Advanced Hiking Toronto
Find Advanced Hiking Adventures in Toronto

Sunnybrook bounce (10 km)
Sat, Sep 26, 3:00 PM**Attendance policy is enforced for this hike**. See below for details. Sunnybrook Park is surrounded by undulating mountain biking trails. It's a bouncy ride, and that applies to those going on foot. These trails have lovely names like Roller Flowster, Asylum Climb, and Trash Panda. Come trek the hidden parts of the park. We'll pass by the major landmarks of Sunnybrook, including historical estates and the sprawling hospital grounds. Since there are no restaurants in Sunnybrook, we will continue to the adjacent neighbourhood of Leaside. It's one of the garden suburbs in Toronto, characterized by winding roads radiating from a central park. Businesses are sprinkled around the edges, including one of Toronto's best fish and chip shops. The hike ends at an industrial brewery and a trampoline park if you want to bounce some more. We don't usually rate difficulty of hikes because every person's capabilities are different. Other hiking groups in Toronto would rate this as an intermediate hike, except for the start which is **advanced** because of a very steep climb. If you're not confident, join us at Sunnybrook Stables or Sushi by K. This hike will be postponed if the trails are muddy from rain. **Highlights** 1. Charmaine Sweets (depart 11am) 2. Eglinton Avenue over Don Valley 3. Trash Panda trail 4. Wilket Creek 5. Sunnybrook Pavilion 6. Sunnybrook Stables (depart 12:10pm) 7. Memorial Arboretum 8. McLean House / The Coach House 9. Vaughan Estate 10. Sunnybrook Hospital 11. Roller Flowster trail 12. Burke Brook Ravine boardwalk (under restoration) 13. Lyndhurst Centre 14. BanCan Kitchen / Sushi by K (depart 1:20pm) 15. Leaside library 16. Olde Yorke Fish and Chips / Naan and Kabob 17. Former Canadian Northern Railway Eastern Lines Locomotive Shop 18. Amsterdam Brewery (arrive 1:50pm) **Neighbourhoods** Sunnybrook Park > Leaside **Map** [https://www.google.com/maps/d/edit?mid=1WOeg-9G_egPlKTgGToJkIwaxUJ814-Y&usp=sharing](https://www.google.com/maps/d/edit?mid=1WOeg-9G_egPlKTgGToJkIwaxUJ814-Y&usp=sharing) Undulating terrain. Steep, narrow paths. One massive incline near the start, which may require scrambling. Some tall bushes. Please wear appropriate clothing to avoid ticks and nasty stuff. Footwear with a good tread will help with descents. Please observe trail etiquette. Keep to the trail to avoid ecologically-sensitive areas and give way to bikes. **How it works** Hike starts punctually. Late or can't do the whole route? Meet us at scheduled checkpoints. See our [homepage](https://www.meetup.com/hike-to-eat/) for more info. **Attendance policy** Please check in with an organizer when you attend. 24 hours before the hike, we'll check who is on the confirmed list. Those that don't show up will be flagged. Repeat offenders may be banned. Please change your RSVP if you can no longer attend. If you made it off the waitlist less than 24 hours before the hike, you won't be considered a no-show.

Morningside salmon run (11 km)
Sun, Oct 4, 6:30 PMSalmon will be doing the running, not us. Late September to October is the season for watching salmon swimming upstream. There are four places in Toronto to see the salmon jump but Morningside is the only one that has a festival for it. In fact, this hike happens on that day! Toronto Region Conservation Authority will be conducting guided walks. If interested, sign up at [TRCA](https://trca.ca/salmon-adventures/). We're not affiliated with them and this hike will start after the festival. For our hike, we'll start at a clutch of restaurants near Colonel Danforth Park and follow Highland Creek upstream. If there's anything more attractive than the salmon migration, it's food. We'll skip the main section of Morningside Park and visit restaurants around Morningside Ave and Lawrence Ave. Then, it's back to nature and ravines. We'll end at Toronto's only Czech restaurant in a lush hideaway, where you can try the different dumplings of Central Europe. **Highlights** 1. Shamrock Burgers (depart 2:30pm) 2. Mark's Pizzas 3. Colonel Danforth Park 4. Miller Lash House 5. Morningside Park 6. The Suya Spot / Amira's Hot Roti and Doubles / Spice Club / Homies Doughnuts (depart 4pm) 7. St. Margaret in-the-Pines 8. Lawrence Ave bridge overlooking Highland Creek 9. Simi African Food Market / Upali Caters (depart 4:45pm) 10. Highland Creek Park 11. Cedar Ridge Creative Centre 12. Prague Restaurant (arrive 5:40pm) **Neighbourhoods** Highland Creek > West Hill > Golfdale Gardens **Map** [https://www.google.com/maps/d/edit?mid=1g6tIwKCmtHbLqMdGmwgwWTawibbrD2A&usp=sharing](https://www.google.com/maps/d/edit?mid=1g6tIwKCmtHbLqMdGmwgwWTawibbrD2A&usp=sharing) Multiple moderate climbs: downhill to Colonel Danforth Park, uphill from Morningside Park, down- and uphill from Highland Creek Park. The end point is 1 km from the nearest bus stop. **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 [home page](https://www.meetup.com/hike-to-eat/) for more info.

Life of Fife (6.4 km)
Tue, Oct 6, 10:15 PMThe Bridle Path is famous for being the richest address in Toronto. Most people don't realize that the neighbourhood just to the north is equally affluent. Fife Road and Fifeshire Road are lined with swanky mansions, one of which was featured in a highly successful Canadian comedy. This hike is an opportunity to gawk at luxury homes before we exit into the lush foliage of Windfields Park. The park is also home to the bucolic Canadian Film Centre. Unfortunately, rich neighbourhoods don't have good restaurants. There's only one decent one, a Cantonese restaurant, where we can have dinner. **Highlights** 1. York Mills Arena (depart 6:15 pm) 2. Mansions of Fifeshire Rd 3. St. Andrews Park 4. York Mills and Bayview Ave (depart 6:55 pm) 5. Canadian Film Centre 6. Windfields Park 7. Banbury Community Centre (depart 7:30 pm) 8. Pearl Chinese Cuisine (arrive 7:55 pm) **Neighbourhoods** St Andrews > Windfields **Map** [https://www.google.com/maps/d/edit?mid=1LX-fTnFET4MwGjl5zzE6CG1epvLdcTM&usp=sharing](https://www.google.com/maps/d/edit?mid=1LX-fTnFET4MwGjl5zzE6CG1epvLdcTM&usp=sharing) **How it works** Hike starts punctually. Late or can't do the whole route? Meet us at scheduled checkpoints. See our [home page](https://www.meetup.com/hike-to-eat/) for more info.

Humber Bay Shores Farmers Market and High Park Ravines (11.3 km)
Sat, Oct 10, 2:30 PMJoin us on this hike to Humber Bay Shores Farmers Market, taking place in the picturesque Humber Bay Park West. It's the final one of the season. You'll find an incredible variety of farm-fresh produce, baked goods, artisanal products, preserves, meats, and more, all sourced from the city and surrounding regions. The market is a staple of the community, fostering engagement and supporting local agriculture. After the market, we will head east over the Humber Bay Arch Bridge to High Park and through its ravines, ending at Keele Station. Those who want a sit-down meal can continue east on Bloor St for Ukrainian syrnyky (cheese pancakes), deruny (potato pancakes), green borscht, and varenyky (dumplings). **Highlights** 1. Old Mill subway station (depart 10:30am) 2. Old Mill 3. Humber River Recreational Trail 4. Oculus Pavilion 5. Floating bridge over Humber Bay wetlands 6. Humber Bay Shores Farmers' Market 7. Views of CN Tower and downtown Toronto 8. Humber Bay Arch Bridge 9. Grenadier Pond 10. Spring Creek 11. Bloor and Keele (arrive 1:45pm) **Neighbourhoods** The Kingsway > Sunnylea > Stonegate-Queensway > Humber Bay Shores > Sunnyside > High Park **Map** [https://www.google.com/maps/d/edit?mid=12q2PqID-bXHnS1prfD9QVvxdc3tWhTE&usp=sharing](https://www.google.com/maps/d/edit?mid=12q2PqID-bXHnS1prfD9QVvxdc3tWhTE&usp=sharing) Unpaved and narrow trails in High Park. **How it works** There are no scheduled checkpoints for this hike. If late, you can try to find us at the farmers market. Bus 66B goes to the market from Old Mill Station. See our [homepage](https://www.meetup.com/hike-to-eat/) for more info.

๐ฟ๐ถ LEASIDE SPUR TRAIL, WILKET CREEK & EDWARDS GARDENS WALK (10KM) ๐ถ๐ฟ
Sun, Sep 27, 3:00 PM๐ฟ๐ถ LEASIDE SPUR TRAIL, WILKET CREEK & EDWARDS GARDENS WALK (10KM) ๐ถ๐ฟ Forest Trails, Flowing Creeks & A Spring Garden Pause Some of the best parts of Toronto donโt feel like the city at all. Join us for a longer, energizing social walk through some of the cityโs most scenic green spaces โ from quiet trails to winding creeks, with a beautiful stop at the gardens along the way. Weโll explore the Leaside Spur Trail, connect into the peaceful paths of Wilket Creek Park, and make our way toward Edwards Gardens โ where youโll have time to wander, take in the seasonal blooms, and enjoy a little moment of calm in the middle of the walk. This is not a formal tour. Itโs a social, active walk with great scenery and even better company. ๐ฑ Don't forget to join our **WhatsApp Group โ [CLICK HERE](https://chat.whatsapp.com/H59mSCbsAi018gYANrKAnc)** \*\*\* ๐ถโโ๏ธ What Weโll Do Weโll begin at McDonaldโs and head onto the Leaside Spur Trail, easing into the walk before connecting with Wilket Creekโs forested paths. From there, weโll continue toward Sunnybrook Park and into Edwards Gardens, where weโll take a relaxed break so you can explore, enjoy the flowers, and recharge. After our stop, weโll loop back along the trails, returning to our starting point. Once weโre back, those who want can grab an ice cream at D Spot Desserts for a well-earned creamy dessert. ๐ฅช No pressure to join โ totally optional. \*\*\* ๐ฆ๏ธ Weather & Expectations This walk will happen in typical Toronto conditions โ including cold, light rian, or damp trails. Please come prepared for a full 10KM walk with some hills. Good footwear is essential. . Also โ this is NOT a guided or historical tour. Iโll share bits along the way, but the focus is on movement, nature, and connection. \*\*\* ๐งข Meetup Details ๐ Meetup Location: Outside McDonaldโs ๐ซ Iโll be wearing my Moose Hat โฐ Meetup Time: 11:00 AM I will only wait 5 minutes. Early is on time. On time is late. Weโll begin promptly and wonโt be able to track late arrivals โ thank you for understanding. End point: Back at McDonaldโs \*\*\* ๐๏ธ Meetup Fee: $5 cash in person or e-transfer to ๐ง \*\*[mathewmaclean@hotmail.com**](http://mathewmaclean@hotmail.com%2A%2A/) This helps support the group and allows us to keep hosting events like this. Thank you for supporting community! ๐ \*\*\* ๐ What to Bring Water or a warm drink Good walking shoes (trails may be uneven or muddy) A snack Weather-appropriate clothing (layers are key!) Optional: cash/card if joining for lunch Please also use the washroom before arriving, as stops are limited. \*\*\* ๐ Who Is This For? This group is open to anyone who wants to be social and make friends โ whether single or not. We also host: ๐ฌ Movies ๐ถ Walks & hikes ๐ญ Arts & culture outings ๐ฝ๏ธ Restaurant gatherings Thereโs always something happening. \*\*\* REMEMBER: Youโre welcome to just show up on the day if youโre unsure about your schedule. And as always, sometimes plans shift and events may need to be canceled โ please keep an eye on updates. \*\*\* ๐ค Organizer: Mathew Questions? Post on the event wall or email ๐ง [torontomoviesandoutings@hotmail.com](mailto:torontomoviesandoutings@hotmail.com) Come for the trails. Stay for the gardens. Leave feeling like you escaped the city โ without ever leaving it. ๐ฟโจ

Wilket Creek, Serena Grundy, Sunnybrook, Edwards Garden AND Stretching!
Sun, Oct 11, 2:30 PM**MeetUp Point: James for Entrance is off Leslie Street. Turn left on Leslie to Parking Lot 2 in Wilkett Creek Park** (Don't follow the pin!) **Join James for a 12 km hike that is challenging!** Starting past Wilcott Parking Lot 2, we will be passing through a number of parks and hills. For lunch we can stop at the TBG Bloom cafe for lunch or coffee ---- you might need one; or bring your own lunch. We will finish the hike with much needed yoga streches. It might be muddy, so ensure you have proper footwear! Also layers please, as we are heading into cooler weather!
Trusted by millions worldwide
Popular groups

2&4hr -Advanced Hikes TORONTO

MRACX Hiking

These Boots Are Made for Hiking

Ready, Set, Trail

Hike to Eat

Move With Intention

High Park Hiking Club

Toronto Hiking Asylum
Frequently asked questions
Related content
Discover more groups and events that match your interests


