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A guide to the Southern Highlands’ best wineries

Escape the city to find charming cellar doors, pinot pioneers and plenty of inspiration worth bottling.

The region just 90 minutes south of Sydney is a relatively new cool-climate wine region best known for its chardonnay, sauvignon blanc, riesling, pinot gris, pinot noir, merlot and cabernet sauvignon.

The Southern Highlands has more than 60 vineyards tucked into its rolling hills and more than a dozen cellar doors that vary from modern to French provincial in style. Often, you’ll find fine food and sometimes antiques as well as the excuse to explore the charming towns and villages of the region and immerse yourself in its beautiful rural landscapes.

In short

It’s worth driving to the under-the-radar Southern Highlands Winery Sondara Estate simply for the experience of being met by Nello, the friendly cellar door dog. Add bonus points for the cheese, salami and chocolate on offer as part of an intimate wine tasting with the owner or winemaker.

Sondara Estate

the cellar door at Sondara Estate, Southern Highlands wineries
Enjoy a tasting of estate wines from pinot noir to rosé. (Image: Sondara Estate)

Those interested in visiting Southern Highlands wineries should seek out Sondara Estate. The family-run winery offers much more than exceptional cool-climate wines. It offers the chance to sit down in a rustic working shed alongside one of the owners or winemakers who like to spin a few yarns while you sip. Enjoy a tasting of estate wines like pinot noir and rosé thoughtfully paired with with artisan cheeses, salami and chocolates. The soaring cellar door, which doubles as a warehouse, is decked out in vintage furniture and divided into cosy spaces that have been curated with love and attention by owner Sandra Kiceek.

Address: 352 Woodlands Rd, Woodlands NSW 2575

Dawning Day Estate

double rainbow at Dawning Day Estate vineyard, Southern Highlands wineries
The boutique family-run vineyard is planted with chardonnay, pinot noir and gamay. (Image: Dawning Day Estate)

Dawning Day Estate is one of the dreamiest cellar doors to visit when looping along the Southern Highlands wineries trail. This boutique family-run vineyard offers a clear expression of terroir at its micro vineyard located in Exeter planted with chardonnay, pinot noir and gamay (my personal favourite). Dawning Day Estate is also a huge draw for visitors to the Southern Highlands who a searching for an escape to the country. Enjoy a private tasting with the winemaker, Mike Archer, before bunkering down in the boutique designer barn.

Address: 25 Rockleigh Rd, Exeter NSW 2579

Centennial Vineyards

a signage welcoming visitors at The Centennial Vineyards, Southern Highlands wineries
The Centennial Vineyards are just minutes from the historic township of Bowral. (Image: Destination NSW)

Centennial Vineyards is a gracious estate celebrating cool-climate wines. Vines such as chardonnay, riesling, pinot gris, pinot noir, gewürztraminer and tempranillo are planted here over 30 hectares with some grapes sourced from a small vineyard in Orange. Start in the Barrel Room with a flight of pinot noir, the cool-climate star of Southern Highlands wineries. Enjoy the wines over lunch of grilled pork cutlets with pumpkin puree, caramelised apples and pork puff at Centennial Restaurant or at a high tea with vineyard views. Make plans to return for next year’s Horizontal Festival.

Address: 252 Centennial Rd, Bowral NSW 2575

Joadja Estate

Joadja Estate, Southern Highlands wineries
The oldest continuous vineyard and winery in the Southern Highlands. (Image: Joadja Estate)

The first vines were planted on this old dairy farm in 1983, making Joadja Estate the oldest continuous Southern Highlands winery. The family-run estate in the hills above Berrima produces pinot grigio, sauvignon blanc, chardonnay, cabernet sauvignon and malbec. And the bottles make great souvenirs, with each illustrated label paying tribute to a local town. Visit the cellar door to enjoy live music at free chill-out sessions over summer, along with wood-fired pizzas and local cheeseboards. The estate stocks wares from Sutton Forest Olives and Joadja Distillery. Private tours of the nearby ghost town are available.

Address: 110 Joadja Rd, Berrima NSW 2577

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Artemis Wines

the outdoor garden at Artemis Wines, Southern Highlands
The small, family-run winery was the first to plant pinot noir grapes in the region. (Image: Artemis Wines)

Brothers Anton and Mark Balog are known as pinot pioneers in these parts, making Artemis Wines a must-visit along the Southern Highlands wineries trail. The small family-run winery just five minutes from Mittagong was the third to be established in the region but first to plant pinot noir grapes. The rustic cellar door, clad in river red gum, packs a big punch and offers plenty of atmosphere. Pull your beanie down tight and cosy up by the fire in winter with a glass of Graciano, cheese and charcuterie (Friday–Sunday). On Sundays in summer, the cellar door spills onto the lawn where you can enjoy a beer and slice of pizza.

Address: 46 Sir Charles Moses Ln, Mittagong NSW 2575

Tractorless Vineyard

Tractorless Vineyard produces sustainable wines with minimum intervention using a combination of old-world knowledge with new-world winemaking skills. Winemaker Jeff Aston is guided by biodynamic principles and, instead of using tractors, has recruited a flock of Hampshire Down sheep to mow the vineyard. Visit the Berrima site to take a vineyard tour in the back of Jeff’s ute to meet these woolly workers over a wine tasting and gourmet grazing board. Alternatively, you can book a tutored tasting with the winemaker to chat about the Tractorless Vineyard wines.

Address: 132 Compton Park Rd, Berrima NSW 2577

Bendooley Estate

a couple enjoying food and wine at Bendooley Estate, Southern Highlands wineries
Soak up the scenery while sipping on a bottle of your choice. (Image: Destination NSW)

Bendooley Estate is just outside the historic town of Berrima. And it’s one of the most picturesque Southern Highlands wineries to visit. The estate lays claim to a vineyard with a show-stopping cellar door and tasting room. Book a stay at the Book Barn Cottage at Bendooley Estate so you can really lean into the experience. Open a bottle of your drop of choice and clink glasses while enjoying a few light bites alongside rolling Southern Highlands views.

Address: 3020 Old Hume Hwy, Berrima NSW 2577

PepperGreen Estate

an aerial view of PepperGreen Estate, Southern Highlands wineries
Sample sparkling at PepperGreen Estate. (Image: Destination NSW)

PepperGreen Estate is both a vineyard and olive grove set on the slopes of Canyonleigh. Sample pinot noir, shiraz, riesling, chardonnay and sparkling in the cellar door and tasting room housed in a former antiques store. You can also taste test the olive oils and sample the Olive Leaf Gin. The Wine & Canapés Experience hosted by the PepperGreen sommelier is well worth doing. As is the wine-paired lunch curated by chef Mark Chance in the Tasting Room, which includes dishes such as leek risotto (paired with a 2023 PepperGreen Riesling) or chicken liver parfait with a glass of 2021 Peppergreen Pinot Noir.

Address: 13 Market Pl, Berrima NSW 2577

Mount Ashby Estate

geese at Mount Ashby Estate, Southern Highlands wineries
Resident geese at Mount Ashby Estate. (Image: Kramer Photography)

Mount Ashby Estate in the charming town of Moss Vale combines a boutique vineyard and cellar door with a charming Italian-inspired restaurant (Sant’ Alba) that would be right at home in Tuscany. Sit around rustic farmhouse tables in the cellar door and cafe to enjoy wines such as a deep cherry red merlot, beautifully balanced shiraz and blushing pink rosé over saffron seafood bucatini or pork cutlet Milanese. Want to secure the venue for your upcoming wedding? The charming circa 1918 Bowral Produce Store is now an events space replete with fields dotted with grazing cattle.

Address: 128 Nowra Rd, Moss Vale NSW 2577

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Sutton Forest Wines

an aerial view of Sutton Forest Wines' lush vineyard, Southern Highlands wineries
Gaze across endless rolling green hills at Sutton Forest Wines. (Image: Destination NSW)

Head to Sutton Forest Wines for another winery experience with an Italian twist. It’s another Southern Highlands Winery that burns brightly for its bucolic surrounds, with vines embroidered to the lacquered-green hills. The Lo Russo family has been associated with the Southern Highlands winery for about three decades and is best known for its Chianti-style red, which blends pinot noir with sangiovese. The cellar door and cafe are open Friday to Sunday and serve antipasto platters to pair with the wine.

Address: 21 Black Horse Lane, Sutton Forest NSW 2577

Eling Forest Estate

the cellar door and cafe at Eling Forest Winery, Southern Highlands
The cellar door and cafe at Eling Forest Winery operate within a heritage-listed homestead. (Image: Theresia Hall)

The cellar door and cafe at Eling Forest Estate are housed within a beautifully maintained heritage-listed homestead (circa 1834), making this idyllic rural setting well placed for a wine tasting. The cool-climate wines available to try at the cellar door include a sparkling wine, chardonnay, pinot noir, pinot gris, shiraz, cabernet sauvignon and cabernet shiraz. The Tour Taste and Lunch package establishes Eling Forest Estate as a standout among Southern Highlands wineries when it comes to educating budding oenophiles.

Address: 12587 Hume Hwy, Sutton Forest NSW 2577

Cherry Tree Hill Wines

Winemaker Gabi Lorentz says his passion for winemaking began in childhood when he would ride around his grandfather’s revered vineyard in Hungary in a horse and cart. While Gabi planted the first vines on the family-run estate in 2000, the Southern Highlands winery is now run by Gabi’s son, David. The riesling produced by award-winning vigneron Ian Evans is revered as one of the best in NSW, winning medals at several prestigious shows. The gourmet pies and tasting boards knit together the cellar door experience.

Address: 12324 Hume Hwy, Sutton Forest NSW 2577

St. Maur Wines

the cellar door of St. Maur Wines in Exeter
The picturesque cellar door of St. Maur Wines in Exeter. (Image: Destination NSW)

Head to St. Maur Wines in the very English-feeling village of Exeter for another taste of northern Italy in the Southern Highlands. Here, Treviso-born Nerio Panizzutti and his son Marco make small-batch, single-estate wines from their plantings of pinot noir, cabernet sauvignon and merlot vines. Sample these hand-crafted wines and some good old-fashioned hospitality at the cellar door set within a rustic dairy farm where estate dog Sienna is on hand to welcome you. St. Maur’s oak-matured Lot 41 estate range is all about taking it slow while its SAINT series celebrates family, friends and time-honoured traditions.

Address: 238 Old Argyle Rd, Exeter NSW 2579

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Carla Grossetti
Carla Grossetti has written across print and digital for Australian Traveller and International Traveller for more than a decade and has spent more than two decades finding excuses to eat well and travel far. A prestigious News Corp cadetship launched her career at The Cairns Post, before a stint at The Canberra Times and The Sydney Morning Herald gave way to extended wanders through Canada, the US, Mexico, Central America, Asia and Europe. Carla was chief sub editor at delicious and has contributed to Good Food, Travel & Luxury, Explore Travel, Escape. While living in London, Carla was on staff at Condé Nast Traveller and The Sunday Times Travel desk and was part of the pioneering digital team at The Guardian UK.
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This stretch of Sydney beaches topped the annual Best Australian Beaches list

    Carla Grossetti Carla Grossetti
    Bate Bay’s sweep of beaches has been crowned Australia’s best for 2026, placing Sutherland Shire in the spotlight as a top coastal destination just south of Sydney’s CBD.

    The beaches fringing Bate Bay – Cronulla, North Cronulla, Wanda, Elouera and Greenhills – have topped Tourism Australia’s 2026 list of best Australian beaches (as curated by Beach Ambassador Brad Farmer). For locals, it’s less revelation, more recognition.

    The mood shifts from the moment you step off the T4 train service from Central to Cronulla and catch a glimpse of the ocean. At dawn, the Esplanade is already buzzing with regulars, and by mid-morning, parents have staked out a toasty spot on Cronulla Beach where excited toddlers clamber over rocks, and the Jellybean swim squad at Oak Park have donned their bright pink caps while singing Oh, What a Beautiful Mornin’.

    By the afternoon, towels are being collected from across the sand as visitors wander back to Cronulla in loose formation.

    North Cronulla beach
    Dive into the world’s best beaches.

    That’s the thing about Bate Bay beaches. This isn’t a story about a single beach. This long, uninterrupted sweep of sand and sea, where you can walk for kilometres without breaking stride, is not just enjoyed over summer; it’s a year-round destination. Here, Cronulla’s buzz gives way to Wanda’s wild edges, before stretching out to the quieter reaches of Greenhills.

    But while Bate Bay’s beaches may have taken top honours in the 2026 Best Australian Beaches list, they’re only part of the drawcard. Sutherland Shire stacks up as a full-spectrum coastal escape, where good food, national park adventures and on-the-water experiences sit within easy reach of the shoreline. Whether you’re planning a long weekend or stretching out a stay, here’s how to make the most of Cronulla beyond the sand, sea and surf.

    Beyond the beaches

    Dining

    the dining room at Pippis Cronulla
    Enjoy a sundowner by the sea at Pippis Cronulla.

    The Sutherland Shire dining scene delivers from early morning to late at night with a mix of vibrant cafes, bars and pubs. Start your day at Grind Espresso, where the coffee comes strong and fast. From there, drift towards HAM for pastries, best eaten buttery warm.   

    By midday, locals linger across sun-lit tables. Loaf and Next Door appeal to the surfers who come in for snacks after chasing waves. Blackwood’s Pantry and The Press are also popular for breakfast and lunch, while Pilgrim’s continues to hold a special place in the hearts of vegans.

    Newer arrivals signal where Cronulla is heading: Homer Rogue Taverna is being hailed as one of the best restaurants in Cronulla, with the confidence that comes from understanding what locals want. Ask a local to reveal their favourite restaurant for a special occasion, and it’ll likely be Pino’s Vino e Cucina al Mare, Yalla Sawa or Alphabet Street. Summer Salt, Sealevel, Benny’s, Bobbys and Pippis are a few of the best waterfront restaurants in the Shire.

    Finally, when most places are winding down, Duke’s Providore shifts gears to become Duke’s After Hours – a low-lit romantic spot perfect for a date night. Parc Pavilion, Northies Cronulla and bars The Blind Bear, Las Chicas and Low & Lofty’s are also part of Cronulla’s identity.

    Visit Bundeena

    Bundeena Ferry Wharf
    Catch a ferry to Bundeena.

    A short ferry ride from Cronulla, Bundeena offers a counterpoint to Cronulla’s mighty surf beaches. If Cronulla is the Shire’s social heart, Bundeena – or Bundenesia, as it’s affectionately known – is the place to go to exhale and unwind.

    Hop on the ferry from Cronulla, and within 30 minutes, you’ll be inhaling the eucalyptus-scented air. Check the creative pulse of the local community by timing your visit with the Bundeena Maianbar Art Trail on the first Sunday of every month.

    One of the best things to do in Bundeena is paddle into Cabbage Tree Basin with Bundeena Kayaks. Follow the five-kilometre Jibbon Beach Loop Track that leads past quiet coves to ancient Indigenous rock art, or simply find a stretch of pearl-white sand to relax on.

    Pristine walking trails

    Royal National Park Cape Baily Walking Track
    Cool off with a coastal stroll.

    Beyond the coastline, Sutherland Shire offers myriad ways to shift gears. Royal National Park – the oldest national park in Australia – sits just minutes from the surf. Clifftop walks trace the edge of the continent, the rugged bushland is threaded with creeks and hidden waterfalls, and a network of tracks rewards those willing to go a little further.

    Take the Coast Track, where the land drops cleanly into the ocean over sheer cliffs that have been stacked together like giant Jenga. Or veer inland, where pockets of forest cool the air and filter the light. It’s a reminder of how close nature sits to the bustle of suburbs in the Sutherland Shire.

    Enjoy whale watching

    humpback whale sighting noosa experiences
    Spot whales from May to October. (Credit: The Edit Suite)

    Twist your binoculars until the ocean is in focus, stretched like a creased blue sheet all around.  Come May, the East Coast becomes the humpback highway. Thousands of whales migrate along this stretch of coastline each year, their movements tracked by keen eyes from vantage points like the Cape Solander platform in Kamay Botany Bay National Park, one of the best places for whale watching in Australia. There’s something quietly thrilling about seeing that first telltale spout or the arc of a breaching body against the vastness of the sea. From June to October, whale-watching cruises depart from Cronulla, offering a closer look at the migration.

    Awards come and go. But places like Cronulla endure because they belong as much to the visitors as they do the early-morning swimmers, walkers and surfers.

    Plan your escape at visitsutherlandshire.com.au.