Top Towns for 2022: A weekend escape to Bowral’s charming countryside

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Award-winning pies and vintage pieces have helped cement this Southern Highlands town’s reputation as a hotspot for weekends away, writes Leigh-Ann Pow. Find out why Bowral landed in at no.18 on your list of Top 50 Aussie towns.

Find the complete list of the Top 50 Aussie Towns here.

I’ve been spending time in the NSW Southern Highlands town of Bowral since I was a mere slip of a girl. Growing up just 45 minutes away meant it was our chosen ‘Sunday drive’ destination, and the place we’d head for weekends away to mark family milestones. We were regulars at its annual Tulip Time festival; there are far too many pictures of my sister and me in matching outfits posing next to fulsome blooms and young women in traditional Dutch dress, complete with clogs.  

blooming tulips in Bowral
Enjoy ‘Tulip Time’ in September. (Image: Destination NSW)

A myriad of celestial charm

I even decided in my 30s that it would be the place I’d retire to when the time came. So I have watched with curiosity and a dash of jealousy as my favourite town has become everyone’s favourite town in the last 10 or so years, with its main thoroughfare of Bong Bong Street fairly bustling with families and couples come the weekend, and Airbnb bookings becoming harder and harder to secure (Peppers Craigieburn or the exquisite Hopewood House are two very accommodating alternatives). 

living room inside Hopewood House
Stay in boutique surrounds at Hopewood House. (Image: Destination NSW)

While the town’s allures are myriad, from the aforementioned floral fiesta to its history as cricket legend Sir Donald Bradman’s childhood home (complete with a museum) to its charming village vibe, the current vogue for spending time there has been spurred on in no small part by two genius additions to its offering. 

Bowral’s famous pies

Cruise into town at lunchtime on most days of the week and you are sure to see a neat, well-behaved queue of people snaking out the door of Gumnut Patisserie on the main street. The multi-award-winning bakery is renowned for the quality of its pies, which is saying something in an area where notable pie makers number well into the 30s.  

It is this breadth of quality that sparked the idea of rebranding the entire month of June as Pie Time, when bakers across the Southern Highlands – or the Southern Pielands as it is fashioned – set out to dazzle meat and pastry aficionados with the flavours of their fare.  

Not surprisingly, given Australians’ passion for the humble pie, the annual event is a huge hit: set off on a Pie Drive following the self-guided Pie Trail through the area’s towns and villages to sample as many variations on the theme as possible (think about dedicating an entire weekend to the culinary journey or alternatively opt for an elastic-waisted ensemble if tackling it in a day), musing on the ratio of gravy to meat and the merits of exotic inclusions like curry and figs as you go.  

The Dirty Janes effect 

Another motivator for my love of Bowral since childhood has been the access it provides to dusty vintage treasures and second-hand gems at its many antique shops and charity stores. So it was love at first sight when I first entered the surrounds of Dirty Janes Antique Markets in the late 2010s to be greeted by room upon room of old furniture, French linens, artworks and curios – and on one occasion an entire ice-skating ticket booth in Gustavian grey imported from a far-flung Scandinavian country (and yes, I did entertain the thought of taking it home for five minutes).  

entrance at Dirty Janes Bowral
Get the Dirty Janes effect. (Image: Destination NSW)

The passion project of father-and-daughter team Athol Salter and Jane Crowley, the original building underwent an extensive renovation in 2016, emerging as a chic retail precinct anchored by landmark building The Acre and boasting cafes, a pretty plant nursery, boutiques and an expanded vintage emporium.  

antique shop in Bowral
Trawl for antiques. (Image: James Horan/Destination NSW)

Bustling streetscapes of Bowral

The resulting Dirty Janes effect has seen this corner of town along Bong Bong and Banyette streets become a bustling mecca for those in search of good coffee (try Bespoke Letterpress for its delightful mix of stationery and cafe fare and Plantation Cafe @ Green Lane to lunch amid the greenery) and even better bargains on everything from old church pews to vintage vinyl. 

A potted history of Bowral

Bowral is on the Traditional Land of the Dharawal people and its name is thought to be derived from a word that means ‘high place’ in the local Aboriginal language. Bowral began as a series of land grants in the early 1800s, growing steadily prior to and following the arrival of the railway to the area in 1867, and the opening of Bowral Station in 1886.

During the late 1800s, the town added numerous churches, hotels and civic buildings, including the School of Arts, a police station, courthouse and town hall, all of which stand proud to this day. The fully-fledged town also became a preferred weekend idyll for wealthy Sydneysiders, who retreated here for the temperate summer climate and bucolic outlook. The generous houses and gardens they constructed still embellish the streetscape, along with the charming home designs that proliferated during the post-Federation period into the 1920s and ’30s.  

The local Springett family opened a general store in the town in 1926, eventually expanding their business interests in the 1940s to include a bakery and soft drinks factory, which received a licence from Cottees to produce Passiona here.  

The first tulip festival was held in Corbett Gardens in 1958, with September now known affectionately as ‘Tulip Time’ in the area.

Explore more of Bowral in our travel guide or find out which other towns made it into your Top 50.
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Where to eat, sleep and visit on Grand Pacific Drive, and beyond

The ultimate road trip begins and ends on NSW’s stunning Grand Pacific Drive.

Whales, charming villages, fine wine and stunning natural vistas: there’s a lot to love about a road trip along the Grand Pacific Drive in New South Wales. Winding from the Royal National Park through Wollongong, Shellharbour, Kiama and Shoalhaven before heading inland to the Southern Highlands, this scenic drive makes for an unforgettable road trip.

But like all great road trips, it’s not just about the drive but the stops made along the way. From incredible farm-to-plate (and grape-to-glass) dining options to unbeatable natural vistas and quaint towns with beautiful accommodation, there’s plenty to explore en route.

Shellharbour Marina
Spend time in Shellharbour Marina.

Where to eat

What is a road trip without incredible food? Whether you’re after fresh seafood, slow-cooked paddock-to-plate feasts or delicious wines, you’ll find something around every bend along Grand Pacific Drive.

Restaurant Santino is a local Wollongong secret we can’t keep quiet any longer. With a fresh take on Italian cuisine, servings are hearty and flavours are comforting. The chitarra with blue swimmer crab, garlic, chilli, parsley and crustacean oil is a crowd favourite.

Keep it local in Shellharbour with a menu all about fresh local produce at Relish on Addison . From South Coast oysters and blue swimmer crab linguine to crispy pork belly, surf and turf takes on an elevated meaning here.

Kiama’s neighbourhood wine and cocktail bar, Little Betty’s , is just as good for a tasty share plate as it is for creative cocktails. The signature Grilled Octopus with burnt honey, garlic confit and sautéed Asian greens is worth a trip on its own.

Only the best will do in Shoalhaven, where multi-award-winning Bangalay Dining uses native Australian ingredients to bring its dishes to life. Start with the Smoked trout croquette before moving on to the sautéed potato gnocchi. Don’t forget the white chocolate mousse for dessert.

Meanwhile, the Southern Highlands are full of culinary highlights. From dining on incredibly fresh, local fare (we’re talking ingredients plucked from the team’s on-site kitchen garden or sourced through local producers) at Eschalot Restaurant in Berrima to creating gin blends at Millsheds Distillery .

bangalay dining shoalhaven
Taste native flavours at Bangalay Dining.

Exploring nature

Scenery is everything when hitting the road, and Grand Pacific Drive serves it up in spades. Drivers don’t even have to leave the car to enjoy the iconic ocean views from Seacliff Bridge (but several lookouts make it easy to stop).

Seaside Kiama boasts stunning beaches and famous blowholes. But travellers can also swap ocean for rainforest when taking the Minnamurra Rainforest walk, culminating in a picturesque waterfall. Or soar overhead at Illawarra Fly Treetop Adventures .

The scenic coastal drive along Sea Cliff Bridge, Clifton.
Cruise along the stunning Grand Pacific Drive.

Between May and November, 30,000 whales make their way passed the South Coast between May and November. Spot them from the coastal shores or join a whale-watching cruise from Shellharbour Marina or Jervis Bay. Dive in with Woebegone Freedive .

Shellharbour’s Killalea Regional Park is home to a traditional bush tucker and medicine walk with Aboriginal tour group, Gumaraa . Learn Indigenous healing practices and gain a deeper appreciation for the rich heritage and wisdom of the land’s Traditional Owners.

Wollongong is the perfect place for hikers, with the 6.5-kilometre Wodi Wodi track serving up views, settler history and a variety of landscapes in one loop. If you prefer, skip the walk and pull up at Bald Hill Lookout for expansive views south towards Wollongong (and a hang-glider or two).

For something truly unique, join the Highland Cow experience at The Swallow’s Nest in the Southern Highlands. In a brand-new offering, get a taste of farm life and help groom and feed these gorgeous creatures.

kiama coast walk people with dog
Wander the Kiama Coast Walk.

Unique experiences

No need to choose between an adrenaline rush or a culture fix, Grand Pacific Drive serves up both.

Soar into aviation history at Shellharbour’s HARS Aviation Museum .  Tour the museum, then join a guided walk onto the wing of the record-breaking Qantas Boeing 747 and see the significant historic aircraft up close.

If ever there was a place to skydive, it’s in Wollongong. Dive from 15,000 feet (tandem, of course) with Sky Dive Wollongong and see the coastal beauty of this region from above.

Shoalhaven’s Bundanon Art Museum has to be one of the most unique offerings in the country. The legacy of artist Arthur Boyd and more than just a gallery, find eco-accommodation, fine dining, award-winning architecture and community here.

Kiama’s Crooked River Estate is about more than just delicious wine.  Grab a picnic blanket and enjoy casual food and drinks with live music at Kick Back Fridays , every week.

Between June and August, the Southern Highlands’ Robertson attracts novice truffle hunters. Join the hunt at family-owned and operated Robertson Truffles (alternatively, you can order truffle treats online, if your sense of adventure isn’t up for it).

Freshly dug truffles at Terra Preta Truffles, Braidwood.
Discover hidden gems beneath the soil in the Southern Highlands. (Image: Destination NSW)

Where to stay

Road trips are the ultimate promotion for slow travel, encouraging visitors to take their time, enjoy the journey and stop along the way to really immerse themselves in local towns.

Find history and elegance at Berida Hotel in the Southern Highlands. Intimately set amongst gardens, but still close to the main street of Bowral, this 1920s private residence turned boutique hotel is the perfect stay.

Stay in one of Barranca’s private villas with views of rolling farmland overlooking the dramatic escarpment at Kangaroo Valley or be surrounded by native bushland (a short walk from the beach) in Jervis Bay.

Speaking of beachside escapes, Headlands Hotel Austinmer Beach delivers unrivalled access to Wollongong’s beaches. These serviced apartments enjoy coastal views from spacious balconies.

For something completely different again, check in at Cicada Luxury Camping . Stay in safari-style or large bell tents, each with a private fire pit and top-notch kitchen facilities. Outside, enjoy spectacular countryside views.

Cicada Luxury Camping
Unwind at Cicada Luxury Camping. (Image: DNSW)

Discover more and plan your ultimate road trip along the Grand Pacific Drive and beyond at grandpacificdrive.com.au/grand.