Hidden Johannesburg: Discovering the Kensington Historical Trail
Author: Sabine Pickworth
“Adventure doesn’t always require a passport. Sometimes, all it takes is a comfortable pair of walking shoes and a willingness to explore your own backyard.”
Like many Johannesburg residents, my sister and I had settled into the comfort of familiar routines – our favourite coffee shops, restaurants and weekend hangouts in the northern suburbs. One day we realised just how little we actually knew about the city we had called home for years.
Determined to change that, we decided to become tourists in our own city.
While searching for interesting weekend activities, my sister came across Meetup, an online platform where people with shared interests can connect through organised events. Whether you’re interested in hiking, walking tours, photography, board games or social gatherings, there’s a group for almost every hobby imaginable.
One particular walking group immediately caught our attention. Led by a passionate local guide, the group regularly explores different neighbourhoods throughout Johannesburg, combining leisurely walks with fascinating stories about the city’s history, architecture and hidden landmarks.
Our first adventure? The Kensington Historical Trail.
A walk through one of Johannesburg’s oldest neighbourhoods
Our group of around twelve walkers met bright and early at 8:00am outside Fournos Bakery before setting off on a 12km circular route through Kensington, one of Johannesburg’s oldest suburbs.
Established in 1897, Kensington lies just east of Johannesburg’s CBD and is famous for its tree-lined streets, rolling hills and beautiful collection of Victorian and Edwardian homes. Walking through its quiet streets felt like stepping into another era, where elegant heritage houses stand proudly alongside thoughtfully renovated modern homes.
A fairytale castle in the middle of Johannesburg
One of our first stops was undoubtedly one of Johannesburg’s most unexpected landmarks – Kensington Castle.
Built in 1911 by Englishman Samuel Scott Wilson, the castle was reportedly constructed as a grand romantic gesture after his future wife agreed to marry him on one condition: he had to build her a castle.
Mission accomplished.
The impressive ten-room residence features metre-thick quartzite stone walls, turrets, winding staircases and rooftop walkways that offer magnificent panoramic views across Johannesburg. It’s hard to believe such a storybook building exists in the middle of the city.
The view that took my breath away
Continuing along Highland Road, we tackled a fairly steep climb to the top of one of Kensington’s koppies.
The reward was well worth every step.
Standing at the summit, we were treated to spectacular 360-degree views stretching across Johannesburg in every direction. Despite living here for years, I had never experienced the city from this vantage point. Seeing Johannesburg spread out below gave me an entirely new appreciation for its size, beauty and unique landscape.
Highland Road is a prominent, highly elevated thoroughfare located in the heritage suburb of Kensington, Johannesburg. Famous for its steep inclines, it is a key feature in local heritage and fitness walks, culminating in some of the most panoramic views of the city.
Remembering history
At the summit stands the striking Scottish Horse Memorial, erected in 1905 to honour the Scottish Horse Regiment who fought during the Second Boer War (1899–1902).
Designed with distinctive Celtic influences, the monument commands attention not only because of its impressive size but also because of the poignant history it represents. Plaques at its base list the names of soldiers who lost their lives during the conflict.
One fact shared by our guide was particularly sobering: it is estimated that around 326,000 horses died during the Second Boer War, highlighting the enormous human and animal cost of the conflict.
An unexpected moment of tranquillity
As we descended the koppie and continued along the ridge, yet another surprise awaited us.
Nestled quietly among the trees sits a Tibetan Buddhist temple, offering an atmosphere of complete serenity and yet another incredible viewpoint over Johannesburg.
It was remarkable to discover that within just a few kilometres we had encountered a medieval-style castle, a war memorial, breathtaking viewpoints and a peaceful place of worship—all hidden within one Johannesburg suburb.
More than just a walk
What made this experience so memorable wasn’t only the history or the scenery; it was seeing Johannesburg through completely different eyes.
Too often we think adventure means travelling overseas or visiting somewhere new, yet some of the most fascinating discoveries are waiting just around the corner.
The Kensington Historical Trail reminded me that every city has stories waiting to be uncovered. Sometimes all it takes is slowing down, looking up, and allowing yourself to wander beyond the familiar.
I already can’t wait to join the next historical walk and discover another hidden corner of Johannesburg.
Frequently asked questions
How long is the Kensington Historical Trail?
The trail covers approximately 12km and generally takes between 2.5 – 3 hours, depending on the size of the group and how long you spend at each historical stop.
Is the walk difficult?
The walk is considered moderate. Most of the route follows suburban roads and pavements, but there are a few steep climbs, particularly up the koppie to the Scottish Horse Memorial. A reasonable level of fitness is recommended.
Do I need hiking boots?
Not at all. Comfortable walking or running shoes are perfectly adequate. Just remember that you’ll be on your feet for several hours.
What should I bring?
Pack a bottle of water, sunscreen, a hat and your camera or smartphone. There are plenty of opportunities to capture Johannesburg’s skyline, beautiful heritage homes and historic landmarks.
Best time of year to do the trail ?
This trail can be done all-year round, no limitations here except perhaps on a rainy day. The best time to do the walk would probably be October, at the beginning of our summer, when the Jacarandas are in full bloom; it’s a magical time!!
