling choice for those looking to explore Sydney’s heritage while enjoying one of the city’s most spectacular outdoor spaces.
The Middle Head – Gubbuh Gubbuh and Georges Head Walking Track is a one-way hike, so return transport will need to be arranged. Alternatively, you can retrace your steps for a 7km return walk.
Tips
- The trail seamlessly links the headlands along the Harbour Scenic Walk, connecting to Chowder Bay near Mosman and the 80km Bondi to Manly Walk.
- This is a one-way hike, so plan for return transport or retrace your steps for a 7km return walk.
Walk map and GPX file
Max elevation: 42 m
Min elevation: 9 m
Total climbing: 124 m
Total descent: -110 m
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Getting there
Closest towns to this walk: Chatswood, Clifton Gardens, Cremorne, Crows Nest, Greenwich, Lane Cove, Lavender Bay, Lower North Shore, Mosman, North Sydney, Spit Junction, Sydney
Getting to the trailhead in Sydney Harbour National Park.Cobblers Beach is located within the Middle Head precinct of Sydney Harbour National Park. To reach the trailhead, follow Middle Head Road from Mosman to its end. The road is fully sealed and accessible for 2WD vehicles in all weather conditions. Parking is available at the Sydney Harbour Federation Trust-managed carparks along Middle Head Road, just past the Chowder Bay Road roundabout. These are paid parking areas, but NPWS Annual Pass holders can access up to four hours of free parking in designated sections along Chowder Bay Road. Be sure to check the parking meter for the NPWS logo to confirm you are parked in an NPWS-managed area.
About the region
Middle Head – Gubbuh Gubbuh (‘gub-uh, gub-uh) is one of Sydney Harbour’s seven headlands, a place where history and nature come together in a spectacular setting. From the lookout, the harbour stretches wide, framed by North and South Heads, with the Pacific Ocean reaching beyond the horizon. The view sweeps across the eastern suburbs, Middle Harbour, and Manly, offering a perspective that is both breathtaking and deeply connected to Sydney’s past.
This area holds a fascinating military history, with fortifications dating back to 1801. Built in response to fears of a French invasion, the site has evolved over the centuries, with tunnels, gun emplacements, and barracks still standing as reminders of its strategic significance. The Don Goodsir track leads to the original 1801 fort, while other sections of the site reveal sandstone gun pits and the notorious ‘Tiger Cages’ used during the Vietnam War. Walking through these remnants of the past, it’s easy to imagine the lives of the soldiers who once stood watch over the harbour.
Beyond its historical intrigue, Middle Head is a gateway to some of Sydney’s most scenic coastal walks. From here, you can continue along the Harbour Bridge to Spit Bridge walking track, taking in more of the harbour’s secluded coves and headlands. If you prefer to relax, nearby Cobblers Beach offers a sheltered spot to unwind by the water, surrounded by native bushland.
Sydney Harbour National Park is a place where rugged cliffs meet calm waters, and history is woven into the landscape. Native wildlife thrives here, from white-bellied sea eagles soaring overhead to New Holland honeyeaters flitting through the trees. The park protects a rich cultural heritage, with convict-built structures, military relics, and Aboriginal rock engravings offering glimpses into the lives of those who came before. The Burragula and Yiningma lookouts provide peaceful places to reflect, designed to honour Indigenous connections to Country.
Scattered throughout the harbour are five historic islands, each with its own story to tell. Me-Mel (Goat Island) offers some of the best views of the city, while Shark and Rodd Islands provide idyllic picnic spots. The Middle Head Officers’ Quarters stand as another link to the past, preserving the character of Sydney’s military history.
With so much to explore, the park offers something for every kind of visitor. Whether you’re tracing the coastline on foot, cooling off in the harbour’s quieter bays, or delving into Sydney’s layered history, it’s a place that invites curiosity and appreciation. In winter, keep an eye on the water—migrating whales sometimes pass by, adding another moment of wonder to this already remarkable landscape.
Similar trails nearby
Looking for hikes and trails in Sydney Harbour National Park or nearby? Try these walks with a similar grade.
Track grade
Grade 2 (Easy) - A Gentle Introduction to Inclines: Grade 2 on the AWTGS represents easy walking tracks that offer a slightly more challenging experience compared to Grade 1. Similar to Grade 1, no prior bushwalking experience is required. The track surface is typically hardened or compacted and may have gentle hill sections or occasional steps. The total distance of a Grade 2 walk is typically no greater than 10 kilometers. These walks are still suitable for families with a bit more experience or those seeking a gentle introduction to some inclines.
Explore safe
Plan ahead and hike safely! Carry enough water, pack layers for changing conditions, and bring safety gear like a torch, PLB, and reliable communication device. Check official sources for trail updates, closures, and access requirements, and review local weather and bushfire advice. Most importantly, share your plans with someone before you go. Being prepared makes for a safer and more enjoyable hike! Stay Safe, Explore More, and Always #ExploreSafe.
Packing checklists
What you carry in your pack depends on factors like weather, terrain, and your adventure type. Not sure what to bring? My free planning, food, and packing checklists are a great starting point, covering day hikes, overnight trips, and multi-day adventures. Use them to customise your kit and always prioritise safety.
Let someone know
Before heading out, take a moment to fill out your trip intentions form. It’s a quick way to share your hike details with family or friends. If something goes wrong, they can notify emergency services, ensuring a faster response and peace of mind. Stay safe and enjoy your adventure
Suggest an edit
Spotted a change on this trail? Maybe there are new features, the route has shifted, or the trail is permanently closed. Whatever the update, I’d love your input. Your feedback helps fellow hikers stay informed and ensures that our trail info stays fresh and reliable.
Acknowledgement of Country
Trail Hiking Australia acknowledges the Traditional Owners of the lands on which we hike and pay respects to their Elders, past and present, and we acknowledge the First Nations people of other communities who may be here today.
1 Review on “Middle Head – Gubbuh Gubbuh and Georges Head Walking Track (3.5km)”
The newly opened 3km walking track connecting Middle Head-Gubbuh Gubbuh and Georges Head in Sydney Harbour National Park offers a captivating blend of history and natural beauty. This trail is a fantastic way to explore over 220 years of Sydney’s military past, with well-placed signage and digital animations bringing the area’s historic fortifications to life. As you walk, you’ll encounter remnants of defence structures, including those dating back to the early 1800s, making it a must for history enthusiasts.
Beyond its historical significance, the track treats visitors to some of the most stunning views Sydney Harbour has to offer. The trail follows a clifftop path, offering sweeping panoramas of the sparkling harbour below, and meanders through native bushland, providing glimpses of secluded bays and beaches just a short detour away. It’s a perfect mix of scenic beauty and historical exploration, offering a quiet retreat from the bustle of the city. Whether you’re interested in Sydney’s past or simply looking for a peaceful walk with amazing views, this track has something to offer.