Challenging Hikes Toronto

Hike the Don!

Time to trade the city streets for some woods, ravines, hills and good company! We’ll head into Crothers Woods and explore the trails through the Don Valley. Expect a mix of forest paths, gentle climbs and uneven terrain. Meetup Fee - $2 (E transfer to mech.mandeep@gmail.com or vibhuchaudhary@yahoo.com) 🥾 Moderate | ~6–7 km ⏱️ 2–3 hours 🔄 Loop — we’ll finish where we started We’ll hike at a moderate pace, keep it social and enjoy the trail. A little mud, roots and hills are all part of the adventure! 👟 Bring: Comfortable hiking shoes, water and a snack. Dress for the weather. 🚗 Parking is available near the trailhead, and the area is also accessible by TTC.

Midweek morning hike - Earl Bales

Utah Hiking Trip

Hike in monument valley and visit archesnational park for a moderate hike

Early Morning Hike at the Lake!!! 🌞Scarborough lakeshore. 🌊 🦢

Boyd Conservation Area - Intermediate Hike.

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 by December [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!

🏕️ 3 Days, 6 Spots: Algonquin Park Awaits

Get your boots ready—we’re heading into the heart of [Algonquin Provincial Park](https://www.ontarioparks.ca/park/algonquin) for a 3-day backcountry hiking extravaganza. Expect stunning views, crisp forest air, brilliant colors and three full days of asking each other, *"Does anyone know which way is North?"* **The Catch:** * **Cap:** Strictly limited to **6 hikers** (because 7 is a crowd, and 8 requires a larger campfire circle). No camping just glamping in a hotel. * **Duration:** 3 days of pure trail bliss. * **Date:** October 16-18. That’s Friday to Sunday * **Details:** Top secret for now. Trail maps, packing lists, and more will drop as soon as you lock in your spot. First 6 to RSVP by September 14th get a ticket to the trail. Hit reply to claim your spot before the bears beat you to it on this luxury autumn trek 🌲🥾 🍂

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.

Humber Bay Shores Farmers Market and High Park Ravines (11.3 km)

Join 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.

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

Hiking 101 Workshop at Evergreen Brick Works

**New to hiking or looking to refresh the basics? Join the Toronto Bruce Trail Club for Hiking 101, an approachable, interactive primer designed to get you comfortable and trail-ready.** **What You’ll Learn**  **Essential Gear:** What to pack for a safe, comfortable, and self-sufficient day on the trails.  **Winter Hiking:** Practical tips and clothing layering strategies to safely extend your hiking season through the winter.  **Conservation & Biodiversity:** How the Toronto Bruce Trail Club works to protect and restore sensitive ecosystems along the Niagara Escarpment.  **Year-Round Outings:** How to join our full schedule of urban walks, car pool hikes, bus day trips, and winter ski and snowshoe coach excursions.  **Q&A:** Dedicated time with experienced hike leaders to answer your questions. Please register at: [https://torontobrucetrailclub.org/sign-up-for-hiking-101-at-evergreen-brick-works/](https://torontobrucetrailclub.org/sign-up-for-hiking-101-at-evergreen-brick-works/) Please email tbtchikeleaders@gmail.com if you have any questions about the workshop. There will be two morning introductory hikes finishing in time for the Hiking 101 Workshop and we will be in the Farmer's Market in the morning providing information on the Bruce Trail and our hiking program. If you would like to join us for one of two morning introductory hikes before the Hiking 101 Workshop you may select one at the bottom of the above registration.