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The epic 86km ride that blends bush, history and big views

Emily Murphy Emily Murphy
Swap city streets for sandstone culverts, convict carvings and bush solitude on this legendary mountain bike ride from Wisemans Ferry.

If you’re after a bike trail that feels bigger than the pedals beneath you, the Old Great North Road bike ride delivers. Set in Dharug National Park in the Central Coast region, this is no ordinary spin through the bush. The 86-kilometre return route traces part of a convict-built road from the 1820s, now protected as one of the UNESCO World Heritage-listed Australian Convict Sites.

As you pedal upwards, the story of the past reveals itself. Enormous buttresses rise along the roadside, culverts tunnel beneath the track and sandstone walls stand as silent witnesses to an era when labourers toiled with chains and picks. It’s a ride through history as much as through wilderness.

How hard is it?

the Ten Mile Hollow Camping Area in the Dubbo Gully Loop Trail in Dharug National Park.
Many riders turn around at Ten Mile Hollow campground. (Image: Nick Cubbin/DCCEEW)

Make no mistake, this is not a gentle spin through the bush. The Old Great North Road bike ride is rated hard, and with good reason. Steep climbs demand stamina, rocky sections test balance and the sheer scale of the ride requires preparation. The full return can take up to two days, and water along the way must be boiled or treated before drinking.

For those not ready to take on the whole stretch, shorter options make the experience more accessible. Many riders turn around at Ten Mile Hollow campground, about halfway along, or take on the 28-kilometre Devines Hill loop, a circuit that still packs in impressive stonework and wide views without the full commitment.

What you’ll see

The view of the Hawkesbury River and mountainouslandscape from Devines Hill on the heritage listedDevine's Hill Loop in Dharug National Park.
Enjoy Hawkesbury River views. (Image: Nick Cubbin/DCCEEW)

What sets this ride apart is the combination of challenge and atmosphere. There are moments of true solitude, where the bush closes in and the only sounds are your tyres crunching over gravel and the calls of birds. Then, just as suddenly, the landscape opens up to reveal sweeping views across the Hawkesbury. The mix of natural beauty and built heritage makes it one of the most rewarding rides in NSW.

Need tips, more detail or itinerary ideas tailored to you? Ask AT.

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Tips for your ride

Mountain biker, Devines Hill, Dharug National Park
The Old Great North Road bike ride is a hard trail. (Image: John Yurasek/DCCEEW)

Start at Wisemans Ferry and follow signs to the trailhead.

Carry water and food – there are tanks along the way, but you’ll need to treat or boil any water.

Allow time – a full return ride can take up to two days.

Look after the heritage – some fragile sections request that you walk your bike to protect the stonework.

If cycling isn’t your thing

Dharug National Park signage on the heritage listed Devines Hill Loop in Dharug National Park.
Do the Old Great North Road World Heritage walk if cycling isn’t your thing. (Image: Nick Cubbin/DCCEEW)

If tackling the trail on two wheels feels daunting, there’s another way to experience its history. The Old Great North Road World Heritage walk is a nine-kilometre loop that takes around four hours on foot. It leads through many of the same engineering feats and scenic outlooks, offering a more contemplative way to step back in time without the same intense burn in your legs.

Emily Murphy
Emily Murphy is Australian Traveller's Email & Social Editor, and in her time at the company she has been instrumental in shaping its social media and email presence, and crafting compelling narratives that inspire others to explore Australia's vast landscapes. Her previous role was a journalist at Prime Creative Media and before that she was freelancing in publishing, content creation and digital marketing. When she's not creating scroll-stopping travel content, Em is a devoted 'bun mum' and enjoys spending her spare time by the sea, reading, binge-watching a good TV show and exploring Sydney's vibrant dining scene. Next on her Aussie travel wish list? Tasmania and The Kimberley.
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The secret Sydney suite life: a luxury under-the-radar stay right on the harbour

    Kate Bettes Kate Bettes
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    This winter, these secret Sydney harbour suites are the staycation we’ve been looking for.

    Whether it’s the crisscrossing ferries or the white sails of the Opera House rising out of blue depths, Australia’s biggest city lives for its harbour. But while locals might glance at that watery expanse on their daily commute across the Bridge, it can still be hard to truly connect with Sydney’s maritime soul. The secret: seeing the harbour eye-to-eye, right at water level. And what better place to submerge yourself in that energy than sleeping there? That’s where Pier One Sydney Harbour comes in (and with new all-inclusive bed and breakfast benefits, there’s even more to love).

    All-inclusive VIP benefits

    Who Is Elijah Amenities at Pier One Sydney Harbour
    Book in for the all-inclusive VIP treatment.

    The hard truth is that it will be very difficult to tear yourself away from your ultra-luxurious harbour home-away-from-home to explore the city. If you want to make leaving even harder, opt for Pier One’s all-inclusive VIP treatment.

    The Bed and Breakfast with Suite Benefits package turns up the volume on what is already the ultimate staycation, with complimentary valet parking, daily breakfast for two and turndown service. The biggest perk? Enjoy a bottle of French champagne every day during your whole stay

    Pier One Sydney Harbour

    Pier One Sydney Harbour
    Step into a piece of history with all the modern comforts. (Credit: Dave Wheeler)

    The five-star Pier One Sydney Harbour is quite literally old Sydney through and through. Built on what was once a working cargo wharf and the passenger terminal for those heading to the North Shore before the bridge was constructed, the heritage building sits right between the tangle of cobblestones, pubs and alleyways of The Rocks and the historic docking zone of Walsh Bay – at the centre of the city’s old sea trade.

    If knowing the hotel’s history isn’t enough to get your sea-longing going, the interior design certainly will. As soon as you step up to the concierge desk in the lobby of the restored building – which underwent a $15 million redevelopment in 2019 – you’re immersed in Sydney’s seafaring tale. Weathered wood panelling and white marble floors surround you, while loop lighting installations hover above the bar island just beyond, ringed with stools ready for intimate, martini-tinted conversations. Steel rivets and timber beams speak to its past, and glass-walled views anchor you firmly in the present-day life on the harbour.

    Pier One Suites

    Pier One Sydney Harbour admiral suite
    Enjoy incredible views from your suite.

    Across the 189 rooms and suites built on and over the water, the maritime theme continues. Sculptural aged brass fittings, exposed girders, colour schemes that evoke shifting currents, and mirrors that reflect ripples that – depending on your booking – sit just metres from your pillow.

    United on theme yet unique in set-up, each room or suite is different. On the ground floor, dog-friendly rooms with direct access to the pier are all prepped for pampered pups, while others have views and even balconies overlooking Walsh Bay, the Bridge and the Harbour.

    But the 19 suites step things up even more. Gaze out through floor-to-ceiling windows, or get even closer. Your private balcony is made for sipping a Nespresso coffee on as the sun comes up – or soaking in the bathtub of the Admiral Suite on the deck, a drink from the locally stocked mini bar in hand. This mini bar was recently completely transformed, so you have more Aussie favourites to choose from, including alcohol and snacks.

    Dining at Pier One

    Pier Bar Pier One Sydney Harbour
    Settle in for an afternoon of good drinks and views.

    Once you’re checked in, start your afternoon with a spritz at PIER BAR – or arrive by boat via the private pontoon if the occasion calls for it – and settle into one of the cabanas. Weekdays bring Happy Hour (or ‘sunset hour’ at Pier One); weekends bring the DJs. After an even sweeter experience? The Everyday Creamery and Matcha Kiosk is slinging mango and vanilla soft serve – classic and those spiked with Midori and gin alike.

    PIER Dining is an ode to contemporary Australian flavours across the terrace, pier and dining room. On its seafood-leaning menu are Sydney rock oysters from Merimbula, potato scallops with salmon roe and crème fraîche, chicken with melting sundried tomato butter, vodka rigatoni with Shark Bay prawns. And the ‘Pierlova’ – that’s pavlova with chocolate, dulce de leche and banana is worth saving room for. Make sure to ask for the wine list – it’s 100 per cent Australian drops.

    Around town

    luna park, sydney opera house and sydney harbour bridge
    Explore the neighbourhood during your stay. (Credit: Destination NSW)

    If you’re strong enough to polish off just one last pastry from the breakfast buffet and walk out the door, we applaud you. Luna Park across the harbour beckons with its wide grin, while a glance upward might spur you to climb the Bridge’s famous iron arches. The Opera House – just across Circular Quay from the Museum of Contemporary Art – sings out for a concert.

    You’ll want to book ahead for those hot-ticket performances at Sydney Theatre Company and Sydney Dance Company, just a few minutes’ walk south of the hotel. Ten minutes further brings you to the waterfront bars, restaurants and clubs of Barangaroo, or the karaoke, gardens and dim sum of Chinatown further afield.

    Keep the mellow of your weekend getaway going with a stop at Barangaroo Reserve, watching the yachts go by – all before returning for that Sydney sundowner at Pier One.

    Ready to make that Pier One stay a reality? Book the ultimate Sydney staycation at pieronesydneyharbour.com.au