Advanced Hiking Toronto
Find Advanced Hiking Adventures in Toronto

Frosh nosh around downtown universities (9.9 km)
Sat, Sep 5, 6:00 PM**Attendance policy is enforced for this hike**. See below for details. It's back to school as we wind through all the universities in downtown. The largest of which is the University of Toronto, serviced by 5 subway stations and boasts a wealth of architectural styles: Neoclassical, Gothic Revival, Georgian, Victorian, Brutalist, Modern, and more. It's a tourist attraction in its own right. We'll then swing by OCAD and end at TMU. At the periphery of these universities, one can find clusters of restaurants catering to students and staff. This hike goes through the main ones and some hidden spots. The focus will be on cheap or reasonably-priced places. At the end of the hike, there is an array of excellent restaurants to choose from: Korean deep-fried meats, raw marinated crabs, Japanese bar snacks, and Northeastern Thai grilled meats. **Highlights** 1. Matt Cohen Park (depart 2pm) 2. Toroast / Robarts Library 3. Colleges in University of Toronto / Hart House 4. Koerner Hall / ROM / Gardiner Museum 5. Bloom Cafe / Bao House / Gyoza&Go 6. Cha Cheng Tealato (depart 3:07pm) 7. Whitney Block / Ontario Legislature / Schwartz Reisman Innovation Campus 8. Centre for Cellular and Biomolecular Research 9. The Self Ramen Bar 10. Faculty of Architecture 11. Robert Street Cookies / Fresca Pizza 12. Corner Crepe Co / Mexi-Pak FusionTaco / Heval Cafe 13. Polish Combatants Association / George Brown House 14. J&G Fried Chicken / Kati Thai Gelato (depart 4:12pm) 15. St. Patrick's Church / AGO / OCAD 16. Manpuku / NaiNai / Bao Bao Dim Sum 17. Maki Mart / Big Belly 18. Butter Baker 19. TMU Student Learning Centre / World Food Market 20. Devonian Pond / The Image Centre 21. Afro's Pizza 22. Som Tum Jinda / Katsuya / Gebang Sikdang (arrive 5pm) **Neighbourhoods** The Annex > University of Toronto > Bay Street Corridor > Discovery District > Chinatown > Grange Park > Garden District **Map** [https://www.google.com/maps/d/edit?mid=1dCmi4OQRE7QvMMpPi0y7z6dj7xairg0&usp=sharing](https://www.google.com/maps/d/edit?mid=1dCmi4OQRE7QvMMpPi0y7z6dj7xairg0&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. **Attendance policy** Please check in with an organizer when you arrive. 24 hours before the hike, we'll note who is on the confirmed list. Those that don't show up will be marked as no-show. Repeat offenders will be banned. Please change your RSVP if you can no longer attend. If you got off the waitlist less than 24 hours before the event, you won't be considered a no-show.

Food evolution in poorly-planned neighbourhoods (6 km)
Fri, Sep 11, 10:30 PM**Attendance policy is enforced for this hike**. See below for details. Liberty Village and CItyPlace are two high-density neighbourhoods that are examples of how not to do urban planning. Thankfully, some things have gotten better, like the presence of some good restaurants. This hike will highlight some of the better food options and architectural gems in these neighbourhoods. End the hike at a trio of casual restaurants: classic burgers, grilled chicken, or Thai street food—all the top of their kind in Toronto. **Highlights** 1. Haydn's Acaí at Stackt Market (depart 6:30 pm) 2. Puente de Luz 3. Mailo's 4. Canoe Landing Community Recreation Centre (depart 6:55 pm) 5. Parade condos 6. Roywoods 7. Fort York / The Bentway 8. Garrison Point condos / Garrison Crossing 9. bb.q Chicken / Burgers n' Fries Forever 10. Liberty Village Park (depart 7:35 pm) 11. Thindi Cafe / Chiang Mai Restaurant / Aloette Go 12. Wilbur's Taco Shop 13. Toronto Carpet Factory 14. Thai Barn Na / Burger Drops / Mozy's (arrive 8:05 pm) **Neighbourhoods** Liberty Village > Fort York > CityPlace **Map** [https://www.google.com/maps/d/edit?mid=1cTd7g0hRwCk-7OkO-O3UhhJRb4QBQYM&usp=sharing](https://www.google.com/maps/d/edit?mid=1cTd7g0hRwCk-7OkO-O3UhhJRb4QBQYM&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.](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. **Attendance policy** Please check in with an organizer when you arrive. 24 hours before the hike, we'll note who is on the confirmed list. Those that don't show up will be marked as no-show. Repeat offenders will be banned. Please change your RSVP if you can no longer attend. If you got off the waitlist less than 24 hours before the event, you won't be considered a no-show.

Jewish and Filipino Bathurst Street + blind bagel tasting (6.75 km)
Sun, Sep 20, 6:30 PMBathurst Street is the historic home of Jewish communities in Toronto, starting with Kensington Market, then moving north to St Clair Ave West and then all the way to Richmond Hill. While we won't hike the whole street, we'll visit the heart at Bathurst St and Ranee Ave. With several bagel bakeries around, let's do a blind tasting to find the best. Close by, a Little Manila has developed around Bathurst St and Wilson Ave. It's not the only Filipino hub in Toronto but it's the most famous one. Wander through carinderias (hot tables) and grocery stores. **Highlights** 1. Bathurst and Lawrence northeast corner (depart 2:30pm) 2. United Bakers Dairy Restaurant 3. Phat Kaphrao 4. Bubby's New York Bagels / Haymishe Bakery / Savours Fresh Market 5. FK Dulce Bakery / Nozomi / Gryfe's (depart 3:10pm) 6. Grodzinski Bakery / Kosher City Plus / Tinuno / Soul Bagel 7. Shaarei Tefillah 8. Bathurst-Wilson Parkette (depart 3:45pm) 9. Wilson's Haus of Lechon / Bagel World / Harina Bakeshoppe 10. The South African Store 11. Richmond Kosher Bakery 12. Beth David Synagogue 13. Holocaust Memorial 14. Earl Bales Ski and Snowboard Centre 15. Earl Bales Community Centre (arrive 4:55pm) **Neighbourhoods** Lawrence Heights > Ledbury Park > Lawrence Manor > Armour Heights > Clanton Park **Map** [https://www.google.com/maps/d/edit?mid=1WRVGV7v8KyLlZf1cYDVL2KoWdwlrZds&usp=sharing](https://www.google.com/maps/d/edit?mid=1WRVGV7v8KyLlZf1cYDVL2KoWdwlrZds&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. Optional bagel tasting at the end of hike, outside Earl Bales Community Centre. * Blind tasting of sesame and/or poppy seed bagels from 6 bakeries. * Small portions. 1/8 to 1/16 of a bagel. * Rate them online. * $2. No refunds after orders are placed. Payment on the day of event by cash or e-transfer to globaltorontoeats@gmail.com. Exact change preferred. * Sign up for the bagel tasting at the start of the hike. If you're joining us after that, e-transfer before 2:30pm to guarantee food. **Limited cutlery and no plates provided**. Highly recommended to bring your own cutlery and containers for bringing back leftovers. See our [About section](https://www.meetup.com/hike-to-eat/) for more info.

North Humber River Long Walk - 16KM (You might see a deer!)
Sat, Sep 5, 2:00 PM### 🌿 North Humber River Walk – 6th Annual! 🌿 We’re back for our **sixth year in a row** with this incredible walk — and it has become a true fan favourite! The North Humber River trail is one of Toronto’s most peaceful and nature-filled walks. It’s a longer walk, but that’s part of what makes it so rewarding. You’ll get out of the city, follow the river, explore beautiful natural areas, and see just how far you can go when you give yourself the chance. This walk is about challenging yourself just a little — you'd be surprised how far you can go! If you don't want to complete the entire walk, that's totally okay. You can leave along the way, and I can help you find the nearest way back toward public transit. We'll finish with a quick stop at Tim Hortons before heading back toward Kipling Station. ### 📲 Stay Connected Don't forget to join our **WhatsApp Group – [CLICK HERE!](https://chat.whatsapp.com/H59mSCbsAi018gYANrKAnc)** It's a great way to get updates, connect with other members, and stay informed about the event. *** ### *** ### 📍 Meetup Details 🕙 **Meetup Time:** 10:00 AM 🚌 **Bus leaves:** 10:06 AM sharp 📍 **Meetup Spot:** In front of the Information Booth at Kipling Subway Station Bus Terminal 🫎 Look for Mathew in the Moose Hat! 🚌 **Bus:** 927B Highway 27 Express to Steeles via Humber College ⚠️ **PLEASE BE ON TIME.** If you miss the bus, you will miss the group. We cannot wait for late arrivals. *** ### 🚗 Driving / Meeting Us at the Trail If you live closer to the trail or prefer to drive, **you can meet us at Humberline Park**. 📍 **Meeting Point:** Humberline Park, by the bathrooms ⏰ **Meeting Time:** Approximately **10:35 AM** Please look up directions to Humberline Park before leaving and give yourself plenty of time to get there. 🚗 **Parking:** Parking availability in the area can vary, so please check the parking situation before coming. ⚠️ **Important:** If you drive to Humberline Park, **you will need to arrange your own transportation back at the end of the walk.** We do not finish the walk back at Humberline Park. You may need to use Uber, a taxi, or public transit to get back to your vehicle. If you're meeting us at the park, please make sure you are there and ready to walk by 10:35 AM. Once we arrive, we'll be continuing with the group. *** ### 💵 Meetup Fee **$5 cash in person or e-transfer** 📧 **[mathewmaclean@hotmail.com](mailto:mathewmaclean@hotmail.com)** This small fee helps support the group and keeps events like this running. Thank you for supporting the community! *** ### 🌲 What to Expect 🚍 A 40-minute bus ride to the starting point near Humber College 🌿 A peaceful walk along the North Humber River 🦌 Opportunities to spot deer, birds, and other wildlife ☕ Two rest stops along the route 🥾 A longer walk that will give you a chance to challenge yourself 🍩 A final stop at Tim Hortons before heading back toward Kipling Station Some sections of this trail genuinely feel like you've left Toronto behind. It's one of those walks where the city slowly disappears and you're surrounded by trees, water, wildlife, and open space. *** ### 🧳 What to Bring 💧 Water 👟 Good walking shoes — some sections may be uneven 🥨 A snack 🧴 Sunscreen 🎒 A small backpack *** ### 👥 Who Is This For? This group is for anyone who wants to get outside, explore Toronto, and meet people along the way — singles, couples, newcomers, longtime Torontonians, and everyone in between. We host: 🎬 Movies 🚶 Walks & hikes 🎭 Arts & culture 🍽️ Restaurants 🎤 Karaoke …and plenty more! The activity is the **container**. The people you meet and the connections you make along the way are the real experience. 💛 *** ### 💛 A Few Notes You're welcome to join us even if you're deciding at the last minute. If you need to leave the walk early, that's okay — just let me know and we'll help you figure out the best way to get back toward transit. Sometimes things happen and events may need to be cancelled or changed. Please keep an eye on the event page for updates. *** 👤 **Organizer: Mathew** 📧 Questions? Post on the event wall or email: **[torontomoviesandoutings@hotmail.com](mailto:torontomoviesandoutings@hotmail.com)**

Taylor-Massey Creek & Don River Walk + Ice Cream 🌳🍦9KM
Sun, Sep 6, 3:00 PM## **Taylor-Massey Creek & Don River Walk + Ice Cream** 🌳🍦 **Taylor-Massey Creek** is a tributary of the Don River, winding its way through Scarborough and East York before meeting the Don. Named after two prominent Toronto families, the Taylors were well-known for owning and operating the historic Don Valley Brick Works. This walk takes us along the scenic **Taylor-Massey Creek Trail**, through the **Don Valley**, and ends with a challenging hill climb before rewarding ourselves with **ice cream at Dairy Queen**. If ice cream isn’t your thing, you can continue with the group toward Broadview Station. 📲Don't forget to join our **WhatsApp Group – [CLICK HERE!](https://chat.whatsapp.com/H59mSCbsAi018gYANrKAnc)** *** ### **🕰 Meetup Details** **Start Location:** Outside the main entrance of Victoria Park Station (on Victoria Park Road). Look for me in my Moose Hat 🦌. **End Point:** Near Broadview Station *(we will not be returning to Victoria Park)*. *** ### **💵 Meetup Fee** **$5 cash in person** or **e-transfer** to: **mathewmaclean@hotmail.com** *** ### **🥾 What to Bring** * Water 💧 * Comfortable walking shoes 👟 * A snack 🥪 * Bathroom breaks are limited — there’s only one near the very end of the walk. *** ### **🚶 Pace & Flexibility** We’ll be leaving Victoria Park at a steady walking pace, but you can leave anytime you like. *** ### **Please Notes** * Occasionally events need to be cancelled — please check for updates before heading out. * You can **RSVP in advance or just show up** if you’re unsure you can make it. * This group is open to **everyone** — single, coupled, shy, social, new in town, or a long-time local. We also host **movies, hikes, arts & culture, restaurants**, and more — come be part of it! 📧 **Contact Mathew (Organizer):** Post a message on the wall or email **torontomoviesandoutings@hotmail.com** **Come for the trails.** **Stay for the ice cream.** **Leave with a new connection — and maybe a new friend.** 🌳🍦💛

North Humber River Long Walk - 16KM (You might see a deer!)
Sat, Sep 5, 2:00 PM### 🌿 North Humber River Walk – 6th Annual! 🌿 We’re back for our **sixth year in a row** with this incredible walk — and it has become a true fan favourite! The North Humber River trail is one of Toronto’s most peaceful and nature-filled walks. It’s a longer walk, but that’s part of what makes it so rewarding. You’ll get out of the city, follow the river, explore beautiful natural areas, and see just how far you can go when you give yourself the chance. This walk is about challenging yourself just a little — you'd be surprised how far you can go! If you don't want to complete the entire walk, that's totally okay. You can leave along the way, and I can help you find the nearest way back toward public transit. We'll finish with a quick stop at Tim Hortons before heading back toward Kipling Station. ### 📲 Stay Connected Don't forget to join our **WhatsApp Group – [CLICK HERE!](https://chat.whatsapp.com/H59mSCbsAi018gYANrKAnc)** It's a great way to get updates, connect with other members, and stay informed about the event. *** ### *** ### 📍 Meetup Details 🕙 **Meetup Time:** 10:00 AM 🚌 **Bus leaves:** 10:06 AM sharp 📍 **Meetup Spot:** In front of the Information Booth at Kipling Subway Station Bus Terminal 🫎 Look for Mathew in the Moose Hat! 🚌 **Bus:** 927B Highway 27 Express to Steeles via Humber College ⚠️ **PLEASE BE ON TIME.** If you miss the bus, you will miss the group. We cannot wait for late arrivals. *** ### 🚗 Driving / Meeting Us at the Trail If you live closer to the trail or prefer to drive, **you can meet us at Humberline Park**. 📍 **Meeting Point:** Humberline Park, by the bathrooms ⏰ **Meeting Time:** Approximately **10:35 AM** Please look up directions to Humberline Park before leaving and give yourself plenty of time to get there. 🚗 **Parking:** Parking availability in the area can vary, so please check the parking situation before coming. ⚠️ **Important:** If you drive to Humberline Park, **you will need to arrange your own transportation back at the end of the walk.** We do not finish the walk back at Humberline Park. You may need to use Uber, a taxi, or public transit to get back to your vehicle. If you're meeting us at the park, please make sure you are there and ready to walk by 10:35 AM. Once we arrive, we'll be continuing with the group. *** ### 💵 Meetup Fee **$5 cash in person or e-transfer** 📧 **[mathewmaclean@hotmail.com](mailto:mathewmaclean@hotmail.com)** This small fee helps support the group and keeps events like this running. Thank you for supporting the community! *** ### 🌲 What to Expect 🚍 A 40-minute bus ride to the starting point near Humber College 🌿 A peaceful walk along the North Humber River 🦌 Opportunities to spot deer, birds, and other wildlife ☕ Two rest stops along the route 🥾 A longer walk that will give you a chance to challenge yourself 🍩 A final stop at Tim Hortons before heading back toward Kipling Station Some sections of this trail genuinely feel like you've left Toronto behind. It's one of those walks where the city slowly disappears and you're surrounded by trees, water, wildlife, and open space. *** ### 🧳 What to Bring 💧 Water 👟 Good walking shoes — some sections may be uneven 🥨 A snack 🧴 Sunscreen 🎒 A small backpack *** ### 👥 Who Is This For? This group is for anyone who wants to get outside, explore Toronto, and meet people along the way — singles, couples, newcomers, longtime Torontonians, and everyone in between. We host: 🎬 Movies 🚶 Walks & hikes 🎭 Arts & culture 🍽️ Restaurants 🎤 Karaoke …and plenty more! The activity is the **container**. The people you meet and the connections you make along the way are the real experience. 💛 *** ### 💛 A Few Notes You're welcome to join us even if you're deciding at the last minute. If you need to leave the walk early, that's okay — just let me know and we'll help you figure out the best way to get back toward transit. Sometimes things happen and events may need to be cancelled or changed. Please keep an eye on the event page for updates. *** 👤 **Organizer: Mathew** 📧 Questions? Post on the event wall or email: **[torontomoviesandoutings@hotmail.com](mailto:torontomoviesandoutings@hotmail.com)**
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