Unmissable highlights on a road trip from Sydney to Orange

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Make the journey to Orange as incredible as the destination with these must-sees along the way.

Meandering through the World Heritage Blue Mountains and on through the beautifully sun-bleached Australian rural landscapes of the central west, the 3.5-hour drive from Sydney to Orange is punctuated with worthy stops to divert your attention. You could easily make the journey in one go, but you’d miss out on the treasures of heritage towns, delicious food and spectacular scenery along the way. Here are the best places to revive and help you into a minibreak mood before you roll into Orange.

Sydney to Katoomba: 1 hour 45 minutes

You’re setting out for Orange on a sojourn of wining, dining and fun-timing, but you needn’t hurry it along. Slow it down, stretch it out and take the whole day to arrive by enjoying the scenery and charming towns en route, after all, you’re passing through the beautiful Blue Mountains. Escaping the clutch of Sydney traffic is the hardest part of any road trip, but once you’re free of the city limits, the towering eucalypts and gentle curves of the Great Western Highway will give way to a getaway state of mind. Lean into it and stop in Katoomba to enjoy this historic mountain town’s dramatic scenery and a handful of must-see highlights.

Echo Point Lookout

You’ve been on the road for almost two hours now, so get blood pumping to your legs again with a stop at Echo Point Lookout for sweeping vistas of the Jamison Valley and the Three Sisters. While you’re here, fortify for the next part of the journey at the Milkbar, where you can cradle a good coffee and a breakfast roll or crumbed brisket bagel.

Echo Point Lookout, Katoomba, NSW
Admire the Three Sisters from Echo Point Lookout. (Image: Destination NSW)

Bowery

If you’re pulling into Katoomba in time for brunch or lunch, placate your growing hanger with a stop at casual eatery Bowery. Straddling two meal times, the menu wanders from a sweet brioche French toast to a more filling osso buco or roasted sesame poke bowl. Set in a former church, the vast dining hall and courtyard make for an ambient spot to stop.

the classy church interior of Bowery Kitchen and Bar
The vast dining hall is set within a former church. (Image: Destination NSW/Bowery Kitchen and Bar)

Mountain Culture Beer

Katoomba’s beloved brewpub is a must-visit for those in the vehicle not sharing the driving. Although those who are teetotalling will still relish the break to clasp two hands around a generously stuffed burger. If you are partaking in a drink, the craft brewery has plenty of interesting beers to try, such as the Status Quo Pale Ale to the Moon Dust Stout and a range of seasonal brews.

beer tasting at Mountain Culture Beer
If you’re not sharing driving order a tasting paddle of Mountain Culture Beer. (Image: Destination NSW)

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Round Walking Track Katoomba

A short stroll through the rainforest is a truly lovely way to ensure you’re relaxing into a minibreak. You needn’t lace up hiking boots for this concise 1.2-kilometre loop, but you’ll still be treated to a highlight reel of the area’s big-hitter sights, such as the Three Sisters and Witches Leap Waterfall.

Witches Leap Waterfall on the Round Walking Track Katoomba
Find your way to Witches Leap Waterfall on the Round Walking Track in Katoomba. (Image: Stephen Alton/ DCCEEW)

Scenic World

If you have a little more time up your sleeve, go big at Scenic World to get right to the heart of the Blue Mountain’s gob-smacking beauty. The Scenic Skyway will glide you across the Jamison Valley, the Scenic Cableway will take you 510 metres down to the valley floor and back again, and the Scenic Railway, the steepest in the world, will descend 310 metres at a 52-degree incline. An Unlimited Discovery Pass will give you access to all attractions, all day.

a cable car at Scenic World, Katoomba
Glide across the striking Blue Mountains scenery on a Scenic cable car. (Image: Destination NSW)

Katoomba to Bathurst: 1 hour 20 minutes

While Bathurst was the site of the first Australian gold rush, these days, the rush more readily comes from motor racing on Mount Panorama. But away from the engine revving, Bathurst, founded in 1815, remains a beautiful and historic town well worth a stop on your itinerary. Set to the west of the Blue Mountains and on the south bank of the Macquarie River, it has both heritage grandeur and a rural casualness.

The Hub

If you’ve arrived with a need to fill your tank, head to The Hub Espresso Bar and Eatery to refuel. Grinding the beans of Fish River Roasters to make aromatic coffee, this is the place for your caffeine fix. Breakfast is until noon, after that, settle into lunch classics of toasted panini, BLTs and salads outside in the leafy courtyard.

The Hubs Cafe courtyard
The Hub Espresso Bar and Eatery is the perfect place to refuel en route to Orange.

Bathurst Regional Art Gallery

Take an artful detour at this excellent gallery that is well-endowed with a collection of more than 3000 works, from painting and sculpture to photography and ceramics. You’ll find the names of some notable Australian artists gracing the walls, such as James Gleeson, Grace Cossington Smith and Lloyd Rees, while the gallery also hosts feature and touring exhibitions.

Art on display inside Bathurst Art Gallery
Find more than 3000 works on display at the gallery. (Image: Destination NSW)

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Abercrombie House

Bathurst isn’t short on marvellous buildings and a stroll through the centre of town will reveal a long and architecturally significant history, such as the Victorian-style courthouse. But rather than admire from the street, why not step back in time with a tour of the stately Abercrombie House? Although privately owned by the Morgan family, this 50-room, 1870s Scottish mansion is regularly open for tours and self-guided tours. Rather incongruously placed in rural Australia, this building is astonishingly well-preserved and worth a visit. You can even enjoy a high tea here on certain dates.

The exterior of Abercrombie House
Step back in time with a tour of the stately Abercrombie House. (Image: Destination NSW)

Bathurst to Orange: 50 minutes

If you still have time up your sleeve on the final leg of your journey, there are stops between Bathurst and Orange that deserve your time. Although, the delights of your destination await. Perhaps you’re eager to get cosy by a cottage fire at a snug and stylish Airbnb, sip a much-longed-for glass of pinot noir at a cellar door, or make your reservation at one of Orange’s incredible restaurants. Whatever you don’t manage to fit in on your inward journey, be sure to earmark the below for when it’s time to retrace your steps home.

Group enjoying a tour of vineyards with Orange Wine Tours in Orange
It’s time to enjoy the spoils of Orange with a wine tour. (Image: Destination NSW)

Millthorpe Village

The very idea of a proverbial country village brought to life, Millthorpe is nothing short of adorable. Sweet and welcoming, it’ll have you fantasising about the rural life you always suspected you were made for. Just 20 minutes southeast of Orange, it’s an easy slip off the main route to wander the main street lined with heritage buildings. From vintage shopping to produce-driven eateries and generally beautiful streets, it seems wonderfully uninterrupted by ordinary life.

Park bench in Millthorpe Village
Explore the charming village of Millthorpe. (Image: Destination NSW)

Larder and Home

If you simply can’t wait to get to Orange for a bite and a cup of good coffee (or a glass of vino), pull into Lucknow, where you’ll find Larder & Home. Owned by the same people behind Orange’s much-adored Byng St Cafe, settle in here by the banks of Summer Hill Creek for Allpress coffee, wood-fired pizza and a well-edited list of local wines.

Highland Heritage

As you enter the outskirts of Orange, toast to your adventures from Sydney by stopping in at Highland Heritage, one of the first cellar doors you’ll see as you drive toward town on the Mitchell Highway. Prime your palate for a weekend of wine-tasting here, where cool climate wines are made in one of Orange’s oldest vineyards. Open from 10am to 5pm, it’s a lovely way to begin (or end) your tour trip.

The vines at Highland Heritage near Orange
Fit in one final stop at the lovely Highland Heritage vineyards.

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Lara Picone
Working for many of Australia’s top publications, Lara Picone has had the distinct pleasure of writing, editing and curating content about the finer things in life for more than 15 years. Graduating from Macquarie University with a Bachelor of Arts in Communication, her editorial foundation began at Qantas: The Australian Way magazine, before moving on to learn the fast-paced ropes of a weekly magazine at Sunday Magazine and picking up the art of brand curation at donna hay magazine. Pivoting a near-problematic travel lust into a career move by combining it with storytelling and a curious appetite, her next role was as Deputy Editor of SBS Feast magazine and later Online Editor of SBS Food online. She then stepped into her dream job as Editor of Australian Traveller before becoming Online Editor for both International Traveller and Australian Traveller. Now as a freelancer, Lara always has her passport at-the-ready to take flight on assignment for the Australian Traveller team, as well as for publications such as Qantas Magazine, Escape and The Weekend Australian. As ever, her appetite is the first thing she packs.
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3 vintage train journeys to step back in time and explore NSW

(Credit: Krista Eppelstun)

From country landscapes to the coast, Vintage Rail Journeys blends the grandeur of the golden age of rail travel with immersive local experiences.

Travelling aboard the historic Southern Aurora train is the ultimate scenic journey through regional NSW. Operated by Vintage Rail Journeys, the former Southern Aurora is a step back in time, from the lovingly restored carriages to the Off Train Experiences that spotlight local history, artisanal crafts and regional producers.

Once the overnight express that ferried passengers between Sydney and Melbourne throughout the 1960s, this train has been revived to its former mid-century glory, from the cabin layouts to the original lettering. Today, the train takes passengers on scenic and historic five-day journeys – starting and ending in Sydney – through three distinct regions of NSW: The Riverina, Golden West and North Coast.

Vintage Rail Journeys Southern Aurora train carriage
Be transported into the golden age of travel. (Credit: Krista Eppelstun)

One of the most magical parts of travelling with Vintage Rail Journeys is waking up on the train. Each night, the train stables at a station so guests can enjoy a restful night’s sleep in stillness, before departing again at dawn. Passengers awake to the gentle motion of the carriage, flicking open the blinds to watch the landscape unfold at sunrise. There is no better way to start the day.

The onboard experience come evening time is just as picturesque. Guests enjoy the all-inclusive food and beverages, nursing cocktails in the Art Deco-inspired lounge carriage or lingering over a three-course dinner in the dining carriage. Outside the window, Eastern grey kangaroos bound across open plains and flocks of cockatoos scatter from the gumtrees. It’s an old-world way of travelling, a slower pace that’s increasingly rare amid the frenzy of modern life. From coastal sojourns to adventures through agrarian landscapes, these are the multi-day Vintage Rail Journeys itineraries transporting guests back in time.

The Riverina

Vintage Rail Journeys Southern Aurora train travelling through nsw
Travel through the agricultural heartland of NSW. (Credit: Krista Eppelstun)

The Riverina is the agricultural heartland of NSW. Over five days, Vintage Rail Journeys takes passengers through the region to experience its celebrated produce, wines and local history. Travelling in a loop through the Central West, guests can sample sweets at the Junee Liquorice & Chocolate Factory, housed inside a former flour mill, tour an olive grove alongside a second-generation olive farmer, and enjoy tastings at family-owned wineries where the grapes are harvested mere metres away.

The Riverina is also a region shaped by passionate local historians. The Fairground Follies museum in Bowral houses one of the world’s largest collections of mechanical music and carnival memorabilia – a riot of colour and nostalgia tucked away where you’d least expect it. Meanwhile, Temora Rural Museum offers a glimpse into the history of everyday life in rural NSW. It’s home to the NSW & ACT Ambulance Museum (yes, a museum within a museum), packed with ambulances that span the past 120 years (including horse-drawn!). And seeing it all aboard a vintage train makes it feel not just like you’re visiting history, but living inside of it.

North Coast

Forest Sky Pier
Take in the views from Forest Sky Pier. (Credit: Destination NSW)

This five-day journey is all about ocean views and slowing down in tune with the rhythm of coastal life. As you make your way north from Sydney, the water is never too far from sight, whether Vintage Rail Journeys is tracing the Gloucester River or travelling alongside sweeping stretches of coastline. You’ll want to sit by a window as the train passes through the Coffs Harbour region – it’s one of the most scenic stretches of the whole journey.

Guests can also disembark at Coffs Harbour to take in the beauty of the Great Dividing Range at the Forest Sky Pier – a surreal lookout point that looks like a runway disappearing into the sky. The train continues onward to Byron Bay, where guests can disembark to explore the iconic beach town at their own pace. And on the return journey to Sydney, keep your eyes peeled for dolphins – they’re known to frequent the Kooragang Wetlands near Newcastle, which guests visit on a lunch cruise on the final day.

Golden West

winery experience in new south wales
Jump off the train for a winery experience. (Credit: Krista Eppelstun)

Travelling through the Golden West by rail is like stepping into a Frederick McCubbin painting – a nod to the golden era of rail travel. This five-day journey evokes the era of Australian Impressionism, passing through some of the country’s most painterly landscapes while tracing a path through history.

Starting in Sydney, the train makes its way to the Hawkesbury River, where the train crosses a historic rail bridge over the bronze, glassy waters below. Guests disembark here to cruise the brackish inlet aboard a historic postal boat before returning to the train to continue into Gold Rush country. Ahead lie grand heritage towns and historic estates, including the 1870s Abercrombie House in Bathurst.

Special event journeys

meal onboard Vintage Rail Journeys Southern Aurora train
Enjoy all-inclusive dining and beverages on the way to special events. (Credit: Krista Eppelstun)

Regional NSW is home to some truly one-of-a-kind events, and Vintage Rail Journeys offers a memorable way to get there. Planning a trip to the Bathurst Repco 1000? Vintage Rail Journeys’ special itinerary combines accommodation, dining and transport into one seamless experience. Guests take the scenic route to Bathurst, where the train becomes a unique home base for the event, complete with transfers, all-inclusive dining and beverages, and three days of reserved grandstand seating before returning to Sydney Central Station.

For something a little more playful, guests can also join fellow Elvis enthusiasts on a special overnight journey to Parkes for the town’s iconic annual Elvis Festival. It’s a vintage rail journey – with a little added rock ‘n’ roll.

Step back into the golden age of rail travel at vintagerailjourneys.com.au.