Advanced Hiking Toronto
Find Advanced Hiking Adventures in Toronto

Guildwood and Scarborough Bluffs East (8.8 km)
Sat, May 30, 8:00 PMA well-trodden trail with food gems at the end. Guildwood was a former artists' colony and has an idyllic setting close to the Scarborough bluffs. It's a weird mish-mash of attractions and we'll check out every one of them. Then it's down to the lake shore, a popular hiking trail. The eastern approach to the cliffs goes past an iconic sculpture before swinging up an invigorating hill. Guildwood does not have good food. The handful of good restaurants in this hike are at the end, in Scarborough Village. There's an excellent Egyptian restaurant with an ambitious menu, a Haitian supermarket, and a unique dining experience in a retirement residence. A trio of South Asian restaurants await at the end, where you can choose between Sri Lankan, Kerala, and Tamil food. Or try them all. **Highlights** 1. Clark Centre for the Arts (depart 4pm) 2. Guild Inn 3. Greek theatre and scattered statuary 4. South Marine Park 5. Scarborough Bluffs 6. Passage sculpture (depart 5:15pm) 7. Doris McCarthy Trail / Gates Gully 8. Haitians Food Market 9. Aragoz 10. Momiji / Maru Sun Japanese Restaurant 11. Scarborough Village Theatre (depart 6:10pm) 12. Cornell Campbell House 13. Premium Sweets 14. King of Taste / Tharavadu Home Of Kerala Cuisine / Namma Madurai (arrive 6:40pm) **Neighbourhoods** Guildwood > Scarborough Village **Map** [https://www.google.com/maps/d/edit?mid=14edeBtVwC8vnT40YPt8BG7XVXxPd3kU&usp=sharing](https://www.google.com/maps/d/edit?mid=14edeBtVwC8vnT40YPt8BG7XVXxPd3kU&usp=sharing) Long, steep uphill at Doris McCarthy Trail. **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. See our [About section](https://www.meetup.com/hike-to-eat/) for more info.

Wilkett Creek, Serena Grundy, Sunnybrook and Edwards Garden!
Sun, May 24, 2:30 PM**MeetUp Point: Entrance is off Leslie Street. Turn left on Leslie to the parking lot 2 in Wilkett Creek Park.** (Don't follow the pin) Join us for a 12 km urban hike that is challenging. Starting past Wilcot Parking lot 2, we will be passing through sunnybrook Park and Edwards Gardens. For lunch we can atop at the TBG Bloom Cafe or bring a lunch, lots of water. Please ensure arms and legs are covered as there are plenty of ticks out there.

Eglinton Flats and Mount Dennis: Jamaican-Nigerian flavours (5.8 km)
Tue, Jun 2, 10:30 PMJane and Eglinton is surrounded by recreational flat lands on all four quadrants. They were created after the aftermath of Hurricane Hazel as a flood control measure. The most scenic quadrant is the southeast one with a pond, but we'll go through all of them anyway. Except Scarlett Woods Golf Course which is accessible for hiking in winter only. Above the floodplains sits Mount Dennis. It's not a mountain and barely a hill. There is a strong Jamaican and Nigerian presence which is precisely the type of food we'll encounter along the way. Unfortunately, pickings are slim and there are only a handful of notable restaurants. We'll end at the best of the lot, a modern restaurant specializing in Nigerian suya (spiced BBQ meats). **Highlights** 1. York Recreation Centre (depart 6:30pm) 2. Kodak building 3. Mount Dennis mural 4. Douro Bakery 5. Gladhurst Park 6. Eglinton Flats Tennis Centre (depart 7:15pm) 7. Optical illusion artbox 8. Humber River 9. Suya City Express (arrive 8:05pm) **Neighbourhoods** Mount Dennis > Eglinton Flats **Map** [https://www.google.com/maps/d/edit?mid=1Q4F5JunRqI-2JV4mwrkr3Vrdh56ChSU&usp=sharing](https://www.google.com/maps/d/edit?mid=1Q4F5JunRqI-2JV4mwrkr3Vrdh56ChSU&usp=sharing) Start point is easily accessible by Eglinton LRT, UP Express, and GO trains. **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. See our [About section](https://www.meetup.com/hike-to-eat/) for more info.

Long way to Leslieville (13.4 km)
Sat, Jun 13, 10:00 PMIn 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

🌲🥾 CROTHERS WOODS TRAIL HIKE & DAIRY QUEEN STOP 🥾🍦
Sun, May 31, 3:00 PM🌲🥾 **CROTHERS WOODS TRAIL HIKE & DAIRY QUEEN STOP** 🥾🍦 Real Trails, A Solid Climb & An Ice Cream Finish Toronto doesn’t have many *true* hiking experiences — but this is one of them. Join us for a more active, nature-focused walk through Crothers Woods, one of the city’s best spots if you’re looking for something that actually feels like a hike. This isn’t your typical flat city stroll. There are hills, forest paths, and a proper climb — especially at the end (Pottery Road 👀). But don’t worry… we’ve got a reward waiting. This is not a formal tour. It’s a social hike — a bit more effort, a bit more nature, and a great group to do it with. 📲 **Join Our WhatsApp Group:**[ Click here to join](https://chat.whatsapp.com/DRFTkxRlHS4B3IL1lMleUd) *** **🚶♂️ What We’ll Do** We’ll start at Broadview Station and head south along Broadview before making our way down Pottery Road into the Don Valley. From there, we’ll connect to the Don Valley trails and enter Crothers Woods, where we’ll hike through forested paths and take a short break along the way. After the hike, we’ll make our way back — finishing with the climb up Pottery Road (the final challenge 💪). And then… we reward ourselves with a stop at Dairy Queen for some well-earned ice cream. 🍦 We’ll end back near Broadview Station. *** 🌦️ **Weather & Expectations** This hike happens rain or shine. Please come prepared — trails may be muddy, and conditions can vary. This is a slightly more challenging walk than most of our events: ✔️ Uneven trails ✔️ Some hills ✔️ One bigger climb at the end Good footwear is important. Also — this is NOT a guided or historical tour. It’s about movement, nature, and being social. *** 🧢 **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. We’ll head out promptly. End Point: Broadview Subway Station *** 🎟️ Meetup Fee: $5 cash in person or e-transfer to 📧 **mathewmaclean@hotmail.com** This helps support the group and allows us to keep hosting events like this. Thank you for supporting community! 💖 *** 🎒 **What to Bring** Water Good hiking/walking shoes (important!) A snack Weather-appropriate clothing (trail-ready 🌧️🌿) Optional: cash/card for ice cream 🍦 **Please also use the washroom before arriving, as stops are limited.** *** 🌈 **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 plans shift 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 trail. Stay for the challenge. Leave feeling like you actually *earned* that ice cream. 🍦🌲✨

Parkwoods creeks and Marydale eats (11.1 km)
Sat, Jun 6, 7:00 PMThis 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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