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.
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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Art, wine & fireplaces: 8 reasons Bowral is the ultimate winter getaway

(Credit: Destination NSW)

    Carla Grossetti Carla Grossetti
    The Southern Highlands earns its title as Australia’s top country town in the cooler months, and it’s worth every minute of the 90-minute drive from Sydney.

    Many Sydneysiders head to the Southern Highlands in spring for the tulips. It’s one of the most stunning spring carnivals in Australia. But the ones in the know come to Bowral in winter.

    The first thing you notice at this time of year is the quality of the light. It catches the tangled limbs of the gums and tints the fields, farms and forests a pretty shade of Granny Smith green. And then, a world-class art museum, an impressive network of walking trails, great shops, cosy restaurants and bars and luxury accommodation take centre stage, making Bowral a place you want to linger as the mercury drops.

    Just 90 minutes south of Sydney, a Bowral winter getaway is the coolcation city folk desperately need. Here are eight reasons to pack a good coat and head for the Southern Highlands.

    1. Check in

    aerial of Ardour Milton Park Bowral in winter
    Check in to the gorgeous Ardour Milton Park Bowral. (Credit: Destination NSW)

    Ardour Milton Park Bowral rises like a hologram in the hazy green light as you turn onto Horderns Road. A $10 million refurbishment of the grand 1910 estate was completed in early 2026, and the beautifully restored hotel now includes 44 guest rooms washed in sage green, cobalt blue and dusty blush. The dining room at Horderns Restaurant continues with a botanical theme – earthy banquettes, floral touches throughout – and a menu that moves with the seasons.

    After enjoying slow-braised Cowra lamb and a second glass of red, move to the Polo Bar, which has a fireplace and views across the estate gardens. Build a grazing board from the dedicated Charcuterie Room and take it outside while the light lasts. If the sky clouds over, use this as your cue to enjoy a next-level spa experience at Èliva.

    2. Hunt for treasure

    couple exploring Dirty Janes bowral
    Find vintage treasures in Dirty Janes. (Credit: Destination NSW)

    Winter is the perfect season to lose an afternoon inside Dirty Janes Bowral. Over 1600 square metres of covered space houses 90 individual sellers of everything from mid-century furniture to industrial lighting, antique silverware, vintage clothing and objects whose previous lives you can only imagine. Enjoy a bit of off-the-cuff banter with your fellow fossickers in between searching for that must-have military jacket or vintage silk scarf.

    Around the corner, find the Instagram-famous front door of FoundAntiques, though the real finds are deeper inside. Bring cash, wear comfortable shoes and leave some room in the boot.

    kids posing with donald bradman statue in bowral's The Bradman Museum
    Learn about an Aussie legend at The Bradman Museum. (Credit: Destination NSW)

    Ngununggula – meaning ’belonging’ in the language of the Gundungurra First Nations people – is the region’s first dedicated regional gallery, housed inside the sustainably transformed old dairy building at historic Retford Park. The onsite White Cottage Gallery and restored grounds of the former Fairfax estate reward a slow wander. Find a spot to sit in the courtyard filled with rivulets of winter light and enjoy the plaintive call of a currawong carrying across the heritage-listed grounds. It’s one of the best things to do in Bowral.

    Add Bowral Honey Farm for a hands-on harvest experience, then continue into town to the Milk Factory Gallery to admire eclectic works by local artists in a converted industrial space. The Bradman Museum also knocks it out of the park. Australia’s largest dedicated cricket museum sits beside the heritage-listed Bradman Oval, where a young Sir Donald Bradman first picked up a bat.

    4. A taste of France

    table spread at Lucette bowral
    Enjoy a taste of France at Lucette.

    For a taste of France without the airfare, husband-and-wife team Julien and Romy Besnard – of long-loved Franquette Crêperie – have opened Lucette, a French cafe-bistro with Paris-born chef Guillaume Dubois at the helm. Dubois brings serious pedigree from Michelin-starred kitchens in France and Sydney’s former two-hatted Monopole, and it shows. Start your day with pastries for breakfast and bookend it with boeuf bourguignon for dinner. The chocolate mousse, freckled with Guerande Salt, is the kind of dish that will make you feel smug about the decision to drive south. Join the Sydneysiders dressed in charcoal coats, boots and black tights who’ve already worked this out; the whole scene is worthy of splicing it into an Instagram reel.

    Francophiles should also be across Julien’s Bowral Brasserie – led by Frenchman Julien Viel, who also found his way to the Southern Highlands and stayed.

    5. Indulge in a tipple

    Centennial Vineyards bowral in winter
    Spend time amongst the local vines. (Credit: Destination NSW)

    The drive to Centennial Vineyards passes through a beautiful woodland idyll, the countryside a fuzz of green all around. Inside the Barrel Room, a tasting flight of cool-climate pinot noir, chardonnay and reserve shiraz viognier flaunts how well the Southern Highlands does winter.

    This is a region that takes its cool-climate wines seriously, and the pinot noir is one of the stars – a gentle, easy-drinking style with red cherry aromas. Follow your tutored cellar door tasting with another glass of wine in the Terrace Bar, which overlooks the vineyard and manicured grounds.

    6. Blend your own gin

    Millsheds Distillery & Bar
    Pop into Millsheds Distillery & Bar. (Credit: Mattia Panunzio)

    Millsheds Distillery & Bar is somewhat of a local secret. The award-winning small-batch operation produces gin, vodka and liqueurs using Australian botanicals and has picked up silver medals at both the London Spirits Competition and International Wine & Spirit Competition. Beyond the tasting paddle, the hands-on blending masterclass – where you design and leave with two bottles of your own custom gin – is the experience to book, while the terrace bar that wraps around the courtyard is a fine place to settle in afterwards.

    7. Go for a walk at dawn

    Switch your phone off sleep mode and set your alarm to early. Mt Gibraltar rises to 864 metres just east of Bowral’s main street and offers the best views in town. You will pass a raggle-taggle bunch of hikers on the way up to the summit, all making the same quiet pilgrimage into the crisp high-altitude air. On a clear morning, the bony ridges of the ranges come into sharp relief against the light. The return loop takes roughly 90 minutes. A flat white in Bowral tastes considerably better after completing one of the scenic walking trails.

    8. Cosy up by the fireplace

    Aspinalls Whisky Bar & Lounge at the Berida Hotel
    Get cosy in the Berida Hotel’s whiskey bar.

    A cosy bar is the perfect complement to winter in Bowral, and there are a few worth committing to. Aspinalls Whisky Bar & Lounge at the Berida Hotel is built for long, languorous evenings. Take a seat beside the fireplace laden with gnarled logs and work your way through a few whiskies and bar bites like Rangers Valley beef tartare, or salt cod and potato croquettes.

    At Hickory’s within Peppers Craigieburn, well-dressed waiters in denim and leather move quietly between tables, and the cosy fireplace in the adjoining guest lounge attracts an Escape to the Country crowd.

    Start planning your Bowral escape at visitsouthernhighlands.com.au.