Advanced Hiking Toronto
Find Advanced Hiking Adventures in Toronto

Morning in the Pocket (4.5km)
Sat, Aug 22, 12:15 PMThis one is for the early risers. The Pocket is a pocket-shaped neighbourhood centred around Phin Park. There are not many entry points and the bottom is hemmed off by railway tracks. So, we'll leave through one of two exits on the east. The Pocket has no food options. We have to continue on to the border of Leslieville, where one can find bakeries and one of the best hot chocolates in the city. The hike ends at a legendary Egyptian brunch restaurant that doesn't take reservations. Come early (that's the point of the hike) to avoid 1-hour queues. Additional breakfast options are further east at Little India. **Highlights** 1. Pape/Danforth Library (depart 8:15am) 2. Cranfield House 3. Jones Avenue Adult Centre 4. Greenwood Yard 5. Soul Chocolate (depart 9:10am) 6. Greenwood Park 7. The Redwood / Conci 8. Maha's Brunch (arrive 9:30am) **Neighbourhoods** Blake - Jones > The Pocket > Leslieville **Map** [https://www.google.com/maps/d/edit?mid=1TWY5OSIYaAywFG-fSF42x8XRz4xKzxQ&usp=sharing](https://www.google.com/maps/d/edit?mid=1TWY5OSIYaAywFG-fSF42x8XRz4xKzxQ&usp=sharing) **How it works** Hike starts punctually. Late or can't do the whole route? Meet us at scheduled checkpoints. See our [About section](https://www.meetup.com/hike-to-eat/) for more info.

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.

🌿🚶♂️ NEW TRAIL! EAST DON TRAIL ADVENTURE 🍪🥾
Sat, Aug 15, 3:00 PM# 🌿🚶♂️ NEW! EAST DON TRAIL ADVENTURE 🍪🥾 **Toronto's Newest Ravine Trail, Riverside Views & Fresh-Baked Cookies** Have you walked Toronto's newest trail yet? Join us as we explore the recently completed **East Don Trail**—one of the city's newest and most exciting additions to Toronto's incredible ravine system. Connecting communities that were once separated, this beautiful trail follows the East Don River through peaceful forests, wetlands, and scenic valley landscapes that many Torontonians have never experienced. If you've done the Lower Don Trail, this is a completely different experience. Think quieter trails, beautiful river views, brand-new pathways, and the feeling of discovering somewhere new. Most of the route is paved and easy to walk, making it perfect for a relaxed day outdoors. Just one warning... what goes down must come up! 😄 The final section includes one fairly steep hill, so while the walk is suitable for most people, you should be comfortable tackling a good climb at the end. After the walk, we'll reward ourselves with a stop at **Peak Freans Cookie Outlet**, where you can stock up on discounted cookies and treats. Those who would like to continue are welcome to join us afterward for lunch at **Swiss Chalet**. 📲 **Join Our WhatsApp Group:**[ Click here to join](https://chat.whatsapp.com/DRFTkxRlHS4B3IL1lMleUd) *** ## 🚶♂️ What We'll Do We'll begin at Broadview Station before making our way into the Don Valley to explore Toronto's newest trail. Along the way we'll: 🌿 Walk beside the East Don River 🌉 Cross new bridges and pathways 📸 Enjoy beautiful ravine scenery 🍪 Stop at the Peak Freans Cookie Outlet 🍽️ Finish with an optional lunch at Swiss Chalet 🚌 Return to **Coxwell Subway Station** by TTC bus. Please note that **this is a one-way walk**. We will **not** return to Broadview Station. *** ## ☀️ Weather & Expectations This walk happens rain or shine unless severe weather makes it unsafe. The trail is mostly paved and relatively easy, but there is one fairly steep hill near the end of the walk. Please come prepared for that final climb. This is a social walk, not a guided historical tour. We'll enjoy the scenery, conversation, and the chance to explore one of Toronto's newest green spaces together. *** ## 🧢 Meetup Details 📍 **Meetup Location:** Outside **Broadview Subway Station** 🫎 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:** Coxwell Subway Station (via TTC bus). *** ## 🍪 After the Walk We'll stop at the **Peak Freans Cookie Outlet**, where you can browse their famous selection of cookies, crackers, and treats at outlet prices. Afterward, anyone who would like to continue is welcome to join us for lunch at **Swiss Chalet**. *** ## 🎟️ 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 🍪 Spending money if you'd like cookies 🍽️ Money if you'd like to join us for lunch *** ## 🌈 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. *** 👤 **Organizer:** Mathew Questions? Post on the event wall or email: 📧 **[torontomoviesandoutings@hotmail.com](mailto:torontomoviesandoutings@hotmail.com)** **Come for Toronto's newest trail.** **Stay for the cookies.** **Leave having discovered another hidden corner of the city's incredible ravine system.** 🌿🍪✨

Kayak on the Humber River & Social!
Sun, Aug 16, 2:00 PMMeetup Location: 9 Old Mill Rd, M8X 0A5, Down the "Discovery Walks Rd." in Kings Mill Park. Arrive at 10:00am and prepare to be ready to hit the water for 10:30!am. You don't need a kayak or canoe. There are two hour rentals at the Humber River Paddling Centre, Call early to book a spot -**416 - 536-2067 or book mon -line here - https://torontoadventures.ca/** The ultimate escape down the calm meandering waters of the scenic Humber River. Whether you are paddling solo on a SUP , loading up a canoe, or kayaking keep your eyes peeled for beavers, blue herons and deer! Leave the city behind without ever leaving Toronto!

🚶♂️(NEW) Walk: New Market Go Station to Aurora Go Station Trail!
Sat, Aug 22, 1:30 PM# 🚶♂️(NEW) Fall Walk: New Market Go Station to Aurora Go Station Trail!🚶♂️ We’re trying something new! Join us for a **beautiful 10 km fall walk** (about 3 hours plus a break) as we make our way from **New Market GO Station to Aurora GO Station**. Along the way, we’ll pass through tree-filled areas, Fairy Lake, Wesley Brooks Conservation Area, scenic walking paths, and peaceful waterways. With colourful fall foliage all around, this will be one of the most stunning walks of the season! *** ## 🚆 How We’re Getting There: GO Train * **Cost:** $10 Weekend Day Pass → Buy here (Buy after **August 13th** – valid for 10 days. Do *not* activate until we all meet up. This is cheaper than Presto or senior fares. Online only.) * **Route:** Union Station → New Market GO Station (we are on the Barrie Line heading towards **Allandale Waterfront**). *** ## ⏰ Meetup Details * **Meetup Time:** 9:30AM (we’ll wait until 9:45 AM before walking over to Union Station). * **Meetup Spot:** Outside the **Fairmont Royal York Hotel** – look for me wearing my Moose Hat 🦌. * **Train Leaves:** 10:01 AM sharp. * **Arrival at East Gwillimbury:** 1100 AM. *** ## 🚌 Return Train Options * 1:55 PM – our target return train. * 2:55 PM – in case we miss the first one. *** ## 🚗 Driving Option If you’d rather drive: * Meet us at **New Market GO Station** at **11:00 AM.** * We will leave promptly at **11:10 AM** – please be on time! * You will be responsible for getting back to your parking spot. * We will not me walking back. *** ## 💲 Fees * **Meetup Fee:** $5 cash 💵 or e-transfer 📲 to **mathewmaclean@hotmail.com** * **GO Train Day Pass:** $10[ (CLICK HERE)](https://www.gotransit.com/en/partners-and-promotions/weekend-passes-with-go) *** ## 📌 What to Bring * Water * Good walking shoes * A snack or light lunch * Weather-appropriate clothing (it’s fall – layers are your friend!) *** ## 💬 Final Notes This group is open to everyone – singles, couples, or just those wanting to meet new friends. We also host movies, hikes, arts & culture outings, restaurants, and more. * You can just **show up on the day of** if you’re not sure in advance – just please be on time! * Sometimes things happen and I may need to cancel, so keep an eye out for updates. 📲 **Join Our WhatsApp Group:**[ Click here to join](https://chat.whatsapp.com/DRFTkxRlHS4B3IL1lMleUd) 📧 Questions? Email me at **torontomoviesandoutings@hotmail.com** or post on the Meetup wall.

🌳☀️ HIGH PARK SUNDAY WALK & PICNIC ☀️🌳
Sun, Aug 23, 3:00 PM# 🌳☀️ HIGH PARK SUNDAY WALK & PICNIC ☀️🌳 **Toronto's Biggest Park, Hidden Trails, The Zoo & A Relaxing Sunday Afternoon** There are few better ways to spend a Sunday than wandering through High Park with good people, great conversation, and no real rush to be anywhere. Join us for a relaxed afternoon exploring Toronto's largest and most beloved park. High Park has a little bit of everything—peaceful forest trails, beautiful gardens, Grenadier Pond, wildlife, open green spaces, and even its own free zoo. It's one of those places where you can forget you're in Canada's largest city. This isn't about racing from one landmark to another. It's about slowing down, getting outside, meeting new people, and enjoying a few hours together in one of Toronto's best parks. 📲 **Join Our WhatsApp Group:**[ Click here to join](https://chat.whatsapp.com/DRFTkxRlHS4B3IL1lMleUd) *** ## 🚶♂️ What We'll Do We'll spend approximately **3 hours** exploring many of High Park's most beautiful areas at a relaxed social pace. Along the way we'll: 🌳 Wander through shaded forest trails 🦆 Visit beautiful Grenadier Pond 🦙 Stop by the famous High Park Zoo to visit the animals 🌼 Explore some of the park's quieter hidden corners 🧺 Take a relaxing **30-minute picnic break**, giving everyone a chance to sit, eat, chat, and get to know one another 😊 Enjoy one of Toronto's best Sunday afternoons together This route avoids the large staircase found on some of our other High Park walks, making it a little more relaxed. There are still a few gentle hills throughout the park, but nothing overly challenging for most walkers. The goal isn't simply to walk through High Park. The goal is to create enough time together that conversations can happen naturally and new friendships have a chance to begin. *** ## ☀️ Weather & Expectations This walk takes place rain or shine. Please dress appropriately for the weather and wear comfortable walking shoes. We'll keep a relaxed, steady pace with plenty of opportunities to enjoy the scenery and chat along the way. *** ## 🧢 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.** We'll leave promptly so everyone can enjoy the full walk together. 🏁 **End Point:** Back at High Park Subway Station *** ## 🎟️ 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 🧺 Lunch or snacks for our picnic break 🥪 Something small to share with the group if you'd like 🧴 Sunscreen 🕶️ Sunglasses 🐿️ Your Sunday afternoon spirit *** ## 🌈 Who Is This For? This group is open to anyone who wants to get outside, meet new people, and make friends—whether you're single or not. We also host: 🎬 Movies 🚶 Walks & hikes 🎭 Arts & culture outings 🍽️ Restaurant gatherings There's always something happening. *** **REMEMBER:** You're always welcome to just show up on the day if you're unsure about your schedule. As always, sometimes plans change and events may need to be cancelled—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)** **Come for the park.** **Stay for the picnic.** **Leave with a few more names in your phone than when you arrived.** 🌳🧺✨
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