A PADDINGTON WALKING TOUR
A TWISTED TRUE CRIME & HISTORY ADVENTURE
A TWISTED TRUE CRIME & HISTORY ADVENTURE
For more Paddington Walking Tours, we have partnered with Paddo Collective for a monthly special tour.
Paddington is one of a kind and its history is as rich as it is colourful. Once possessing silent streams, rocky groves and walking tracks for Sydney’s ancient Indigenous peoples, Paddington began its colonial life in the first half of the 19th century with Australia’s first legal distillery: producing rum and gin. By the 1850’s a small village had emerged adorned charming sandstone cottages, windmills and simple churches.
Fast forward only a few decades to the 1890’s and the Paddington Council possessed more houses than any other in Australia. A labyrinth of laneways, streets and squares had been forged from its rocky slopes to create a bustling suburb that was uniquely grand and Victorian to the core.
Row upon row of elegant terrace houses, each decorated with distinct iron laced balconies and pediments lined every avenue, while on almost every street corner there could be heard the hearty merriment of local pubs. Steam powered trams rattled past the finely groomed horses of handsome cabs. Industrious quarrymen, carpenters, bricklayers and stonemasons could be found busying themselves on every block as a seemingly infinite supply of residential construction continued to squeeze in stylish houses for an ever growing population.
…and then the crash. How dramatically things would change by the turn of the 20th century as the Federation Drought Depression brought wealthy inner city suburbs like Paddington to a standstill and resulted in the sudden exodus of the well-to-do residents that had installed their their mantle-pieces with marble and fitted their staircases with cedar.
By 1920 a Sydney health inspector would report that Paddington’s streets were the “worst place to live I have ever seen” and that poverty stricken tenants who inhabited these “disgusting slums” should “shoot their landlord” as they would “be better off in gaol than in these places”.
Luckily, and not without a fight, the very houses, pubs and avenues that once fell from grace during the dark days of Paddington’s past have been beautifully repaired and restored to their former glory — allowing our historical journey through this extraordinarily suburb to reflect and reminisce on all they’ve seen.
The Paddington we know today is a chic and sophisticated inner city suburb with elegant rows of terrace houses, charming cafes, lively pubs and boutique shopping.
But rewind less than a century and you’ll find yourself in a very different world. A world of crime, murder, slums, sly-grog, burglary, gambling, rats, snakes, sewers, mysteries, misfits, hold-ups, drugs, raids, riots and revenge.
While the old-fashioned streets of Paddington remain much as they once were many generations ago, this tour revisits the rags that came before the recent riches. Delving into the forgotten lives of its former residents, we’ll dig up tales of vice and villainy that played out between the 1890s and the 1960s.
These were times when struggling tenants squished into decaying Victorian villas. Strange and sinister stories brewed behind closed doors and inside corner pubs. And newspaper articles summed up Paddington’s place in Sydney with shocking titles such as:
…and many, many more.
Our tours last approximately 2.5 hours, covering around 2.5 km (1.5 miles). We move at an easy-going pace and stop at approximately 15-20 historic sites for storytelling. However, due to the layout of Paddington, some uneven surfaces, staircases, and laneways are part of the route.
Unfortunately, the layout of Paddington and the inclusion of stairs, hills, and narrow laneways make the tour inaccessible for prams or wheelchairs.
Your guide, will be at the meeting point 10-15 minutes before the tour begins. They will be wearing a blue Journey Walks shirt and carrying a white tour folder. We recommend arriving at least 5 minutes early to check in so we can start the tour on time.
If you’re running late, please call or text your guide at +61 421 269 240. If you’re more than 5-10 minutes late, we may need to start without you, and it might be difficult to contact us once the tour is underway. In this case, we’ll do our best to reschedule your booking, but we don’t offer refunds on the missed tour.
Due to the adult content, as well as the 2.5 hours of walking and in-depth history discussions, this tour is not recommended for children under 14. However, we encourage parental discretion for any exceptions.
We generally limit our small group tours to a maximum of 14 adults. If you’d like to bring younger guests, please contact us to confirm availability.
Aboriginal and Torres Strait Islander guests are advised that this tour may include the names and images of deceased individuals.