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Advanced Hiking Toronto

Find Advanced Hiking Adventures in Toronto

Long way to Leslieville (13.4 km)

Long way to Leslieville (13.4 km)

Sat, Jun 13, 10:00 PM
From Hike to Eat
4.7

In order to cross 2 blocks in Leslieville, we're taking a 12.5 km detour to Tommy Thompson Park. The entire park is made from landfill and is now a haven for birdlife. We'll be visiting near sunset, when wildlife is more active. Cycling is the most common way to get around the vast park. Since we're walking, we'll focus on trails where bikes can't reach easily. It's not just natural attractions. There's also one of Toronto's newest parks where one can watch the sun set. We won't be sticking long though as we return to Leslieville for food. The selection is eclectic, ranging from Italian to Polish to Canadian. The final stop is a brewery, with an innovative wine bar and Detroit-style pizzerias close by. This hike is faster than usual, at 5 - 6 km/h. **Highlights** 1. Tatsuro's (depart 6 pm) 2. Leslieville sign 3. Ashbridge Estate 4. Chick-N-Joy 5. Ashbridges Bay Wastewater Treatment Plant 6. Tommy Thompson Park Pavilion (depart 6:35 pm) 7. Tommy Thompson Park Nature Centre 8. Pond lookouts 9. Lookouts to downtown Toronto skyline 10. Bird Research Station (depart 7:22 pm) 11. Unwin Bridge / Portlands Energy Centre 12. Leslie Lookout Park (depart 8:25 pm) 13. Maple Leaf Forever Park (depart 8:42pm) 14. Gio Rana's Really Really Nice 15. Descendant Detroit Style Pizza / Completo 16. Slowhand Sourdough Pizza / Restaurant Ricky+Olivia / Avling (arrive 8:55 pm) **Neighbourhoods** Leslie Street Spit > Port Lands > Leslieville **Map** [https://www.google.com/maps/d/edit?mid=1WN27mgc_YCOQ0aSdMXDu5Jd1HfZ09qE&usp=sharing](https://www.google.com/maps/d/edit?mid=1WN27mgc_YCOQ0aSdMXDu5Jd1HfZ09qE&usp=sharing) Average speed is 5 - 6 km/h. Limited facilities in Tommy Thompson Park. **How it works** Hike starts punctually. Late or can't do the whole route? Meet us at scheduled checkpoints. We'll browse many food places but won't linger long. Grab ready-made food, or see the route in advance, organize takeout, then pickup along the way. Not sure what to try? Join our omakase for $5, which gives a tiny sample from different restaurants. Payment on the day of event by cash or e-transfer to [globaltorontoeats@gmail.com.](http://globaltorontoeats@gmail.com.) No refunds after orders are placed. Details of sampled food will be uploaded after the hike. Limited cutlery provided. Highly recommended to bring cutlery and containers for omakase and bringing back leftovers. See our [About section](https://www.meetup.com/hike-to-eat/) for more info

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66 attendees
Parkwoods creeks and Marydale eats (11.1 km)

Parkwoods creeks and Marydale eats (11.1 km)

Sat, Jun 6, 7:00 PM
From Hike to Eat
4.7

This hike connects a chain of parks and creeks around Parkwoods and Maryvale. It's not as well-trodden as the Don Valley trails to the west and has a small neighbourhood feel to it. There are few attractions. However, there are an assortment of restaurants sandwiching the trails. We'll visit the original location of a Jamaican institution, a Greek market, Iranian bakeries, and various food plazas. At the end of the hike lies a solid Uyghur restaurant. Or for those who want more spice, a Hyderabadi restaurant that does more than just biryanis. **Highlights** 1. Sushi Ichiban Ellesmere (depart 3pm) 2. Venus Bakery / Oruma 3. Space age Metro supermarket at Parkway Mall 4. Frank O’Connor House 5. Broadlands Community Centre 6. High Street Fish And Chips / Allwyn’s Bakery (depart 3:45pm) 7. Brookbanks Park 8. Roywood Park (depart 4:45pm) 9. Terraview Park / Willowfield Gardens Park 10. Mangal Kebab House 11. Kostas Meat Market, Deli, and Bakery 12. Ellesmere Community Centre (depart 5:45pm) 13. Jain Society of Toronto 14. Golconda / Kroran Uyghur Cuisine (arrive 6:05pm) **Neighbourhoods** Parkwoods > Maryvale > Dorset Park **Map** [https://www.google.com/maps/d/edit?mid=1I7xUBiBafrHCddM0DPpRtfQarYvq9B8&usp=sharing](https://www.google.com/maps/d/edit?mid=1I7xUBiBafrHCddM0DPpRtfQarYvq9B8&usp=sharing) **How it works** Hike starts punctually. Late or can't do the whole route? Meet us at scheduled checkpoints. We'll browse many food places but won't linger long. See the route in advance, organize takeout, then pickup along the way. Not sure what to try? Join our omakase for $5, which gives a tiny sample from different restaurants. Payment on the day of event by cash or e-transfer to globaltorontoeats@gmail.com. No refunds after orders are placed. Details of sampled food will be uploaded after the hike. Limited cutlery provided. Highly recommended to bring cutlery and containers for omakase and bringing back leftovers. See our [About section](https://www.meetup.com/hike-to-eat/) for more info.

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63 attendees
🌊🌿 SCARBOROUGH BLUFFS HIKE & GUILD PARK GARDENS 🌿🌊

🌊🌿 SCARBOROUGH BLUFFS HIKE & GUILD PARK GARDENS 🌿🌊

Sun, Jun 7, 3:00 PM
From Toronto Movies & Social Group - Celebrating 14 Years!
4.7

🌊🌿 SCARBOROUGH BLUFFS HIKE & GUILD PARK GARDENS 🌿🌊 Cliffside Views, Hidden Gardens & One of Toronto’s Most Beautiful Walks Some parts of Toronto don’t even feel like Toronto. Join us for a scenic hike through the breathtaking Scarborough Bluffs and the artistic beauty of Guild Park and Gardens — a walk that combines nature, history, lake views, and some surprisingly hidden corners of the city. We’ll begin at Guild Park & Gardens, a unique outdoor space filled with historic architectural fragments, sculptures, gardens, and quiet pathways. Once home to artists, creatives, and cultural figures, the park feels almost dreamlike — part gallery, part ruin, part hidden garden. From there, we’ll make our way toward the Scarborough Bluffs and the waterfront trails below. Stretching roughly 15 km along Lake Ontario, the Bluffs are one of Toronto’s most dramatic natural features — towering cliffs formed over 12,000 years ago through erosion and shifting sediment. And honestly? Some of the lake views feel more like cottage country than the city. This is not a formal historical tour. It’s a social hike with beautiful scenery, fresh air, and good conversation. 📲 **Join Our WhatsApp Group:**[ Click here to join](https://chat.whatsapp.com/DRFTkxRlHS4B3IL1lMleUd) *** 🚶‍♂️ What We’ll Do We’ll start by exploring Guild Park & Gardens before making our way along the trails toward the waterfront below the Bluffs. Expect: 🌊 Lake views 🌿 Forested paths 📸 Great photo spots 🚶 A steady but manageable hike We’ll take breaks along the way and enjoy the scenery as a group. *** 🌧️ Weather & Expectations This event happens rain or shine. Please come prepared for: ✔️ Uneven terrain ✔️ Some hills and longer walking sections ✔️ Real outdoor conditions This is a hike — not just a casual neighbourhood stroll. *** 🧢 Meetup Details 📍 Meetup Location: Inside Kennedy Station by Gateway News on the bus platform 🫎 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. 🚌 We will all take the **116 Morningside Bus** together. 🚌 Bus Leaves: 11:12 AM sharp If you miss the bus, you will not be able to catch up with the group. *** 🚗 Driving Information There is free parking available near Guild Park & Gardens. If you are driving: 📍 Meet us around 11:40 AM near the bus stop area in front of Guild Inn by the road. Please let me know ahead of time if you plan to drive. ⚠️ Drivers will need to walk back to their vehicles after the event. *** 🎟️ Meetup Fee: $5 cash in person or e-transfer to 📧 **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 Good hiking/walking shoes A snack Weather-appropriate clothing *** 🌈 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. And as always, sometimes things happen and events may need to be canceled — please keep an eye on updates. *** 👤 Organizer: Mathew Questions? Post on the event wall or email 📧 torontomoviesandoutings@hotmail.com Come for the cliffs. Stay for the conversation. Leave feeling like you escaped the city without ever leaving it. 🌊✨

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30 attendees
Sideways on Steeles: Koreatown to Jewish town (6.2 km)

Sideways on Steeles: Koreatown to Jewish town (6.2 km)

Tue, Jun 16, 10:30 PM
From Hike to Eat
4.7

Yonge and Steeles is at the centre of Koreatown North and Little Persia. Bathurst and Steeles is the heart of the Russo-Jewish community in the GTA. This hike covers the transition zone between the two. We'll also make a detour to Westminster Creek at the edge of the neighbourhood. Unsurprisingly, the food here is Korean, Persian, Russian, and Ashkenazi Jewish. There are also two Georgian bakeries—Georgian cuisine is popular in the former Soviet bloc. The hike ends at Bathurst and Steeles, where there are also Vietnamese and Turkish restaurants thrown in the mix. The most interesting option in the area is probably jumbo Korean dumplings and hand made noodles, one of the best in the region. This is not a religious or political event. **Highlights** 1. Galleria supermarket (depart 6:30pm) 2. Sababa Fine Foods / JungSooNe Bonga 3. Sunny Dragon Restaurant 4. Synagogues and cemeteries 5. Tov-Li / Bathurst Village Market (depart 7:22pm) 6. Harryetta Gardens / Westminster Creek 7. Puri Georgian Bakery 8. Vietnoms / Pho Viet Xpress 9. Myeongdong Gyoza Kalguksu (arrive 8:20pm) **Neighbourhoods** Newtonbrook West > Westminster > Thornhill-Vaughan **Map** [https://www.google.com/maps/d/edit?mid=1wD5FerM13-YOJABBu67heHoB0jY9wHo&usp=sharing](https://www.google.com/maps/d/edit?mid=1wD5FerM13-YOJABBu67heHoB0jY9wHo&usp=sharing) **How it works** Hike starts punctually. Late or can't do the whole route? Meet us at scheduled checkpoints. We'll browse many food places but won't linger long. Grab ready-made food, or see the route in advance, organize takeout, then pickup along the way. Not sure what to try? Join our omakase for $5, which gives a tiny sample from different restaurants. Payment on the day of event by cash or e-transfer to [globaltorontoeats@gmail.com.](http://globaltorontoeats@gmail.com.) No refunds after orders are placed. Details of sampled food will be uploaded after the hike. Limited cutlery provided. Highly recommended to bring cutlery and containers for omakase and bringing back leftovers. See our [About section](https://www.meetup.com/hike-to-eat/) for more info.

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34 attendees
Don Valley Ravine Hike

Don Valley Ravine Hike

Sat, Jun 6, 2:00 PM
From Toronto Vegan Meetup
4.7

Don Valley Trail Hikes are excellent and have so much to offer and explore - especially as the weather gets more warm. The 8 km hike is not difficult but there are some hills. You will get some good exercise. Everyone who has attended before has always enjoyed the hike. After we go to the outdoor Farmers Market at the Brickworks which is really good. Lets get a good turn out. Please be sure to confirm and update your attendance. We meet at Sherborne Station (Sherborne and Bloor) outside the front doors at 10 am. Please do not be late.

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32 attendees
Hiking Adventure

Hiking Adventure

Sat, Jun 6, 8:00 PM
From Catholic Hang-out / Social Group
4.9

READY FOR AN ADVENTURE? 🌿🥾 Get ready for an amazing afternoon of hiking, laughter, community, and beautiful views! Join us on June 6 at 4 PM at Evergreen Brick Works for a fun time together in nature. Whether you love hiking or just want to spend time with great people, this is for you! 🙌 📍 EVERGREEN BRICKWORKS -550 BAYVIEW AVE, 📅 JUNE 6 ⏰ 4:00 PM We’ll also have a sharing moment at the end of the hike, so feel free to bring something to share! 🍪🥤 Invite your friends and don’t miss it!

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5 attendees
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Frequently asked questions

Meetup allows hikers to join groups, attend events, and meet fellow hiking enthusiasts. It's a platform to discover local and online hiking activities in Toronto.

To find hiking events in Toronto, use Meetup to search by location. You can join groups and browse through the latest hiking meetups in the area.

Yes, you can find advanced hiking events in Toronto through Meetup. Look for groups specifically geared towards experienced hikers.

Yes, appropriate gear is important for advanced hikes. Confirm with the event organizer about necessary equipment for the upcoming meetup.

Absolutely! You can join multiple hiking groups on Meetup, allowing you to explore different trails and meet a variety of hiking enthusiasts.

Many events are free, but some may require a small fee for participation. Check the event details for any associated costs.

Once you find an event that interests you, click RSVP on the event page to secure your spot. Don’t forget to check any specific instructions from the organizer.

Meetup is perfect for newcomers looking to explore Toronto's hiking scene. Joining groups helps you quickly connect with locals who share your passion.

While many hikes focus on Toronto's trails, some groups organize excursions to nearby natural landmarks. Always verify event locations before attending.

Meetup is focused on group activities. If you're looking for solo hikes, try asking for recommendations within the group after joining.

Yes, you can often find hikes planned for specific days or weekends. Use the search bar to look for upcoming dates that match your schedule.

Definitely! Meetup enables you to meet other hiking enthusiasts in Toronto. It's a great way to expand your social circle with like-minded people.

Not necessarily. Group leaders or organizers typically coordinate events, but having an official guide isn't guaranteed. Confirm with the group beforehand if guidance is essential.

Somestimes, but focus is often more on specific skill levels. Toronto’s advanced hiking events cater to those seeking more challenging experiences.

Yes, trail availability can vary with seasons due to weather conditions. Check event descriptions for seasonal recommendations.