
About us
๐ฆ๏ธ Thereโs No Such Thing as Bad Weather โ Walking & Hiking Group ๐ถโโ๏ธ๐ถโโ๏ธ
.........Only bad clothing choices.
Weather Warriors welcome!
This is not your typical walking/Hiking group โ and thatโs very much on purpose. This group is for people who love being outside, who enjoy walking in all seasons, and who understand that weather isnโt something we wait out โ itโs something we walk with. Rain, snow, wind, heat, grey skies, sunshineโฆ this is Toronto, and this is the experience. We are weather warriors ๐ฌ๏ธโโ๏ธ๐ โ we show up prepared, adaptable, and ready to move.
Toronto is one of the greenest cities in the world, filled with ravines, neighbourhood routes, parks, trails, and hidden gems. This group will explore 50+ walking and hiking routes across the city, always transit-accessible, always grounded in connection, movement, and shared experience.
Our walks are on the leisure side โ not too slow, not too fast โ designed for people who want to move their bodies and talk while doing it. This is a social walking group. By the end of a walk, the hope is that youโve met someone new, shared a conversation, or simply enjoyed being part of a group moving together.
Hereโs what makes us different ๐
We donโt cancel walks just because of the weather. Other groups do โ we donโt. Walks go ahead rain or shine. Sometimes routes may be adjusted, shortened, or adapted based on conditions, but the expectation is simple: when you sign up, weโre going.
That means this group is best suited for people who:
๐ค๏ธ Check the weather before they RSVP
๐งฅ Know what conditions theyโre comfortable walking in
โ๏ธ Dress for the forecast (boots, umbrellas, layers โ all welcome)
๐ง Take ownership of their decision to attend
๐ค Understand that an RSVP is a commitment to the group
You are always welcome to:
โ Join the group and attend only the walks that suit you
โ Decide on the day and show up without RSVPing
โ RSVP later once youโre confident the weather meets your needs
What doesnโt work here is signing up in advance and cancelling last-minute because the weather wasnโt what you expected. When people RSVP, others plan around that โ routes, pacing, safety, and the shared sense of โweโre doing this together.โ That follow-through matters in this group.
Extreme or unsafe conditions (severe cold, extreme heat, dangerous wind) will always be an organizer call. This isnโt about being reckless โ itโs about being prepared, realistic, and grounded.
Above all, this is a friendly, respectful, easy-going community. Everyone is welcome. Everyone is treated with care. We also respect boundaries: no unsolicited messages, no pressure, no assumptions. Connection happens naturally, on the walk.
If youโre looking for a walking group that embraces the seasons, values commitment, and believes that showing up โ in life and in weather โ is kind of the pointโฆ youโre in the right place ๐ฒ๐ฃ
Upcoming events
7
- CA$5.00

๐ณ๐ฆ ST. CLAIR WEST VILLAGE EVENING WALK, WYCHWOOD PARK, ICE CREAM & MORE! ๐ฆ๐ณ
McDonald's, 11 St Clair Ave E, Toronto, ON, CA๐ณ๐ฆ ST. CLAIR WEST VILLAGE WALK, WYCHWOOD PARK, ICE CREAM & MORE! ๐ฆ๐ณ
Hidden Streets, Storybook Homes & Some of Torontoโs Best Ice Cream
Some parts of Toronto feel like you've accidentally wandered into a completely different city.Join us for a relaxed social walk through St. Clair West and the hidden enclave of Wychwood Park โ one of Toronto's most unique and exclusive residential communities.
Wychwood Park is private, residential, and unlike anywhere else in the city. The homes are all architecturally distinct โ no cookie-cutter subdivisions here. Living in Wychwood Park involves a waiting list, board approval, and community guidelines designed to preserve the character of the neighbourhood.
It feels almost village-like... peaceful, artistic, and slightly secret.
This is not a formal historical tour.It's a social walk with beautiful surroundings, interesting neighbourhoods, and good conversation.
๐ฒ Join Our WhatsApp Group: Click here to join
***
๐ถโโ๏ธ What We'll Do
We'll begin by walking west along St. Clair, taking in the neighbourhood and exploring some of the area's hidden gems. We will walk over to Wychwood Park walk through the winding streets.
After we will make stop at Dutch Dreams for ice cream โ one of Toronto's most famous ice cream destinations. ๐ฆAfterward, we'll make our way back toward St. Clair for drinks and food. ๐ฅช
You are welcome to join us for food or continue back to the subway station.
Sometimes the best part of these walks is simply discovering places you never knew existed.
***
๐ฆ๏ธ Weather & Expectations
This event happens rain or shine.
Please come prepared for outdoor walking and typical Toronto weather conditions.
This is an easy social walk suitable for most people.***
๐งข Meetup Details
๐ Meetup Location: Outside St. Clair Subway Station by McDonald's.
๐ซ I'll be wearing my Moose Hat
โฐ Meetup Time: 6:30pm
I will only wait 5 minutes.
Early is on time.
On time is late.
PLEASE BE ON TIME.We will leave promptly and I won't be able to spend time trying to help late arrivals find the group.
๐ End Spot: Back at St. Clair West Station
***
๐๏ธ Meetup Fee: $5 cash in person or e-transfer
๐ง mathewmaclean@hotmail.com
This fee helps support the group and allows us to continue hosting events like this. Thank you for supporting community! ๐***
๐ What to Bring
๐ Good walking shoes
๐ง Water
๐ฆ Spending money if you'd like ice cream or lunch
๐ป Please use the washroom before arriving, as stops are limited.***
๐ Learn More
Interested in learning more about Wychwood Park before we go?
Click Here!***
๐ Who Is This For?
This group is open to anyone who wants to be social and make friends โ whether single or not.
We also host:
๐ฌ Movies
๐ถ Walks & hikes
๐ญ Arts & culture outings
๐ฝ๏ธ 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.
And as always, sometimes plans shift and events may need to be canceled โ please keep an eye on updates.***
๐ค Organizer: Mathew
Questions? Post on the event wall or email
๐ง torontomoviesandoutings@hotmail.com
Come for the hidden streets.
Stay for the ice cream.
Leave feeling like you discovered one of Toronto's best-kept secrets. ๐ณโจ1 attendee - CA$5.00

๐THE PATH, CIBC SQUARE & WATERFRONT SUMMER EVENING WALK! ๐
Wellesley Station, 16 Wellesley Street East, Toronto, ON, CA# ๐THE PATH, CIBC SQUARE & WATERFRONT SUMMER EVENING WALK! ๐
Escape the Heat, Explore Toronto's Underground City & End the Night by the Lake
When Toronto gets hot, the smartest place to explore isn't always outside.Join us for a summer evening adventure through PATH, Toronto's incredible underground city โ a 30-kilometre network of tunnels, office towers, shopping, food courts, and hidden passageways connecting more than 70 downtown buildings.
We'll spend much of the evening enjoying the cool, air-conditioned spaces before making our way to one of Toronto's newest public spaces: CIBC Square Park, an elevated urban park built above the railway tracks with incredible views of the city.To finish the evening, we'll head down to Toronto's beautiful waterfront where those who would like can grab a BeaverTail, relax by the lake, and enjoy one of the best summer evenings the city has to offer.
This isn't a historical tour.
It's a social walk, an urban adventure, and a great excuse to escape the summer heat while discovering parts of downtown many people have never seen.
๐ฒ Join Our WhatsApp Group: Click here to join
***
## ๐ถโโ๏ธ What We'll Do
We'll begin at Wellesley Subway Station before making our way west and then south toward the PATH system.
Once underground we'll weave our way through Toronto's famous underground city, discovering hidden corridors, office towers, shopping areas, and the unique network that keeps downtown moving year-round.
From there we'll visit CIBC Square Park, Toronto's beautiful new elevated park built above the rail corridor, offering spectacular views over Union Station and the surrounding skyline.
Finally we'll stroll down to the waterfront where we'll relax beside Lake Ontario.
If you'd like, we'll grab a BeaverTail and spend a little time enjoying the evening before heading home.
Expect about 2ยฝ to 3 hours of walking at a comfortable social pace.***
## โ๏ธ Weather & Expectations
This walk happens rain or shine.
One of the best parts of this event is that much of our route is indoors in the cool PATH system, making it the perfect escape from hot summer days.
Please wear comfortable walking shoes, as we'll still be covering several kilometres.
This is a social walkโnot a guided historical tour.***
## ๐งข Meetup Details
๐ Meetup Location: Main entrance of Wellesley Subway Station (near the PRESTO machines)
๐ซ I'll be wearing my Moose Hat
โฐ Meetup Time: 6:30 PM
I will only wait 5 minutes.
Early is on time.
On time is late.
We will leave promptly and won't be able to spend time helping late arrivals catch up.
๐ End Spot: Toronto Waterfront***
## ๐๏ธ Meetup Fee
$5 cash in person or e-transfer
๐ง mathewmaclean@hotmail.com
This fee helps support the group and allows us to continue organizing events like this. Thank you for supporting community! ๐***
## ๐ What to Bring
๐ง Water
๐ Comfortable walking shoes
๐ณ Spending money if you'd like a BeaverTail
๐งฅ A light sweater (the PATH can feel cool)***
## ๐ Who Is This For?
This group is open to anyone who wants to be social and make friendsโwhether single or not.
We also host:
๐ฌ Movies
๐ถ Walks & hikes
๐ญ Arts & culture outings
๐ฝ๏ธ 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, so please keep an eye on updates.***
๐ค Organizer: Mathew
Questions? Post on the event wall or email
๐ง torontomoviesandoutings@hotmail.com
Come for the cool tunnels.
Stay for the skyline views.
Leave with a BeaverTail in hand and the waterfront at sunset. ๐๐๐1 attendee - CA$5.00

๐ณ๐ถโโ๏ธ UNIONVILLE TRAIL HIKE & HISTORIC MAIN STREET! ๐ถโโ๏ธ๐ณ
Fairmont Royal York Hotel, 100 Front Street West, Toronto, ON, CA# ๐ณ๐ถโโ๏ธ UNIONVILLE TRAIL HIKE & HISTORIC MAIN STREET! ๐ถโโ๏ธ๐ณ
Forest Trails, Small-Town Charm & One of the GTA's Most Beautiful Villages
Need a break from the city without travelling too far?
Join us for a day exploring Unionville, one of the GTA's most charming and picturesque communities.We'll spend the day enjoying peaceful forest trails, walking along the Rouge River, and finishing back at the
historic Main Street, where beautifully preserved heritage buildings, cafรฉs, boutiques, and tree-lined streets make it feel like you've stepped into another era.It's the perfect mix of nature, history, and great conversation.
This isn't a race or a difficult hikeโit's a relaxed social day outdoors where the journey is just as important as the destination.๐ฒ Don't Forget to join our WhatsApp Group โ CLICK HERE!
***
## ๐ถโโ๏ธ What We'll Do
We'll travel together to Unionville before beginning our hike through the beautiful trail system that winds through forests, meadows, and along the Rouge River.
The trails are peaceful, well-maintained, and offer a wonderful escape from the city while still being close to Toronto.Along the way we'll stop in a scenic park for about 30 minutes to enjoy lunch together, so bring something to eatโand if you'd like, something small to share with the group.
After our hike, those that want to stay back an exploring Historic Unionville Main Street, one of the most beautiful heritage districts in Ontario. Filled with charming shops, cafรฉs, and beautifully restored buildings dating back to the 1800s, it's easy to see why Unionville has been featured in so many movies and television productions.
Expect a full day of walking, fresh air, and plenty of opportunities to meet new people.
***
## ๐ฆ๏ธ Weather & Expectations
This event happens rain or shine.
The trails are easy to moderate, but please come prepared for several hours of walking.
Comfortable walking shoes are highly recommended.***
## ๐งข Meetup Details
### ๐ Meetup Location #1 (GO Transit)
๐ Outside the Fairmont Royal York Hotel
PLEASE NOTE - This is the ONLY Meetup spot where we will being meeting people at this location.
๐ซ I'll be wearing my Moose Hat
โฐ 9:30 AM
We will leave at 9:45 AM sharp to catch our train.
If you miss us, unfortunately you won't be able to join the group.
GO Transit Cost: $10 Go Pass - CLICK HERE TO GET IT (one week before)### ๐ Meetup Location #2 (Drivers)
๐ Outside the Starbucks in Unionville
โฐ 11:15 AM
We will wait until 11:20 AM before beginning the hike.
CLICK HERE for the Google Maps location.***
## ๐ฅช Lunch Break
We'll stop in a beautiful park for approximately 30 minutes.
Bring your own lunch, snacks, and if you'd like, something small to share with the group.***
## ๐ Heading Home
We'll begin making our way back toward Toronto at approximately 2:00 PM.
***
## ๐๏ธ Meetup Fee
$5 cash in person or e-transfer
๐ง mathewmaclean@hotmail.com
This fee helps support the group and allows us to continue organizing events like this. Thank you for supporting community! ๐***
## ๐ What to Bring
๐ง Water
๐ Comfortable walking shoes
๐ฅช Lunch or snacks
๐ Something to share (optional)
โ๏ธ Sunscreen and a hat on warmer days***
## ๐ Who Is This For?
This group is open to anyone who wants to be social and make friendsโwhether single or not.
We also host:
๐ฌ Movies
๐ถ Walks & hikes
๐ญ Arts & culture outings
๐ฝ๏ธ Restaurant gatheringsThere'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, so please keep an eye on updates.***
๐ค Organizer: Mathew
Questions? Post on the event wall or email
๐ง torontomoviesandoutings@hotmail.comCome for the trails.
Stay for the charming Main Street.
Leave wondering why you don't visit Unionville more often. ๐ณ๐๏ธโจ1 attendee - CA$5.00

๐ฟ๐ TORONTO ISLANDS SUMMER WALK (9KM) ๐๐ฟ
Jack Layton Ferry Terminal, toronto, ON, CA# ๐ฟ๐ TORONTO ISLANDS SUMMER WALK (9KM) ๐๐ฟ
### Island Paths, Skyline Views & Toronto's Best Urban Escape
There is something magical about the Toronto Islands.
Just minutes from downtown, the noise of the city disappears and is replaced by tree-lined paths, open green spaces, quiet cottages, and some of the best skyline views anywhere in Toronto. It feels like you've escaped the city without ever leaving it.Join us for a relaxed summer walk across the Toronto Islands as we explore Hanlan's Point, Centre Island, and Ward's Island, enjoying beautiful scenery, fresh air, and great conversation along the way.
The Toronto Islands have a fascinating history. Originally connected to the mainland as a long sandbar peninsula, a powerful storm in 1858 permanently separated the land from Toronto, creating the islands we know today.
Over the years they've been home to amusement parks, summer cottages, and the unique island community that still exists today on Ward's Island.This is not a formal historical tour.
It's a social walk with beautiful scenery, fresh air, and great conversation.
๐ฒ Don't Forget to join our WhatsApp Group โ [CLICK HERE!](๐ฒ Join Our WhatsApp Group: Click here to join)
***
## ๐ถโโ๏ธ What We'll Do
We'll take the 11:15 AM Hanlan's Point Ferry to the islands and begin our walk.
Our route will take us through:
๐ฟ Hanlan's Point
๐ณ Centre Island
๐ก Ward's Island
๐ธ Several incredible skyline viewpoints
๐ Beautiful waterfront pathwaysWe'll stop throughout the walk to enjoy the scenery for a 30mins break, take photos, and experience one of Toronto's most unique parks.
Feel free to bring a snack or something small to share during one of our breaks.Please Note: Although we'll pass several beaches, we won't be stopping at them during this event. We have a route to follow and a ferry to catch! Instead, we'll enjoy our break at one of the islands' spectacular skyline lookout points, where you can relax, have a snack, and take some amazing photos. If you'd rather spend time at the beach, you're welcome to do so after the walk, but the group won't be waiting as we continue on our planned route.
Our return ferry will be the 2:45 PM Ward's Island Ferry back to downtown Toronto.
Expect approximately 3ยฝ to 4 hours including the ferry rides and breaks.
***
## โ๏ธ Weather & Expectations
This event happens in typical summer weather.
The islands are often cooler and breezier than downtown Toronto, so bringing a light sweater is never a bad idea.
The only reason we would cancel is because of severe weather or thunderstorms.This is a social walkโnot a guided historical tour. I'll share interesting facts along the way, but the focus is enjoying the islands together.
***
## ๐งข Meetup Details
๐ Meetup Location:
INSIDE the Jack Layton Ferry Terminal after your ticket has been scanned.We are meeting inside the paid waiting area beside the washrooms.
Please do NOT wait outside the terminal.Once your ferry ticket has been scanned, walk into the waiting area and you'll find me beside the washrooms wearing my Moose Hat.
โฐ Meetup Time: 11:00 AM
๐ข Hanlan's Point Ferry LEAVES AT: 11:15 AMOnce we board the ferry, it is extremely difficult for late arrivals to catch up with the group.
๐ข Return Ferry: 2:45 PM from Ward's Island
๐๏ธ Ferry Ticket: $9.40You must purchase your ferry ticket before signing up.
CLICK HERE FOR TICKETS!***
## ๐๏ธ Meetup Fee
$5 cash in person or e-transfer
๐ง mathewmaclean@hotmail.comThis fee helps support the group and allows us to continue organizing events like this. Thank you for supporting community! ๐
***
## ๐ What to Bring
๐ง Water
๐ Comfortable walking shoes
๐ฅจ A snack
๐งฅ A light sweater
๐ถ๏ธ Sunglasses
๐ธ Camera or phone for photos***
## ๐ Who Is This For?
This group is open to anyone who wants to be social and make friendsโwhether single or not.
We also host:
๐ฌ Movies
๐ถ Walks & hikes
๐ญ Arts & culture outings
๐ฝ๏ธ 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 plans change and events may need to be cancelled, so please keep an eye on updates.***
๐ค Organizer: Mathew
Questions? Post on the event wall or email
๐ง torontomoviesandoutings@hotmail.comCome for the island paths.
Stay for the skyline.Leave feeling like you spent the day on vacationโwithout ever leaving Toronto. ๐ฟ๐
1 attendee
Past events
485

