Advanced Hiking Toronto

Morning in the Pocket (4.5km)

This 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)

**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 🍪🥾

# 🌿🚶‍♂️ 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!

Meetup 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!

# 🚶‍♂️(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.

Hiking at Rouge National Urban Park

Lets hike at Rouge National Urban Park. This is a popular hiking spot close to the city. Pls aim to arrive 12pm. We will wait 15 mins for people to show up and then start walking at 12:15pm. Washrooms may or may not be available. Pls stop at a McD or Tim Hortons before the hike if needed. Meeting Spot - SEE BELOW COMMENTS No TTC access. You must drive or carpool to reach the Meeting Spot. Distance: 6 to 9km (we will adjust the distance based on weather and how much energy we have that day). Difficulty: Mostly Easy but some uphill and downhill. Carpool: Post in comments if offering/requesting carpool. 💬 **Stay Connected:** ***Join Whatsapp Group - [CLICK HERE](https://docs.google.com/forms/d/e/1FAIpQLSflzD3fDrU5sLARAT5yDF3OhEu3Vj-2P7ci8mP5FYX46rt1NQ/viewform)*** ***Follow on Instagram - [CLICK HERE](https://www.instagram.com/tam.club/)*** **Event Fee\*** Free if you RSVP before Aug9 $2 if you RSVP on/after Aug10 **Cash** \- In person when you arrive at event **Etransfer** themoja@outlook.com --> use password **meetup** **Credit Card** - [Pay via Stripe](https://buy.stripe.com/bJeeVd3li4Cq3rS7Gh0oM00)

Camp at Parc national de la Jacques-Cartier

Québec Long-Weekend Group Hike & Camp Trip length: Friday → Monday Starting point: Oshawa Hike at parc national de la Jacques-Cartier: Sentier Les Loups — Iconic View & Challenge L’Escarpement — Harder Ridge & Vistas Le Scotora — Epic Mountain Loop Site at L'Escarpement

🌳☀️ HIGH PARK SUNDAY WALK & PICNIC ☀️🌳

# 🌳☀️ 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.** 🌳🧺✨

Hiking Wilket Creek Trail/Sunnybrook Park Trail

Hike & Swim the Grotto at Bruce Peninsula National Park

**Please note the only way to register for this adventure is on [our website.](https://www.wildernessunion.com/adventures/hike-swim-grotto)** We're doing a day trip to one of the most spectacular locations in Ontario: the Bruce Peninsula National Park. This area is full of unique, dramatic landscapes with stark cliffs and views over the enormous Georgian Bay. We'll be tackling a moderately difficult 8.5km hike through some of the most incredible summer scenery in Ontario. We're starting the day off by visiting the Grotto, perhaps the most famous natural spot in the province. We'll hike through the forest then along the beach, ending up at the incredible rock formations and crystal clear waters of the Grotto. Here we'll stop for lunch, taking in the incredible views and turquoise water before hiking on to the backcountry Stormhaven Campsite. On the way we'll cross pebble beaches, forest trails and unreal views of Lake Huron before coming back the way we came. **Please note that self drivers will need to purchase a permit for parking.** **Highlights** **Visit the Grotto:** Explore Ontario’s most famous natural landmark, where striking limestone cliffs meet crystal-clear turquoise waters. **Hike Pebble Beaches:** Walk across rugged shoreline beaches and forested trails that lead to the remote Stormhaven backcountry campsite. **Views of Georgian Bay:** Take in sweeping panoramas of cliffs and open water, with autumn colours adding even more drama to the landscape. **Event cost: $70+HST (for explorer members) - $70 optional transport available.** **Register [here.](https://www.wildernessunion.com/adventures/hike-swim-grotto)** **About Wilderness Union** Wilderness Union is deliberate about building an outdoors community that connects you to the life-changing magic of the outdoors and helps you find your people. Members range from 20-40 years old. The group is a mix of GTA locals and newcomers to Toronto from within Canada and abroad. Attendance numbers on Meetup don't reflect our actual event attendance - we typically have 15-20 community members at each event. Large enough that there's someone new to meet but small enough that it's not overwhelming! ***Learn more at our website [www.wildernessunion.com](https://www.wildernessunion.com/)***

Wilder Series: Secret Wilderness Hike & Swim

**Please note the only way to register for this adventure is on [our website.](https://www.wildernessunion.com/adventures/ragged-rapids)** ***The Wilder Series is back! Are you up to the challenge?!*** We're heading deep into Ontario's Canadian Shield for a day on one of the province's most rugged backcountry routes. Tucked inside a little-known nature location, this trail trades manicured paths for raw granite, beaver dams, and dense forest that test both legs and navigation skills in equal measure. While only 15km, this trek and it's technical terrain are no joke. However, the payoff is incredible: raging rapids, amazing views and an incredible wilderness swim that you won't soon forget! **Secret Location** This is one of Wilderness Union's secret hikes. We visit spots that are undiscovered by the wider world, keep them pristine, and share them only among members. The location is revealed to registered members in the days before the trip. ***Please note that attendees will need a high fitness level to successfully complete this adventure. This will be a serious challenge!*** **Highlights** **True Wilderness:** Experience the Canadian shield in all of its glory! Unmanicured, untamed and unbelievably beautiful. **Beaver Dams:** Cross quiet backcountry ponds and streams along the way. **Powerful Rapids**: The Black River churns through a gorge with 20–30m cliffs. **Event cost: $60+HST (for explorer members) - $50 optional transport available.** **Register [here.](https://www.wildernessunion.com/adventures/ragged-rapids)** **About Wilderness Union** Wilderness Union is deliberate about building an outdoors community that connects you to the life-changing magic of the outdoors and helps you find your people. Members range from 20-40 years old. The group is a mix of GTA locals and newcomers to Toronto from within Canada and abroad. Attendance numbers on Meetup don't reflect our actual event attendance - we typically have 15-20 community members at each event. Large enough that there's someone new to meet but small enough that it's not overwhelming! ***Learn more at our website [www.wildernessunion.com](https://www.wildernessunion.com/)***

3- Day Killarney Hiking Trip

Join me for an unforgettable hiking trip to the breathtaking Northern Ontario’s fall landscape at Killarney Provincial Park while you stay at the relaxing Killarney Mountain Lodge. This is our second year hiking trip to this magical location. This is a three- and half-day trip that requires travelling to Killarney provincial park (app. 4 hrs drive from north of GTA) and making your accommodation reservation. Recommended to pair up with other hikers for carpooling to save on gas and to leave less CO2 footprint behind. We will stay at Killarney Mountain Lodge that offers variety of rooms / prices. Recommended to make your reservations at this location. Once you make your room reservation, send me a message to confirm it and I will move you from the Waiting list to the Going list. Due to the long traveling distance, recommended to arrive at the Killarney Mountain Lodge a day earlier on Thursday afternoon October 1st, 2026, to ensure everyone is ready and well-rested on the first day of the hike. Based on last year’s group experience at this location, you may use the lodge’s facility such as kayaking, swimming pool when you arrive earlier in the afternoon and after your check-in. **Hiking Plan:** We will be having 2.5 half days hiking starting on Fri. Oct. 2nd to Sun. Oct. 4th, 2026 at the following trails pending weather condition: The Crack Chikanishing Granite Ridge Trail Cranberry Bog Trail Killarney East Lighthouse And possibly The Silver Peak (includes Canoeing, hiking) pending weather and canoeing availability. Make your room reservation at the following location for 3 nights, \*\*\* check-in on Thu. Oct. 1st, 2026 \*\*\* check-out on Sun. Oct. 4th, 2026 **Address:** Killarney Mountain Lodge 3 Commissioner Street Killarney, ON, P0M 2A0 1 800 461-1117 The link: [Stay – Killarney Mountain Lodge](https://killarney.com/stay/) **\*\*\*\*\* Itinerary:** **\*\*\* Meeting Point Day 1, 2, 3:** **Killarney Mountain Lodge parking lot,** 3 Commissioner Street, Killarney, ON, P0M 2A0 **\*\*\* Meeting date and time:** **Day 1, 2, 3 mornings at 8:30 AM** Hiking at Killarney Provincial Park – For trail description check the link: [https://www.alltrails.com/parks/canada/ontario/killarney-provincial-park](https://www.alltrails.com/parks/canada/ontario/killarney-provincial-park) \* Pace: app. 4 to 4.5 km/hour \* To use the park’s parking lot, need to obtain the parking permit online or from the park’s office. \* The itinerary may be changed according to weather and other conditions. **\*\*\* Essentials:** \* Bring enough water for your everyday hike, snacks and sandwiches for your lunch as we may not get back to the lodge by noon. Have proper hiking boots and hiking poles, shell and weather-appropriate clothing. \* Make sure have your room reservation as early as possible before they are sold out. Killarney Mountain Lodge is a favourite place throughout the year and particularly in the Fall. Variety of rooms are still available that suites different budgets. \* Packed lunch for each hiking day can be ordered at the hotel front desk the night before of the hike or you may bring your own lunch. \* Breakfast is served starting at 7 AM everyday. Be prepared to have your breakfast once the restaurant is open to be ready for the hike that starts at 8:30AM everyday. **\*\*\* Important Reminder:** \* By participating in this hike, you confirm that you have read, understood, and agreed to the Liability Waiver and Acknowledgement of Risk. If you have not done so, we kindly request that you refrain from participating in this event. We look forward to having an enjoyable and safe adventure! · Know your limits! Choose the hike that matches your fitness level. This is a moderate to difficult hike! · Dress according to weather! Prepare for the weather and wear suitable gears. Arrive on time! Remember if you are late, someone else is waiting.