Jane's Walk Toronto

A festival of free, community-led walking conversations. Festival returns, May 1—3, 2026. #OurStreetsOurStories

[Jane's Walk Toronto @JanesWalkTO]

Calling all Walkthusiasts 😉 — we’re back.

2026 Jane’s Walk Festival returns to Toronto May 1–3, and we’re gearing up for a big year. We’re expecting 150+ walks across the city, a launch party, and a full weekend of exploring Toronto together.

[Jane's Walk Toronto @JanesWalkTO]

🟣 JANE’S WALK HIGHLIGHT THEME: DIGITAL WALKS

Explore Toronto at your own pace through self-guided Jane’s Walks available anytime during the festival. This year features 7 new digital walks, joining 11 digital walks from previous years.
https://t.co/ppHHOUsyBD

#OurStreetsOurStories

[Jane's Walk Toronto @JanesWalkTO]

🏛️ JANE’S WALK HIGHLIGHT THEME: HISTORY & PLACES

From Toronto’s earliest streets and markets to hidden neighbourhood histories, music scenes, and waterfront stories — these Jane’s Walks explore the people, places, and moments that shaped the city. #OurStreetsOurStories

🟢 Friday, May 1

🛒 Toronto’s First Market
⏰ 10:00am–11:30am
👤 City of Toronto Archives
📍 St. James Cathedral → St. Lawrence Market

🏛️ A Walk through Toronto’s Old Town
⏰ 10:30am–12:00pm
👤 Rebecca Rizzo
📍 St. James Cathedral → Toronto’s First Post Office

🌳 Sunnylea: Glimpses of the Past Hiding in Plain Sight
⏰ 10:30am–12:00pm
👤 Pamela Gough and Peggy Smith
📍 Royal York Station → Sunnylea

🏘️ Tales of Two Cities: Rosedale and St. James Town
⏰ 6:30pm–7:45pm
👤 Sophie Zhou
📍 Rosedale → St. James Town

🔴 Saturday, May 2

🏘️ Swansea’s Centennial Walk: Exploring the Community
⏰ 11:00am–1:00pm
👤 Swansea Historical Society
📍 Runnymede → Swansea Town Hall

🌲 Wychwood Park
⏰ 12:00pm–1:30pm
👤 Marilyn Spearin
📍 Wychwood Park

🥊 Heavyweight Tour of the Junction: George Chuvalo’s Early Life
⏰ 2:00pm–3:15pm
👤 Mitch Chuvalo and Neil Ross
📍 The Junction

🎶 Yonge Street’s INCREDIBLE Music and Pop Culture History
⏰ 7:00pm–8:30pm
👤 Mark Vendramini
📍 College Station → Queen Station

🟣 Sunday, May 3

🏖️ The Beaches: Toronto’s Summer Playground from Then Until Now
⏰ 10:30am–12:00pm
👤 Jennie Worden and Kaila Hunte
📍 The Beaches

No registration required — just show up, walk, listen, and connect with the stories layered into Toronto’s streets, parks, neighbourhoods, and public spaces.

#JanesWalkTO #OurStreetsOurStories #TorontoHistory

[Jane's Walk Toronto @JanesWalkTO]

🚋 JANE’S WALK HIGHLIGHT: TRANSIT

Transit shapes how Toronto grows, who gets connected, what gets funded, and whose communities are transformed along the way. These Jane’s Walks explore cancelled expressways, transit politics, forgotten infrastructure, street design, and the stories behind how we move through the city. #OurStreetsOurStories

🔴 Saturday, May 2

🚆 25 Stations, 25 Stories — What Does the Eglinton Crosstown Tell Us About Toronto?
⏰ 3:00pm–5:30pm
👤 Allen Lu
📍 Mount Dennis Station → Golden Mile

🚋 Memories of Glen Echo: Transit Archaeology in Toronto’s Northern Frontier
⏰ 3:00pm–4:30pm
👤 Scott Lenner
📍 Yonge Boulevard Parkette → Lawrence Station

🏛️ Politics of Transit — The Past Informing the Future
⏰ 12:00pm–1:45pm
👤 Doug Vidal-Hernández
📍 Parkdale Amphitheatre → Exhibition GO

🟣 Sunday, May 3

🛣️ Revisiting Cancelled Expressways: Walking the Route of the Spadina Expressway
⏰ 10:00am–11:00am
👤 Mark Vendramini
📍 Cedarvale → St. Clair West

🚦 Waiting for the Light
⏰ 11:00am–12:00pm
👤 Malcolm Kennedy
📍 Spadina & St. Andrews

🚉 Caledonia Dreamin’
⏰ 10:00am–11:15am
👤 Jan Schotte
📍 Caledonia LRT Station

No registration required. Just show up, walk, and explore how transit infrastructure shapes everyday life in Toronto. #JanesWalkTO #TransitTO #OurStreetsOurStories

[Jane's Walk Toronto @JanesWalkTO]

🗣️ JANE’S WALK HIGHLIGHT THEME: ADVOCACY & POLITICS

We’re highlighting community walks connected through shared themes across the festival. This series focuses on housing justice, disability advocacy, surveillance, public space, grassroots organizing, displacement, and community power across Toronto. #OurStreetsOurStories

🟢 Friday, May 1

🗣️ Our Voices — Our Place: Collage, Sound, and Story Through the Divide
⏰ 6:30pm
👤 Cheryl Case, Happie Micah Edwards
📍 Little Jamaica / Cedarvale Station Plaza

🏘️ From Charity to Community Care: The Evolution of Fred Victor
⏰ 3:00pm–4:30pm
👤 Jane Eastwood, Cary Fagan
📍 Queen & Church → Moss Park

🔴 Saturday, May 2

♿ Raising Awareness with StopGap Foundation — One Step at a Time
⏰ 12:00pm–1:00pm
👤 Luke Anderson
📍 Kensington Market

✊ Sites of Resistance
⏰ 12:00pm–1:00pm
👤 Heather Spithoff, Bettina Harrigan, Victor Willis
📍 PARC → Parkdale

🏙️ Exploring Moss Park: A Neighbourhood in Transformation
⏰ 12:00pm
👤 Ahsen Bhatti
📍 Moss Park → Allan Gardens

🟣 Sunday, May 3

📹 The Surveillance Stroll
⏰ 1:00pm–2:00pm
👤 Jitka Bartošová, Aarushi Tripathi, Khasir Heanl
📍 Union Station → St. Andrew Station

✈️ Jets at the Island Airport?
⏰ 11:00am–12:00pm
👤 Norm Di Pasquale
📍 Queens Quay → Bathurst

🏠 There Are Homeless People Here?!
⏰ 2:30pm
👤 KL Sison
📍 New Toronto / Lakeshore Blvd

No registration required — just show up, walk, listen, and connect. #OurStreetsOurStories

[Jane's Walk Toronto @JanesWalkTO]

🎋 JANE’S WALK HIGHLIGHT THEME: ENVIRONMENT & SUSTAINABILITY

We’re highlighting community walks connected through shared themes across the festival. This series focuses on ecology, ravines, climate infrastructure, parks, restoration, public policy, and Toronto’s relationship with nature. #OurStreetsOurStories

🟢 Friday, May 1

🌿 Spotlight on Sustainable Development
⏰ 3:30pm–5:00pm
👤 Shayna Stott, Michelle Xuereb, Lisa Prime, Jeanne Ng
📍 Regent Park → Canary District
🌿 Our Streets & Stories at Guild Walk’s Monument Walk
⏰ 6:45pm–7:45pm
👤 John Mason
📍 Guildwood → Guild Park
🔴 Saturday, May 2
🌿 Parkdale Turrets and Towers
⏰ 9:00am–10:00am
👤 Eric A. Charron
📍 Wilson Park Rd → Parkdale

🌿 Biidaasige Park Wetland Walk with Turtle Protectors
⏰ 10:00am–11:30am
👤 Carolynne Crawley & Jenny Davis
📍 Old Fire Hall 30
🌿 Infrastructure of the Don Valley — Past, Present and Future
⏰ 10:00am–11:45am
👤 Andrew Simpson
📍 Don Mills → Don Valley
🌿 Rouge in Bloom
⏰ 10:00am–12:00pm
👤 Parks Canada guides
📍 Rouge National Urban Park
🌿 Protecting Toronto’s Environmentally Significant Areas
⏰ 10:30am–12:00pm
👤 Josh Wise & Karen Sun
📍 Taylor Creek

🌿 A Tour Through the Noise Bylaws
⏰ 11:00am–12:30pm
👤 Ingrid Buday
📍 Yorkville → Philosopher’s Walk

🌿 Jane’s Walk in The Meadoway
⏰ 1:00pm–2:30pm
👤 Eli Chin & Mary Jenkins
📍 Wexford Hydro Park
🌿 Between the New River and the Movies: Meet the Port Lands’ McCleary District
⏰ 2:30pm–4:30pm
👤 Julie Bogdanowicz + City of Toronto team
📍 Don Roadway → Commissioners St
🟣 Sunday, May 3
🌿 Habitat Histories of Toronto’s High Park
⏰ 10:00am–11:30am
👤 High Park Nature Centre Team
📍 High Park

🌿 The Making of Biidaasige Park
⏰ 10:00am–11:30am
👤 Danny Brown
📍 Biidaasige Park
🌿 Water, Industry and Restoration in the Don Valley
⏰ 10:00am–12:15pm
👤 Floyd Ruskin, John Wilson & Dr. Jennifer Bonnell
📍 Broadview → Evergreen Brick Works
🌿 Trillium Park: A Waterfront Walk with Ontario Place for All
⏰ 10:00am–11:30am
👤 Francesca
📍 Toronto Inukshuk Park
No registration required — just show up, walk, listen, and connect. #OurStreetsOurStories

[Jane's Walk Toronto @JanesWalkTO]

��� Reading Chinatown: Stories Behind the Signs
⏰ 3:00pm–4:30pm
👤 Walk Leaders: Rylie Lee, Savannah Cheung
📍 Start: AGO staircase, across from 346 Dundas St W
🏁 End: 337 Spadina Ave

🥮 Portuguese Natas (Custard Tarts) Tour along Rogers Road
⏰ 10:30am–12:00pm
👤 Walk Leader: Gio Restrepo
📍 Start: 579 Rogers Road
🏁 End: 440 Rogers Road

[Jane's Walk Toronto @JanesWalkTO]

JANE’S WALK HIGHLIGHT THEME: ARTS & CULTURE

We’re highlighting community walks connected through shared themes across the festival. This series focuses on arts, culture, public art, nightlife, food, architecture, and creative expression across Toronto. #OurStreetsOurStories

🟢 Friday, May 1

🎨 Public for Whom? Art Walk / Roll
⏰ 2:00pm–3:30pm
👤 Walk Leaders: Emily Gillespie, Adam Cohoon, Diane Kolin, Devon Ostrom
📍 Start: Clover Hill Park, 50 St. Joseph St
🏁 End: The Annex (Bloor & Brunswick)

🎨 Hidden Layers of Toronto
⏰ 7:00pm–8:45pm
👤 Walk Leader: Alex Sein (BeardedProf416)
📍 Start: Near the AGO, Couch Monster sculpture, The Grange
🏁 End: Near Graffiti Alley, Queen St W & Spadina

🌃 Toronto After Dark: Culture, Change & the Future of Nightlife
⏰ 9:30pm–10:30pm
👤 Walk Leaders: Travis Van Wyck & Cassandra Alves
📍 Start: Twilight Lane, west of Richmond St W & Simcoe St
🏁 End: King St between Bathurst and Spadina

🔴 Saturday, May 2

🛹 Skateboarding in Toronto’s Financial District
⏰ 1:00pm–3:00pm
👤 Walk Leaders: Ariel Stagni & Neill Sturgess
📍 Start: Nathan Phillips Square
🏁 End: Simcoe Park

No registration required — just show up, walk, listen, and connect. #OurStreetsOurStories

[Jane's Walk Toronto @JanesWalkTO]

🎨 Graffiti Alley
⏰ 12:30pm–1:15pm
👤 Walk Leader: Mathew Mac Lean
📍 Start: 585 Queen St W
🏁 End: Queen St W & Spadina

👗 Unmentionables: Beneath the Skirts of 19th Century Toronto
⏰ 11:00am–12:30pm
👤 Walk Leaders: Mackenzie House Museum staff
📍 Start: Mackenzie House Museum, 82 Bond St
🏁 End: King St and York St

🌳 Parks, Public Art and Hidden Places
⏰ 11:00am–12:30pm & 2:00pm–3:30pm
👤 Walk Leaders: Xinqi Wang, Christine Huynh
📍 Start: Eglinton Station, Yonge & Eglinton
🏁 End: Eglinton Park, Avenue Rd & Eglinton

🟣 Sunday, May 3

🖼️ Fort York Boulevard Art Walk
⏰ 10:00am–11:30am
👤 Walk Leader: Andrew Varden
📍 Start: Telegram Mews & Iceboat Terrace
🏁 End: June Callwood Park

[Jane's Walk Toronto @JanesWalkTO]

https://t.co/Ys9K9R0hf8

[Jane's Walk Toronto @JanesWalkTO]

🎨 JANE’S WALK HIGHLIGHT THEME: ARTS & CULTURE

We’re highlighting community walks connected through shared themes across the festival. This series focuses on arts, culture, nightlife, food, architecture, and creative expression across Toronto. #OurStreetsOurStories

🟢 Friday, May 1

🎨 Public for Whom? Art Walk / Roll
⏰ 2:00pm–3:30pm
👤 Emily Gillespie, Adam Cohoon, Diane Kolin, Devon Ostrom
📍 Clover Hill Park → The Annex

🎨 Hidden Layers of Toronto
⏰ 7:00pm–8:45pm
👤 Alex Sein (BeardedProf416)
📍 AGO / The Grange → Queen & Spadina

🌃 Toronto After Dark: Culture, Change & the Future of Nightlife
⏰ 9:30pm–10:30pm
👤 Travis Van Wyck & Cassandra Alves
📍 Richmond & Simcoe → King St W

🔴 Saturday, May 2

🛹 Skateboarding in Toronto’s Financial District
⏰ 1:00pm–3:00pm
👤 Ariel Stagni & Neill Sturgess
📍 Nathan Phillips Square → Simcoe Park

🎨 Graffiti Alley
⏰ 12:30pm–1:15pm
👤 Mathew Mac Lean
📍 585 Queen St W → Queen & Spadina

👗 Unmentionables: Beneath the Skirts of 19th Century Toronto
⏰ 11:00am–12:30pm
👤 Mackenzie House Museum staff
📍 Mackenzie House → King & York

🌳 Parks, Public Art and Hidden Places
⏰ 11:00am–12:30pm & 2:00pm–3:30pm
👤 Xinqi Wang & Christine Huynh
📍 Eglinton Station → Eglinton Park

🟣 Sunday, May 3

🖼️ Fort York Boulevard Art Walk
⏰ 10:00am–11:30am
👤 Andrew Varden
📍 CityPlace → June Callwood Park

🏮 Reading Chinatown: Stories Behind the Signs
⏰ 3:00pm–4:30pm
👤 Rylie Lee & Savannah Cheung
📍 AGO staircase → 337 Spadina Ave

🥮 Portuguese Natas Tour along Rogers Road
⏰ 10:30am–12:00pm
👤 Gio Restrepo
📍 579 Rogers Rd → 440 Rogers Rd

No registration required — just show up, walk, listen, and connect. #OurStreetsOurStories