Explore Toronto neighbourhoods through StrollTO Guided Walks. On select weekend dates in September and October, join guided walks and discover the diverse histories and cultural significance behind neighbourhood landmarks and attractions. Walks will highlight points of interest off the beaten path and showcase Toronto’s hidden gems and stories.

StrollTO Guided Walks are free of charge to participate and are conducted outdoors with COVID-19 protocols in place. Pre-registration is required for all tours and the capacity for each tour is limited due to COVID-19 restrictions. See registration links under tour descriptions below. Please have your registration confirmation (hard copy or digital version) ready to be checked — and ensure that you arrive on time, as tours begin promptly at the scheduled start time.

All aboard! Explore this west-end neighbourhood, defined by the railway lines that border it and once home to a thriving industry, transportation routes, and newcomer communities. Today, it is one of the city’s emerging hotspots and is undergoing major urban redevelopment. The tour is developed and led in partnership with Heritage Toronto and the Emerging Historians program.

Date: Sunday, September 19

Time: 10:30 a.m. – noon

Accessibility: Paved sidewalks

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Zigzag through “New Toronto”, once one of the industrial engines of our city. We’ll appreciate some of the vestiges of that industry and the community that is there now, including the innovative co-op housing on the former Goodyear Tire site along with the ever-changing Lake Shore strip. The walk will end at Cliff Lumsdon Park and its spectacular view of the Toronto skyline. The tour is curated and led by Shawn Micallef.

Date: Saturday, September 25

Time: 2 – 4 p.m.

Accessibility: Paved sidewalks/paths (majority). Some narrow and uneven sidewalks. Some grassy terrain.

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Discover the history of the largest high-rise community in Canada. Once featuring grand Victorian houses on every corner, in the 1960s, St. James Town became the centre for young, single lifestyles. It is now home to many diverse cultures, welcoming new immigrants from around the world. The tour is developed and led in partnership with Heritage Toronto and the Emerging Historians program.

Date: Sunday, September 26

Time: 10:30 a.m. –  noon

Accessibility: Paved Sidewalks.

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Go beyond the history of the Howards. Departing from Colborne Lodge, join First Story Storytellers to share and witness Indigenous narratives of High Park through oral tradition on a 90-minute guided walk. This walk is developed and led by First Story.

Date: Saturday, October 2

Start Time: 3 – 5 p.m.

Accessibility: Paved surfaces most of the route. Cars cannot enter the park and there is no parking available there either. Parking is available on residential streets. For more information, please see Colborne Lodge Location and Directions.

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Scarborough’s glorious strip malls are the starting point for this walk-through Scarborough Centre that will transition from the busy main street to quieter passages over buried Massey Creek and into the Gatineau Hydro Corridor, soon to be transformed into the Meadoway, ending at the famed “Golden Mile”. The tour is curated and led by Shawn Micallef.

Date: Sunday, October 3

Time: 2 – 4 p.m.

Accessibility: Dirt/gravel path along the creek and hydro corridor, some grade changes, a few steps. Some grass and uneven terrain. Slight incline in some places. Paved path (majority).

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Join First Story Storytellers to share and witness Indigenous narratives through oral tradition on a 90-minute guided walk along the Valley Land Trail that connects the University of Toronto-Scarborough campus to the Highland Creek Valley. This walk is developed and led by First Story.

Date: Saturday, October 16

Time: 1:30 – 3:30 p.m.

Accessibility: The walk takes place primarily on paved and hard surface walkways along the Valley Land Trail – which is a winding, accessible trail that descends the slope (at no more than a five percent grade). Uneven pavement. Three large cracks in the pavement.

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Beginning at the Downsview Memorial Parkette, better known as the MOTH Gardens memorializing the area’s aviation history, this walk will meander from an established neighbourhood and retail strip at Keele and Wilson, north into the brand new Downsview neighbourhood and park created on the site of a former military base, ending at the Downsview Park Station. The tour is curated and led by Shawn Micallef.

Date: Sunday, October 17

Time: 2 – 4 p.m.

Accessibility: Paved paths in the park, some gravel, some grade changes. Narrow sidewalks. Some slight inclines and uneven ground. Some large cracks on the sidewalk.

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Explore the varied landscape of York South Weston beginning at Portage Gardens Park, a name that honours the area’s proximity to the Humber River. We’ll walk to the Humber itself and back through the Mount Dennis neighbourhood on a route designed to appreciate the topography and vibrancy of the area, ending at the landmark public art installation, Nyctophilia. The tour is curated and led by Shawn Micallef.

Date: Saturday, October 23

Time: 2 – 4 p.m.

Accessibility: Stairs, grade changes and some gravel pathways. Paved sidewalks/paths (majority of the tour).

Register


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