Waterdown Trail to Smokey Hollow (Bus Transportation Included)

Looking for an out-of-town hike that’s a solid, fun workout with great vibes? Look no further. The Waterdown Trail to Smokey Hollow is ready to deliver forest views, steady climbs, and fresh-air energy. This one’s a strong intermediate hike—nice and steady with a few punchy spots to keep you on your toes, and the kind of scenery that makes every uphill moment worth it.

Plan for the day: - Bring water, sturdy shoes, and a light snack - Dress in layers for changing conditions. If you’re up for a friendly crowd, great conversation, and a rewarding trail experience, this is the hike for you. Spread the word, invite a friend, and we'll see you at 9:45 sharp near 34 Asquith Ave! Let’s get outdoors and crush this hike together!

Let's Hike T.O. is a hiking community open to everyone with a focus on newcomers, people of colour, and young adults.  All are welcome on our walks!

Tickets available on Eventbrite

We're transitioning to Eventbrite! To book your spot on this guided hike, please purchase your ticket through Eventbrite using the link below. Be sure to follow us to stay tuned for new hikes!

Bus Hike: Waterdown Trail to Smokey Hollow (Bus Transportation Included)

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Pick Up and Drop Off Point for Bus Passengers: 34 Asquith Ave [LINK]

Start Point of the hike: 90 Dundas St E, Hamilton, ON L0R 2H2[LINK]

End Point of the hike: 90 Dundas St E, Hamilton, ON L0R 2H2 [LINK]

*Please note this hike has NO dropout points*

Length: 11 km

Pace of hike: 3.5km per hour - Moderate

Difficulty: Intermediate

Terrain Type: Very rocky with numerous steep inclines. Could be very slippery in November. This is a challenging hike.

Open to people who want to drive to the start point to meet the group: No

Dog-friendly: No

Family-friendly: No

Stroller-friendly: No

Requiring hiking boots: Absolutely essential - hikers MUST have these to take part.

Requiring walking poles: Recommended but not essential.

Ice cleats/crampons: Recommended but not essential.

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What To Expect

Hike leader: Carrie (she/her), Tram(she/her)

Registration fee: $25 plus Eventbrite fee though if you cannot afford it, please contact us at letshiketo@gmail.com to request a discounted ticket based on your circumstances.

Limited tickets: This hike is restricted to 42 registrants. Tickets will be provided on a first-come, first-serve basis, are non-refundable and can’t be transferred to future events.

Pre-hike email: Registrants will receive additional details by email the day before the hike, such as what to bring on the day, what to wear, etc.

Weather precautions: The hike will take place regardless of rain, wind, or snow so please dress accordingly! We will only cancel or postpone the hike if weather conditions are considered extreme or dangerous, in which case registered hikers will be informed 48 hours in advance.

Questions? Email LetsHikeTO@gmail.com