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And now on to the regular post …..
I’ve often wandered Toronto’s core, whether out for a noon stroll when I was working downtown, or just taking a roundabout way home when we lived near St. Lawrence Market. I thought it would be fun to put together a walking route of around 10 km that took in many of the sights, offered plenty of shopping, eating, and resting options, and provided a bit of tour through some of the historic parts of the city. I hope this route ticks those boxes for you.
Tip: I’ve included lots of links for some of the sights along this walk – check ahead to confirm opening times, and to find out about special shows or exhibits and things to do.
Length: About 10-12 km, depending on wanderings, so about 2.5 to 3 hours at a leisurely pace.
Public Transit: I set this up to start and end at Nathan Philips Square, which is a block west from Queen Station on subway Line 1. You can also take the subway to Osgoode Station, also on Line 1 (on the University Ave side of the loop) and walk about 3 blocks east. Finally, you could adjust the walk to follow the loop shown but start/stop at Union Station, if you are coming in by GO train.
Starting at Nathan Philips Square, in front of the Toronto sign, head south-east towards Bay Street, and follow Bay south through the financial district to Front Street. Turn east on Front (left) and walk towards Yonge Street, passing the Hockey Hall of Fame. Continue east on Front Street past Berczy Park, crossing Church Street and continuing to Jarvis Street by the St. Lawrence Market.
Turn north on Jarvis and walk up to King Street, then turn west on King. You can cut through the gardens at St James Park if you’d like, or just keep going along King to Church Street. Turn north (right) on Church and continue up to Queen Street. Turn west (left) on Queen and continue to Yonge Street. Turn north (right) and walk up Yonge past Dundas Square, Ryerson University, and College Park, to reach Wellesley Street. Turn west (left) on Wellesley for about 50m, then turn north (right) onto St. Nicholas Street. Follow St. Nicholas north to Charles Street. Turn east (right) and return to Yonge Street, then turn north (left) and go up Yonge to Bloor Street.
Turn west (left) on Bloor and continue to Bay Street, crossing to the west side. Turn north on Bay and walk up to Cumberland Street. Turn west (left) on Cumberland and walk through Yorkville to Avenue Road. Turn south (left) on Avenue and walk down to Bloor. Cross Avenue and then cross Bloor, to reach the south-west corner by the Royal Ontario Museum. Continue west on Bloor to the gates marking the entrance to the Philosopher’s Walk, just west of the ROM.
Follow Philosopher’s Walk (fun fact – Philosopher’s Walk follows the ravine of the now-buried Taddle Creek) south to Hoskin Avenue. Cross Hoskin and then turn west (right) for about 50m to Tower Road on the University of Toronto campus. Turn south on Tower road and follow it through the arch at Soldier’s Tower. South of the Tower, follow Kings College Circle south and west and then cut west through the campus to reach the corner of St. George and Russell Street. Follow Russell Street west to Spadina Circle, then turn south on Spadina to reach College Street. Cross College and then Spadina to reach the south-west corner, and then continue west on College to reach Augusta Avenue. Turn south (left) down Augusta into Kensington Market. At Baldwin Street, turn east (left) and continue a few meters to reach Kensington Street. Turn south (right) and follow Kensington to Dundas Street.
At Dundas, turn east (left) and follow it, crossing Spadina in Chinatown. Continue on Dundas to Beverley Street, crossing to the south-east corner by the Art Gallery of Ontario. Turn south on Beverly and walk down to Grange Park. Enter the Park and cut through past the Henry Moore sculpture to reach Stephanie Street. Turn east on Stephanie and then after a few meters turn south to walk through the little park at St. Patrick’s Market. Continue south to Queen Street. Turn east (left) on Queen and cross University Avenue to the north-east corner. Jog north on University a few meters to the gate into Osgoode Hall gardens, turning east and walking through the Gardens to emerge on the west side of Nathan Philips Square. Walk through the Square to take a selfie in front of the Toronto sign!
This walk was designed to tempt you with lots of sights, so I wouldn’t be surprised if you started out with the best of intentions to finish and got so distracted that you have to come back another day.
Also, this walk works in any season. I did it recently on a scorching July day, and being able to pop into places like the Eaton Centre for some AC cooling was really nice. Passing so many covered shopping areas like that also means that on a rainy or snowy day, you can duck out of the weather. Then again, like so many walks in Toronto, I think this would be at its best in early autumn, to catch the foliage in Queens Park and U of T, and to take advantage of the harvest foods at the markets. And finally, don’t forget that in winter, you can go skating on the outdoor rink at Nathan Philips Square. Really, any time of the year will work.
Food & Refreshment:
I set this up going anti-clockwise round the downtown core, which means you go by St. Lawrence Market near the start, a perfect place for breakfast or lunch or a snack. Going in this direction lets you pass through Kensington Market near the end, which is also a great spot for food plus it has lots of coffee joints, juice bars, and beer-and-alcoholic drink bars. In between, there are coffee shops, restaurants, ice cream parlours, bakeries, donut shops, food trucks, and more that cover the spectrum from quick takeaway to full service sit-down.
As far as restrooms and toilets are concerned, there are lots – Nathan Philips Square, St. Lawrence Market, the Eaton Centre, College Park, and Yorkville all have public facilities, and of course the many coffee shops and restaurants along the way provide lots of options.
One thing there isn’t a lot of is water fountains – there are ones in St. Lawrence Market and in the Eaton Centre, but other than that you may want to carry water with you. Of course, the many food/drink options along the way will tempt you if you’re thirsty, so staying hydrated shouldn’t be a problem.
This whole route offers detours, distractions, and diversions. My advice is to use the marked route as a rough guide and just let your curiosity take over.
That said, the two food markets (Kensington and St. Lawrence) are destinations in themselves for me, and so are the AGO, the ROM, and the Hockey Hall of Fame. I could spend hours at any of these places.
From the St. Lawrence Market area, heading east a bit and taking in the Distillery District is good fun. There’s a great holiday market there in December, and some tasty food and shopping options year-round.
Starting at about Carlton Street, and running north about a block east of Yonge along Church Street, the Village is a vibrant, fun, and colourful neighbourhood that’s Toronto’s spiritual home of Pride and its LGBTQ community. The annual Pride parade attracts hundreds of thousands of people of all ages and is centred along Church.
A few blocks further east of the Village, along Parliament Street between about Gerrard and Wellesley, the Cabbagetown neighbourhood showed Toronto what we could do with our beautiful Victorian homes. It’s full of good shops and quiet little streets that are perfect for a stroll, and nearby Riverdale Park and the Riverdale Farm offer lots of things for kids to do.
Yorkville covers several square blocks between Yonge Street and Avenue Road, and between Bloor and Scollard Streets. A hippie hangout in the 1960’s, today it’s full of high-end shops, art galleries, bars, restaurants, and some of the best people-watching in the city.
Duration: About 23 hours of walking over Days 4, 5, and 6 of the TONotL journey
Length: About 95 km in total
Climb: According to my fitness tracker, I climbed the equivalent of about 140 flights of stairs over the 3 days, so about 500 meters worth. That’s most of the height of the CN Tower.
Weather: After some early rain on Day 4, the rest of that day and Day 5 were gorgeous – low 20’s, blue skies, and fresh breezes. Day 6, however, was cloudy, muggy, and high teen’s to start turning to 2 hours of rain to finish the walk.
Route: About 32 km on the Day 4, walking down off the escarpment from my Day 3 Bruce Trail exit point, through the town of Grimsby and following Mountain Road north to the lake, then turning west and following the Waterfront Trail all the way around the corner of Lake Ontario across Hamilton Harbour to Spencer Smith Park in Burlington. On Day 5, another 36 km following the Waterfront Trail, along Lakeshore Road or on Trail sections going through various parks, to finish in Port Credit. Finally on Day 6, about 27 km from Port Credit along the Waterfront Trail, initially along Lakeshore Road, and then onto the Martin Goodman Trail in Toronto. I left the Trail at Coronation Park and walked up to Fort York, and then through the downtown core to finish at Nathan Philips Square in front of Toronto City Hall.
Be warned: This post has blisters in it. And kissing.
On Day 4, waking up in the B&B outside Grimsby I could hear the drops of water as the wind shook the night’s rain from the trees. Everything was damp though at least the rain had stopped. It was chilly and cloudy still, but the day promised to improve and by afternoon it was going to be sunny.
I was looking forward to the change in walking conditions, going from the often rugged footing of the Bruce Trail to the benign pavements and sidewalks of the Waterfront Trail. I could make better time and cover a longer distance more quickly, and I could take rest breaks in parks instead of sitting on damp logs.
The downside, however, is that the Waterfront Trail, of necessity, has to follow long stretches of road because much of the actual waterfront along Lake Ontario is privately owned. There are some public parks, and especially when I got Mississauga and Toronto there were public trails that form part of the Waterfront Trail system, but most of the remaining 95 km back to Toronto would be along roads, and roads meant traffic.
So I exchanged the Bruce Trail soundscape of air cannons and birds for one of trucks, motorcycles, and cars. Day 4 of the journey, between Grimsby and Burlington, was the worst for this. The whole day was dominated by the roar of traffic along the busy Queen Elizabeth Way (and by the way, we do the dear lady a disservice naming that road after her – the Roaring Road would be much more appropriate). Even in the Hamilton Beach neighbourhood where you walk next to the lake, I could hardly hear the lap of waves or calls of birds. I cannot imagine living there, though I guess you’d eventually condition yourself to ignore it. It’s probably like my tinnitus – it’s always there but you are only conscious of it when you choose to be.
At any rate, walking down Ridge Road outside Grimsby, I passed where I would have re-entered the Bruce Trail and then where I would have exited it again, if I had finished the last 2.5 km of the Niagara Section. It looked wet and slippery. My feet were giving my issues, with the blister on one toe threatening to become multiple blisters. I had rubbed them thoroughly with anti-chaffing cream that morning and had bandaged and taped as needed, but I knew there’d be new blisters by the time I reached Burlington.
To get to the official Waterfront Trail from the town of Grimsby, you have to cross over the QEW, and walk through a residential area. I went as far north as I could to get near the lake, and walking west along Lakeside Drive I came to a little park, where there was a great view over the lake. The skyline of Toronto was clear under the clouds, and that skyline would be the beacon for me as it drew closer hour by hour for the next 3 days.
Once you’re on the Waterfront Trail, you just follow the signs as you hug the lake as much as is practical. For much of its length between Grimsby and Hamilton, the Trail follows the North Service Road, and in many places this is just meters from the QEW itself. Some stretches are separated by a concrete sound abatement barrier, about 3 meters high, and others by nothing more than a chain link fence. There was no way to fool myself into thinking this was pleasant. I just walked as fast as I could to get through it.
Eventually, painfully, I came to Confederation Beach Park in Hamilton, on the east side of the harbour, and there I could join the Waterfront Trail proper. From here the Trail as a separate walking path is continuous all the way to Spencer Smith Park in Burlington, so the 2nd half of my day would be removed from the QEW, yet never so far as to be removed from the drenching sound of traffic.
I found a nice bench in the sun and had a bite and a rest. I knew I had been motoring and found that I was a bit more than half way through my planned route for the day. Compared to my pace on the Bruce Trail, this was flying.
The Trail turns north here as you start to curl around the western end of Lake Ontario. North of Confederation Beach Park, you pass through the Hamilton Beaches residential area. This feels distinct from the rest of the city, and I guess it’s always been a bit of a getaway-from-it neighbourhood compared to areas closer to the downtown core. You’re quite close to the water and many of the house have fantastic views over the Lake, and yet there’s that constant traffic roar. As well, Hamilton has a long history of heavy industry, and while the pollution from the steel industry is a fraction of what it once was, there’s still a distinct tang in the air. It doesn’t help that a long line of electrical transmission towers march north right at the water’s edge.
As you go north, eventually you come to what’s known as the Burlington Canal, which cuts through the isthmus that encloses Hamilton Harbour. This is crossed by a lift bridge, and the Trail uses that bridge to hop over the water, so you have to climb up to it.
From the bridge as you cross, you get a great view of the harbour looking under the higher Burlington Skyway that carries the QEW over the canal. The steel works that made Hamilton an industrial powerhouse for a 100 years line the harbour.
Looking the other way, you can see along the Lake Ontario shoreline towards Toronto.
Once you climb down off the bridge and rejoin the Trail, you’re only about 3 km from downtown Burlington and Spencer Smith Park. I covered it quickly, because I wanted to get to my hotel and chill out for a bit. My parents were passing through Burlington returning from a vacation of their own, and we had arranged to meet for dinner that night. I did pause for the view from Spencer Smith Park, where I could see across the lake where the dark line of the Escarpment was clear. It was hard to believe I’d covered that distance in just 4 days.
That night, over dinner I recounted some of my adventures on the Bruce Trail to my parents. They were quite proud of how I was doing – thanks Mom and Dad.
I had treated the blister on the little toe of my right foot the night before, and I could see that I had another one developing on the big toe of the same foot. As well, the tops of both feet were irritated and red, and both heels were looking bruised. There was nothing for it but to lather both feet in anti-chaffing cream, tape up my raw baby toe, and put on my shoes and socks. At least the road would be flat for the most part and crossed through several parks, so I planned for breaks where I could take off my shoes to air my feet.
I had to pause within the first hundred meters that morning, because the early sky was a lovely salmon-peach, and the old saying came to mind – “red sky at night, sailor’s delight; red sky at morning, sailor take warning”. I knew from the forecast that Day 6 promised rain, and the view over the lake was telling me the same.
It’s pleasant enough walking along Lakeshore, as there’s much less traffic compared to the highways, the road is lined with trees, and it’s mostly a quiet residential area. It’s also kind of boring. From Burlington to the Mississauga city limit, you basically pass through 20 km of upper-end housing with a few parks and the shopping areas at Bronte Harbour and downtown Oakville. Any given random stretch looks more or less like this:
That said, walking through Bronte Harbour I was able to stop to pick up some fruit, and in Oakville I had lunch in Lakeside Park. At every stop, a glance north-east up the lake showed the Toronto Skyline getting closer.
After 20+ km, as you leave Oakville and enter Mississauga at Winston Churchill Drive, Lakeshore Road turns north for a bit and becomes Southdown Road, before turning back east and reverting to Lakeshore Road again. This jog takes you around some large factories and chemical plants, though there’s also some park land in there too.
It’s noisy, dusty, and there’s a chemical odour in the air. I was tired and my destination in Port Credit lay on the other side of these factories, so once more it was head down and chugging to motor on through.
On the other side of the plant, the Waterfront Trail deviates from Lakeshore Road and takes you through some quieter streets in the Glen Leven neighbourhood, before eventually leading you to Jack Darling Park. This made for a good final rest stop for the day, and once recharged, I set out to cover the last few km into Port Credit.
The Waterfront Trail returns you from the park to Lakeshore Road, and marching along it here is much more cityish compared the stretches in Burlington and Oakville – the traffic here is heavier, the road is wider, and the speed limit is higher, so you get a good dose of traffic noise and dust because the Trail runs adjacent to the street. I could see my hotel getting closer, and also saw a grocery store where I could pick up some dinner and some lunch for the next day. I was pretty tired when I finally got there, and the hot shower was welcome. Still, I was a bit nervous looking at my feet because the blister on my big toe was getting worse, to join the mess on my little toe. One more day.
It rained overnight but it had stopped by the time I set out. Once again I put blister bandages on the toes on my right foot, slathered on the anti-chaffing cream, and laced up my shoes for one last day.
In my day job, I manage software projects. Often, as you get closer to a deadline, the team will get what I call completionitis – that drive to the finish that can mean cutting corners and making mistakes in the haste to cross the finish line.
I could feel it in myself, completionitis, but being conscious of it meant that even though I wanted to get home as fast as I could, I didn’t want to cut corners. While it was shorter and more direct to simply follow Lakeshore Road all the way into Toronto to Fort York, I told myself that I’d follow the Waterfront Trail signs even if that took me through parks and neighbourhood back streets and made the journey longer.
I also decided that to end my journey appropriately, I would keep going past my original end point at Fort York and instead continue on to finish at Nathan Philips Square by city hall. I wanted to make sure I got a selfie in front of the Toronto sign there, so I texted my wife to ask her to meet me there, stopped for a coffee to fuel up, and set off.
At first the weather gods were with me. The sun came out, I put on my sunglasses, and delighted in the breeze. I even got a shadow selfie.
It’s only a bit more than an hour’s walk from Port Credit to the Toronto city limits, and I couldn’t help myself – I had to leave the Waterfront Trail for a bit so that I could take a picture of the Welcome to Toronto sign at the city limit at Etobicoke Creek.
After that, I rejoined the Waterfront Trail. The sun by now had disappeared and ominous clouds were building. Knowing rain was inevitable, I wanted to make time and kept walking as quickly as I could, passing up spots for a break and only pausing long enough to put the rain cover on my pack.
This was familiar ground because I had walked this part of the Waterfront Trail just a few weeks ago on my Toronto Crossing trek, so I wasn’t interested in exploring. I made pretty good time, and in fact was ahead of schedule when I crossed the Humber River over the white arched bridge.
Just past this, in Sunnyside Park, I found a covered picnic area where I could finally stop for a break, almost 4 hours after I had left Port Credit. I was impatient to finish by this point, but I forced myself to relax, took my shoes off, ate slowly, and rehydrated. When I was done, I put on my rain jacket against the growing chill, and was glad I had done so because just as I started out again, the heavens opened. I walked for 30 minutes in a steady rain, which finally slowed to a misty drizzle as I got to about Ontario Place.
Just east of Ontario Place, you come to Coronation Park, and there I finally said goodbye to the Waterfront Trail, turning north up Strachan Avenue to reach Fort York. The rain picked up again as I approached, but I paused to take some pics.
By now I’d put in my ear buds and cranked up some energy music (an eclectic playlist of pop and country that I’ve shared on Apple Music). I was in full slog mode, like when I did a marathon a couple of years before, and I needed the push and distraction of the music to keep me going.
From Fort York, it was a short climb up Bathurst Street to King, and then a zig-zag through the Entertainment District to reach Queen and University. The rain was coming down harder, and completionitis was driving me past the pains in my feet. I was so into it that I was ahead of schedule, and arrived at Nathan Philips Square at least 10 minutes earlier than what I’d said to my wife and my son, who’d also come down to meet me at the finish.
I knew they’d want to see me march in, so I took off my pack and waited on a park bench to cool down, though at least in that time the rain finally stopped. When I reckoned they should have arrived, I put my pack back on and walked out into the Square. The first thought I had when I saw them was that either I had shrunk under the weight of my pack or my son had grown another few centimetres in the past week.
My wife came up and I gave her a hug and a kiss, though she wrinkled her nose as she stepped back. Later when I got into the car and the waft of my wet-dog aroma hit my nose, I understood why. Sorry Hon.
After that, it was time for the obligatory selfie.
A few days after I got back, I was chatting with a fellow parent at our sons’ volleyball game, and I mentioned the walk I’d just completed. “What made you take that on?”, she asked. “Was it to raise money for a charity?” Others have asked me that as well – why? Why walk for 6 days?
I’ve written previously about why I walk. Sometimes walking is a form of contemplation, of immersing oneself in the walk. Sometimes it’s exercise. Sometimes it’s exploration. This walk was about all of those things, and as well, sometimes walks are like with this one – they’re about the goal. I set a goal, made a plan, and took pleasure in executing it. Along the way of course I got some exercise (though damnably, I finished at about the same weight I’d started at), I saw many new things, and I had time to think.
Thinking time was a big part of the appeal for me, and in fact at one point I found myself thinking about what I had been thinking about over the past few days as I walked. I realized that a strangely diverse range of topics had drifted through my head:
what percentage of vehicles on Lakeshore Road were Porche Cayennes versus Range Rovers versus landscaper pick-ups
baseball players who’d had their careers cut short by concussions
weird bits of roadside trash (who throws out a bunch of VCR cassettes? Who still even owns a VCR?)
which was more annoying, the sound of leaf-blowers or the roar of highway traffic
All that said, if I have to answer that “why?” question honestly, I did this walk because I knew it would be a challenge and I wanted to see if I could do it. Long distance walks are hard. When it’s hot and you’re exhausted, when it’s raining and you’re cold, when your feet hurt, when blisters pop, when your shoulders ache under the pack – all these things accumulate and at some point on a long walk it’s inevitable that the thought of stopping, temporarily or completely, goes through your head. But you don’t, because you’re stubborn – deep down you keep going because you want to.
And let’s face it, I wasn’t exactly crossing a desert carrying my life’s possessions in flight from danger – my life wasn’t at stake by any means. If I’d really hurt myself, help was just a cell phone away. Still, it was hard for me, there was a lot of effort to it, and if a younger, fitter person could have done it more easily, that’s not the point. In a world of convenience, where everything can be ordered in, deliberately doing something that’s hard, because it’s hard, can be liberating. I met no one’s goals but my own, because I’ve reached that point in my life where measuring myself by someone else’s yardstick is soooo yesterday.
That achievement was part of the satisfaction. Another part was the pleasure I’ve always taken from the execution of a plan. Even as a kid, I was a planner. I’d map out adventures in my head – what if I was the only survivor of a plane crash in the northern woods? – and I’d make lists of the things I might need to survive and how I could use them. I read Robinson Crusoe and Lost in the Barrens and told myself I could do at least as well as the characters in those books. My bucket list walks are me 50 years later still making lists and plans.
There’s a saying that there’s a little boy in every man. Scrambling over rocks along the Bruce Trail, there was a little boy in my head that delighted in how my list making and planning had come together – my walking poles, my shoes, my pack, my first aid kit with the blister kit, and so on.
Of course there’s an adult in the room too, and the mature me drew satisfaction from the fact that I’m healthy enough to do it, financially secure enough to afford it, and prepared enough to plan it. It’s like a puzzle, where the pieces come together to reveal the whole picture.
My mom had asked me if I got lonely walking by myself. The short answer is no, I’ve always liked to have time to myself. The longer answer is that walking by myself is a journey with my thoughts, with the people I meet, and the scenes I absorb to savour in my mind’s eye. It’s the sounds, the smells, and the sweat. It’s the accumulation of stages towards the end goal. And it’s also a shared journey. I’m lucky enough to be married to my best friend who’s always with me wherever I am. Thanks Love.