Skip to content

Details

# 🌳🌊 HIGH PARK TO OLD MILL ADVENTURE (12KM) 🍦🚶‍♂️

Parks, Waterfront Views, the Humber River & One of Toronto's Best Ice Cream Stops

If you're looking for a walk that showcases some of the very best of Toronto, this is it.

Join us for an incredible 12 km adventure that combines everything that makes Toronto special—beautiful parks, scenic waterfront trails, the Humber River, hidden nature, and, of course... ice cream!

We'll begin in the heart of High Park before making our way through the park's winding trails and towering trees. From there we'll head down to the Sunnyside Boardwalk, enjoying stunning views of Lake Ontario as we stroll along the waterfront.

After a relaxing shortt break, we'll continue north along the Humber River Trail before rewarding ourselves with a stop at the legendary Tom's Dairy Freeze, a Toronto institution that's been serving some of the city's favourite soft serve, burgers, and fries since 1969.
Our adventure finishes at Old Mill Subway Station after experiencing four completely different sides of Toronto—all in one walk.

📲 Join Our WhatsApp Group: Click here to join

***

## 🧢 Meetup Details

📍 Meetup Location: High Park Sign (west side of Bloor Street & High Park Avenue)
🫎 I'll be wearing my Moose Hat.
Meetup Time: 11:00 AM
I will only wait 5 minutes.
Early is on time.
On time is late.

Please be on time as we will leave promptly.

🏁 End Point: Old Mill Subway Station
(Please note this is a one-way walk. We will not return to High Park.)

***

## 🍦 Our Ice Cream Stop

We'll stop at Tom's Dairy Freeze, a beloved Toronto landmark that has been serving delicious soft serve, burgers, fries, and frozen treats since 1969.
Whether you choose a classic cone, sundae, or milkshake, it's the perfect reward after a day of walking.
Click Here to Learn More!

***

## 🚶‍♂️ What We'll Do

Our route includes:

🌳 Exploring High Park
🌊 Walking the Sunnyside Boardwalk
🌿 Following the Humber River Trail
☀️ Taking a relaxing short break along the way
🍦 Stopping at Tom's Dairy Freeze for ice cream - BRING CASH!
🚇 Finishing at Old Mill Subway Station

This is approximately a 12 km walk and takes around 4 hours, including our break.

***

## ☀️ Weather & Expectations

This walk happens rain or shine unless severe weather makes it unsafe.
Although this isn't a difficult hike, it is a longer walk, and participants should be comfortable walking 12 km at a steady social pace.
There are also several sets of stairs near the end of the walk, so please be prepared for a final climb before reaching Old Mill Station.
This is a social walk—not a guided historical tour. The goal is to enjoy the outdoors, explore the city, and spend time getting to know one another.

## 🎟️ Meetup Fee

$5 cash in person or e-transfer
📧 [mathewmaclean@hotmail.com](mailto:mathewmaclean@hotmail.com)
This fee helps support the group and allows us to continue organizing events like this. Thank you for supporting community! 💖

***

## 🎒 What to Bring

💧 Water
👟 Comfortable walking shoes
🥨 A snack
🍦 Spending money if you'd like ice cream -BRING CASH!
☀️ Sunscreen on warmer days

***

## 🌈 Who Is This For?

This group is open to anyone who wants to be social and make friends—whether single or not.
We also host:
🎬 Movies
🚶 Walks & hikes
🎭 Arts & culture outings
🍽️ Restaurant gatherings
There's always something happening.

***

REMEMBER: You're welcome to just show up on the day if you're unsure about your schedule.
Sometimes things happen and events may need to be cancelled—please keep an eye on updates.
To help us plan our events, members who repeatedly RSVP and then cancel at the last minute may be removed from the group.

***

👤 Organizer: Mathew
Questions? Post on the event wall or email:
📧 [torontomoviesandoutings@hotmail.com](mailto:torontomoviesandoutings@hotmail.com)

Come for the park.
Stay for the waterfront.
Leave with tired legs, new friends, and an ice cream in your hand. 🌳🌊🍦

Related topics

Events in Toronto, ON
Social Networking
Fun Times
New In Town
Self-Empowerment
Self Exploration

You may also like