Did you know Allowrie St Jamberoo was once called George St
Once upon a time, Jamberoo was the centre of the universe on the New South Wales South Coast. People will tell you it was the largest town between Sydney and Melbourne. Drays rattled through, pubs bustled, and blacksmiths hammered away, all thanks to the fact that Jamberoo sat squarely on the main inland route south. Travellers from Sydney would pass through Albion Park, swing into the Jamberoo Valley, then take on the steep haul up Saddleback Mountain before descending into Kiama.
It was not an easy journey, but it kept Jamberoo humming. The town was a natural stop for food, drink, repairs, and gossip. Things got even better in the late 1800s when the Pike’s Cutting was cut, giving a shorter, less back-breaking link to Kiama.

The real change came earlier than many think. Before the first bridge at Minnamurra opened in 1870, the coastal route had a built-in obstacle — the punt across the river. Travellers would roll up, sometimes in carts piled high with produce, only to find a queue of buggies, wagons, and the occasional impatient rider, all waiting their turn.
The ferryman set the pace, and he was not in a hurry. A good crossing depended on the tide, the weather, and how chatty he felt. A stiff breeze might mean you waited longer. A juicy bit of local gossip could mean you waited longest of all. Farmers swapped news, children fished off the bank, and the odd traveller calculated just how much quicker it would have been to go through Jamberoo after all.
When the first Minnamurra River bridge opened in 1870, and later the second in 1890, the days of punt queues were numbered. More and more traffic flowed along the coast instead of inland through Jamberoo. What was later named the Princes Highway in 1920, rebranded to curry favour with the visiting royals. The prince in question, who later became Edward VIII, very nearly brought down the monarchy.
Of course, Jamberoo had faced other supposed threats before, like the Russians. In September 1860, The Kiama Examiner reported on fears that Russia might invade Kiama. Their verdict on Jamberoo’s fate was unforgettable:
“Jamberoo will, of course, escape, as it will be impossible for any army to come up here from the impassable state of the roads. In some future generation their fossil remains would be found imbedded in a strata of yellow clay, which would be all that would be left to tell the tale that a great and mighty army had once invaded our shores.”
In other words, Jamberoo’s best defence in 1860 was potholes and mud.
While the roads were shifting, so was the way people and goods moved between Kiama and Sydney. For decades, ships carried passengers, butter, and blue metal from Kiama Harbour to the city. The arrival of the railway in 1887 changed everything. Fresh produce could reach Sydney markets the same day, and passengers could travel in comfort without braving the sea.
The first government proposal for the rail route actually had it running through Jamberoo rather than Shellharbour. Imagine if that plan had been adopted. Jamberoo would have been on the direct Sydney to Melbourne main line. Butter factories could have sent goods by train instead of cart, pubs would have bustled with passengers stepping off the platform, and the valley would have been plugged directly into the country’s busiest rail corridor.
In the early 20th century, there was even talk of a branch line to Jamberoo when it was thought coal might be found in the valley. Nothing came of it, and the railway stuck to the coast. Jamberoo remained an inland service town, its fortunes tied to dairy farming rather than the booming railway economy.
W.A. Bayley, writing in the 1960s and 70s, told this story with the precise detail of his era, recording dates, council minutes, and route maps in the serious style of mid-20th century history writing. Dr Tony Gilmour’s Rascals and Respectables covers the same territory but with more sparkle. In Gilmour’s version, the stubborn characters, bruised egos, and colourful asides make you wish you could eavesdrop in Jamberoo’s pubs the day the first bridge at Minnamurra opened, or the moment they learned the railway would not be coming through the valley.
Dr Tony Gilmour’s Rascals and Respectables does not just tell you the history of our local pubs, it pours you a pint of it, froth and all. From the days when Jamberoo ruled the coast to the high-stakes drama of the railway line that never came, Gilmour weaves the rise and fall of our watering holes into a tapestry of hysterical anecdotes, petty rivalries, and larger-than-life publicans who could pour a beer with one hand and stir up scandal with the other. It is history with a wink, where every closing time comes with a punchline. You can buy it here: https://www.trybooking.com/events/landing/1348394
Much gratitude to Dr Tony Gilmour and Sue Eggins from Kiama District Historical Society for their anecdotes and fact checking
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Top photo: In the 1890s, the men who built the district’s dairy co-operatives would have looked much like this: sleeves rolled up, buckets in hand, and ready to turn milk into a thriving local industry
Illawarra Dairy Cows at Kiama Show in 1954



Jamberoo dairy farmer Vaughn Fleming carting milk to the factory 
