Challenging Hikes Toronto

Long Sault Conservation Area hike

**I’m organizing a fall hike at Seaton Trail in Pickering October 16, at 5 30 p.m.** **We’ll aim for an 8–10 km hike, taking approximately 3–4 hours at a moderate pace, with breaks to enjoy the fall colours and take pictures.** **It should be a lovely opportunity to enjoy nature, get some exercise and meet new people.** **Bring comfortable hiking shoes, water and snacks. Let me know if you’d like to join!**

Milne Conservation Hike

Earl Bales Park Mountain Goat 🐐 - Challenging Hike ⛰️ ⛰️

HIKE - SOCKS - BEER (Bermuda Triangle)

Dundas Peak and Tews Falls Hiking

Join our WhatsApp group [https://chat.whatsapp.com/F7838OJWfkiAlMEyNffVfZ](https://chat.whatsapp.com/F7838OJWfkiAlMEyNffVfZ) * **Trail Information** Hiking Dundas Peak and Tews Falls in the Spencer Gorge Conservation Area offers a scenic 1.8-mile trail featuring the 41-metre-high Tews Falls and panoramic gorge views, with visits now operating on a first-come, first-served basis as advance reservations are no longer required. Location\*\*:\*\* 590 Harvest Road, Dundas, Ontario. Length\*\*:\*\* About 1.8 miles (2.9 km) round trip . Difficulty\*\*:\*\* Easy to moderate with some short stair sections and small hills. Time\*\*:\*\* Roughly 25 to 30 minutes of walking each way between the parking area, Tews Falls, and Dundas Peak. **Key Highlights** Tews Falls: A stunning ribbon waterfall standing at 41 metres tall with dual viewing platforms. Dundas Peak: A high rocky lookout point providing sweeping views over the city of Hamilton and the Dundas Valley. **Book Carpool or Driver** * [https://www.extremelyshy.com/toronto&f66v6t](https://www.extremelyshy.com/toronto&f66v6t) * * **Carpool**: You will be assigned to a vehicle. Let the driver scan your QR code to access your carpool service. * **Driver**: You will receive driver instruction in your confirmation email. Scan the QR code from the passenger to provide your carpool service to get paid **What’s included** * Gas, Vehicle use, Driver effort. * Split bill with your vehicle people if any other expense is exist. **Meeting and Pickup** * Meeting Time: 8:00 AM * Meeting Point: In front of Tim Hortons Dufferin Station 1094 Bloor St W, Toronto, ON M6H 1M5 * End Time: 6:00 PM * End Point: This activity ends back at the meeting point. **Refund Policy** * Refund Policy: Not refundable except if the event is canceled, rescheduled. Contact us by the end of the day. **Liability** * The organizer and any/all assistant organizers and other attendees are in no way responsible and liable for your personal safety and health state, before, during, and at any time after this event. * You acknowledge you are solely responsible for your health, safety, and well-being before, during, and at any time after the event as stated previously. * All attendees shall forever hold harmless the organizers and other attendees and unconditionally waive any liabilities resulting from attending and/or participating in this event.p

HikeFit: Earl Bales – Steep Hills Fitness Hike – L3 (Moderate)

Ready to sweat it out on the hills? Join us for a HIIT-style hill training hike This hike is part of the **HikeFit Series**, a collection of fitness-focused hikes designed to build strength, endurance, and overall hiking fitness. We’ll challenge you with steep climbs, rugged terrain, and a high-intensity workout. This isn’t a fast-paced hike, but it is **intense**. We’ll tackle multiple **very steep hills** in intervals, with plenty of chances to catch your breath, recover, or skip hills if needed. This hike is designed for intermediate hikers, but it’s **beginner-friendly** since you can skip as many hills as you need. It’s perfect for anyone looking to **get stronger, improve endurance, and boost their hiking fitness** at their own pace. **Weather-Dependent Notice:** The hike is a go, **(light)** rain or shine; However, if there's a risk of excessive mud making the hills too slippery, the hike will be canceled with around 24 hours’ notice. **Distance & Duration:** * **Length of hike:** \~4 km * **Event duration:** \~1.5 hours * **Trail maps:** Random hill at Earl Bales park * **Difficulty level:** L3 (Level 3/Moderate) * Terrain: L4 * Pace: L2 * Distance: L1 **What to Bring:** * **Water:** 1\~2 liters * **Extras:** Hiking pole (Highly recommended) * **Required Gear:** Hiking boots or Trail Runners with good grip, Headlamp, and [Microspikes](https://kahtoola.com/traction/microspikes-footwear-traction/?srsltid=AfmBOoqq-URDFRgNAISoLYH1l1cSLKeXOTSuU6EqUC6VupfLNZAGRg8P) **Costs:** * **Member Event fee:** FREE EVENT **Travel Coordination:** * No Travel Coordination for this Event, Meeting at Starting Point **Event Guidelines:** * **Punctuality,** Please arrive on time so we can start promptly. We won't be able to wait for more than 5min past the start time * **Pack out everything you bring** (including nut shells, fruit peels, etc.) to help keep our trails clean. * **RSVP:** Only those marked as “Going” and have confirmed travel details (if requested) are eligible to attend the event. * If your **plans change** and you are no longer able to attend, please update your RSVP as soon as possible. * **No-shows** without prior communication may result in removal from future events. * **Weather Considerations** The hike is a go (light) **rain or shine**, so please be prepared for the conditions. for example, If it’s expected to rain, waterproof gear (like a jacket or shoes) * **Pets:** please check with the organizer for details before bringing your pet. Looking forward to seeing you on the trail

Wilket Creek, Serena Grundy, Sunnybrook, Edwards Garden AND Stretching!

**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!

Barbecue and Hike through Tommy Thompson Park.

Location: Meet at the entrance of Tommy Thompson Park -Leslie Street Spit **It's time to have some fun!** What better way to celebrate the end of Summer with a barbecue by the lake. Join us for burgers and drinks **under the tents** and on the water at Ashbridges Bay for burgers and drinks! ($10. For a burger and drink.) Please etransfer $10 to boots4hikingthesix@gmail.com and add your preference for meat or veggie burger in the comment. Etransfers are required by Wednesday, Sept 23rd After a 8km hike (with some fun things happening along the way) at Tommy Thompson Park we will head to Ashbridges Bay for burgers- veggie and meat. Feel free to bring alcoholic beverages, and board games - We will have a beach ball. Tommy Thompson Park is a man-made urban wilderness and wildlife sanctuary built on the Leslie Street Spit, stretching 5 kilometers to Lake Ontario. Managed by the Toronto and Region Conservation Authority, this unique park offers a peaceful escape from the city with a mix of wetlands, meadows, and trails. A unique place near downtown Toronto to experience nature, and *one of the best places for bird-watching in the city*, with more than 300 recorded species!

Now For Something Arty!

**Meetup: St. Mathews Clubhouse; 450 Broadview Ave.** So while we have a day event on the 27th, if you have an arty side, continue your day by joining me at St. Mathew's Clubhouse for an arty experience. While many of you know I am a writer by trade, I am also a painter. I'm just an arty girl! I have put together an Art Collective with 6 artists along with myself to showcase and of course sell our work but also enjoy Art, Wine & Inspiration — Come Create With Us! 🍷 Join us for a free collective art show celebrating creativity, connection and the joy of making art. And why just look at art when you can explore your own creativity too? Come discover what inspires you, try something new, and let your imagination wander. ✨ Art to explore. 🍷 Wine to enjoy; nibbles to share. 🥂 Hear from the.artists! 🎨 Creativity to discover. 💫 And best of all — it’s FREE

Sunnybrook bounce (10 km)

**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.

Life of Fife (6.4 km)

The 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.

The Inca Trail to Machu Picchu Peru with Adventuredesk - MRACX Community Partner