The Yorkville Sound

“A city within a city — a way of life.”

Step into the cafés, basements, and smoky clubs of 1960s Toronto, where a cultural and musical revolution was brewing on every corner. Long before gentrification transformed it into a luxury address, Yorkville Village was alive with defiance, creativity, and possibility. It was where a generation of Canadian musicians — folk singers, soul shouters, psychedelic rockers — gathered to find their voices and light the fuse of a new national sound.

By day, Yorkville was a countercultural magnet: poets, protesters, draft dodgers, mystics, and misfits lined the sidewalks. By night, it erupted into a sonic free-for-all. On any given block, you’d see mods in paisley and go-go boots, rockers in leather and denim, hippies in hand-stitched vests, and bikers revving Harleys outside The Night Owl — all drawn to the music pouring from legendary venues like The Riverboat, El Patio, The Purple Onion, The Mynah Bird, and The Penny Farthing.

The Yorkville Sound wasn’t just one style. It was a collision of folk, blues, R&B, protest music, and psychedelia — and it echoed the social tensions of its time. Within these few city blocks, you could hear:

Joni Mitchell debuting haunting originals at The Riverboat

Jackie Shane belting soul classics with fierce charisma

Shirley Matthews carrying the torch from pop stardom to clubland

The Paupers and The Ugly Ducklings cranking up the fuzz

Bonnie Dobson, Fraser & DeBolt, and David Wiffen crafting poetic, personal truths

Neil Young and Rick James jamming with The Mynah Birds

3’s a Crowd, The Churls, The Magic Cycle, and more pushing boundaries with psychedelic flair

It was a movement without a manifesto — just a shared hunger for freedom, for change, for noise. Many of its artists went on to national or international acclaim: Gordon Lightfoot, Buffy Sainte-Marie, Bruce Cockburn, Murray McLauchlan, David Clayton-Thomas, and Leonard Cohen, among others.

This playlist brings together over 50 artists, around 150 records, and more than 650 tracks — an unprecedented dive into the heartbeat of Toronto’s Yorkville scene. From fuzzed-out rarities to iconic debuts, many of these sides were originally released on now-obscure Canadian labels like Allied, Yorktown, Columbia Canada, and Red Leaf. These aren’t just songs — they’re sonic time capsules. Together, they trace the arc of a cultural uprising, when a few electrified blocks of Yorkville lit up as one of the most musically alive places in North America.

Welcome to Yorkville.
Light some incense, drop the needle — and listen to a revolution.

3’s a Crowd, A Passing Fancy, The Amen, Leigh Ashford, Lenny Breau, Terry Black, The Big Town Boys, Bonnie Dobson, Bruce Cockburn, David Clayton‑Thomas, Leonard Cohen, The Churls, TheCycle (Magic Cycle), Dee and the Yeomen, Edward Bear, Fraser & DeBolt, Influence, Ian & Sylvia Tyson, Jackie Shane, Jay Telfer, Jon‑Lee Group, Just Us, Joni Mitchell, Kensington Market, Bobby Kris and the Imperials, Gordon Lightfoot, Lords of London, Luke & the Apostles, Mandala, Shirley Matthews, Murray McLauchlan, Susan Taylor, Mynah Birds, Nucleus, Rabble, Ritchie Knight and The Mid‑Knights, Rising Sons, Ronnie Hawkins, The Paupers, The Quiet Jungle, The Shays, The Stitch In Tyme, The Sugar Shoppe, Smith, Grant & the Power, The Ugly Ducklings, Two Tones, David Wiffen

150

Ugly Ducklings - ST

652

Jack London & the Sparrows - ST

791

Dee and the Yeomen - Say Baby (Who Am I) b/w You Should Know It (picture sleeve)

889

Sugar Shoppe

942

Rising Sons - The Land of 1000 Dances b/w Don't Look Away

1089

Bonnie Dobson - ST

1096

Two Tones (Gordon Lightfoot and Terry (Thomas Phillip) Whelan) / Live at the Village Corner (with Terry Whelan)

1274

3's a Crowd Dunhill promo

1275

3's a Crowd RPM Weekly

1276

3's a Crowd with Mama Cass

1277

3's a Crowd promo

1279

Bobby Kris and the Imperials - She Belongs to Me b/w A Year From Today

Tracks

Artist Track Title
3's a Crowd View From Pompus Head Christophers Movie Matinee
Wiffen, David Courtin' in the Kitchen Live at the Bunkhouse
Mynah Birds Go On & Cry Lost Motown Tracks & Studio Outtakes
McLauchlan, Murray I Would Call You My Friend Songs From The Street
Churls Fish on a Line ST
Quiet Jungle Everything Ship of Dreams b/w Everything
Cohen, Leonard Sisters of Mercy Songs of Leonard Cohen
Tyson, Ian & Sylvia Un Canadien Errant ST
Tyson, Ian & Sylvia Hey What About Me Play One More
Shane, Jackie Don't Play That Song Don't Play That Song b/w Barefootin'
Compilation The Paupers - For What I Am Somethin' Else!
Breau, Lenny Bluesette The Velvet Touch Of Lenny Breau-Live!
Lightfoot, Gordon Intro to 'Changes' Live at Le Hibou, Ottawa, Ontario, Jan 27, 1966
3's a Crowd Let's Get Together Christophers Movie Matinee
Compilation The Stitch In Tyme - Dry Your Eyes CTV's After Four
3's a Crowd Coat of Colors Christophers Movie Matinee
Cohen, Leonard Winter Lady Songs of Leonard Cohen
Shane, Jackie Knock On Wood Live!
Mitchell, Joni Cactus Tree Song to a Seagull
Clayton-Thomas, David Done Somebody Wrong Sings Like It Is!
Hawkins, Ronnie Matchbox Mojo Man
Lightfoot, Gordon Turn Turn Turn Live at La Cave, Cleveland, Ohio, May 8, 1965
Sugar Shoppe Poor Papa ST
Tyson, Ian & Sylvia Long Lonesome Road Four Strong Winds
Lightfoot, Gordon Intro to The Auctioneer Live at Le Hibou, Ottawa, Ontario, Jan 27, 1966
Shane, Jackie In My Tenement In My Tenement b/w Comin' Down
Clayton-Thomas, David Hey Hey Hey Sings Like It Is!
Paupers Let Me Be Magic People
Tyson, Ian & Sylvia Moonshine Can Northern Journey
A Passing Fancy I'm Losing Tonight I'm Losing Tonight b/w A Passing Fancy
Tyson, Ian & Sylvia Awake me Drowsy Sleepers Early Morning Rain
Breau, Lenny Indian Reflections For Ravi The Velvet Touch Of Lenny Breau-Live!
Tyson, Ian & Sylvia Marlborough Street Blues Early Morning Rain
Kensington Market Speaking of Dreams Avenue Road (version 2)
Cohen, Leonard Hey, That's No Way to Say Goodbye Songs of Leonard Cohen
Edward Bear Cinder Dream Bearings
Dobson, Bonnie I'm Your Woman ST
Smith, Grant & the Power 99 1/2 Keep on Running
Breau, Lenny Tuning Time The Velvet Touch Of Lenny Breau-Live!
Majestics Keep Me Hangin' On Instrumental R&B
Compilation Ugly Ducklings - Gaslight Yorkville Evolution: Sonus Evolvens
Lightfoot, Gordon For Lovin' Me Live at Le Hibou, Ottawa, Ontario, Jan 27, 1966
Lightfoot, Gordon Canadian Railroad Trilogy The Way I Feel
Kensington Market Half Closed Eyes Aardvark
Lightfoot, Gordon Go-Go Round The Way I Feel
Compilation The Paupers - Sooner than Soon Somethin' Else!
Tyson, Ian & Sylvia Big River Lovin' Sound
Mitchell, Joni The Last Time I Saw Richard Blue
Compilation Ronnie Hawkins - Mary Jane CTV's After Four
Sugar Shoppe Privilege ST
Ashford, Leigh Mighty Fine Cookin' Kinfolk
Paupers Free as a Bird For What I Am b/w Free as a Bird
London, Jack & the Sparrows You Don’t Want Me Now ST
Tyson, Ian & Sylvia Four Rode By Northern Journey
Clayton-Thomas, David Poison Ivy Sings Like It Is!
Paupers Southdown Road Ellis Island
Tyson, Ian & Sylvia Rocks And Gravel ST
Hawkins, Ronnie Further on up the Road Mojo Man
Rabble Too Bad Give Us Back Elaine!
Ugly Ducklings Windy City (Noise at the North End) Somewhere Outside (Multicoloured label)
Sugar Shoppe The Attitude ST
Kensington Market Have You Come to See Aardvark
Mitchell, Joni Ladies of the Canyon Ladies of the Canyon
Tyson, Ian & Sylvia Travelling Drummer Early Morning Rain
Edward Bear Fool Bearings
Ugly Ducklings She Ain't No Use to Me She Ain't No Use to Me b/w 10:30 Train
McLauchlan, Murray Honky Red Songs From The Street
Ugly Ducklings Do What You Want Somewhere Outside (Multicoloured label)
Churls Think I Can't Live Without You ST
Two Tones Kilgarry Mountain Live at the Village Corner
Mitchell, Joni That Song About the Midway Clouds
Compilation The Sugar Shoppe - If I Were A Carpenter CTV's After Four
A Passing Fancy She Phoned I Believe in Sunshine b/w She Phoned
Compilation Little Caesar and The Consuls - Finger Poppin' Time Yorkville Evolution: Sonus Evolvens
Paupers Our Rainy Day Magic People
McLauchlan, Murray Ranchero's Lament Songs From The Street
Smith, Grant & the Power Keep On Running Keep on Running
Knight, Ritchie & the Mid-Knights Work Song That's All Right b/w Work Song (picture sleeve)
McLauchlan, Murray Back on the Street Songs From The Street
Majestics Sad Song The Soul King Otis Redding A Tribute
Lightfoot, Gordon Gordon Lightfoot - Turn, Turn, Turn Folk Songs by Malka & Joso with Adam Timoon & Gordon Lightfoot comp
Two Tones Copper Kettle Live at the Village Corner
London, Jack & the Sparrows Take it Slow (vocal by Jerry Edmonton) ST
Compilation David Clayton-Thomas - A Hog for You Baby Somethin' Else!
Clayton-Thomas, David Boom Boom And The Shays À Go-Go
Influence Natural Impulse ST
Mitchell, Joni California Blue
Clayton-Thomas, David Brainwashed Sings Like It Is!
Clayton-Thomas, David Brain Washed Brain Washed b/w Barbie-Lee
Tyson, Ian & Sylvia Short Grass Play One More
Tyson, Ian & Sylvia Ella Speed Four Strong Winds
TheCycle (Magic Cycle) It Was You Give Me The Right b/w It Was You
Breau, Lenny The Claw The Velvet Touch Of Lenny Breau-Live!
Clayton-Thomas, David Send Her Home Sings Like It Is!
Knight, Ritchie & the Mid-Knights One Good Reason One Good Reason b/w My Kind Of Love
Cohen, Leonard Diamonds in the Mine Songs of Love and Hate
Compilation Bonnie & Clyde - Kazoo CTV's After Four
Wiffen, David Four in the Mornin' Live at the Bunkhouse
Majestics Ol' Man Trouble The Soul King Otis Redding A Tribute
Hawkins, Ronnie Will The Circle Be Unbroken ST

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