1. Paul Anka (1941)

Canadian Singer-songwriter

Legendary singer-songwriter who released hits like "Put Your Head on my Shoulder," "You Are My Destiny," and "Diana." He wrote music for Tom Jones, including his biggest hit "She's a...

2. Leonard Cohen (1934)

Canadian Singer-songwriter

Juno Award-winning songwriter of intimate ballads such as "Suzanne" and "Hallelujah." He released over a dozen albums in a career that spanned from the 1960s into the 2010s.

3. Ron Sexsmith (1964)

Canadian Singer-songwriter

Canadian folk singer who was acclaimed in 2002 for his album Cobblestone Runway and who starred in the 2010 musical documentary Love Shines. He has recorded thirteen solo albums since...

4. Terry Jacks (1944)

Canadian Singer-songwriter

Singer-songwriter and environmental activist who formed The Poppy Family and who released the classic song "Seasons in the Sun."

5. Ken Tobias (1945)

Canadian Singer-songwriter

Canadian songwriter and singer whose popular songs include "Give a Little Love," "Fly Me High," and "Stay Awhile."

6. Neil Young (1945)

Canadian Singer-songwriter

Legendary folksinger responsible for songs including "Old Man," "Heart of Gold," "Harvest Moon," and "Alabama." Apart from his solo career, he was a member of the bands Buffalo Springfield and...

7. Alyssa Reid (1993)

Canadian Singer-songwriter

Canadian teen music sensation who first dominated the air waves with her single, "Alone Again." She has been featured on songs by artists like Jesse Labelle and Virginia to Vegas....

8. Martina Sorbara (1978)

Canadian Singer-songwriter

Canadian singer and songwriter who has been the lead singer for the band Dragonette.

9. Jane Siberry (1955)

Canadian Singer-songwriter

Toronto-born pop, jazz, and folk singer and songwriter. Her commercially successful and critically acclaimed albums include The Speckless Sky and No Borders Here.

10. Fefe Dobson (1985)

Canadian Singer-songwriter

Canadian singer who sang "Bye Bye Boyfriend" and has had many of her songs featured on TV and in advertisements. Her self-titled album was nominated for multiple Juno Awards. 

11. Mo Kenney (1990)

Canadian Singer-songwriter

Folk and pop singer and guitarist who was dubbed "Nova Scotia's rising star" by The Scene magazine early in her career. In 2013, she received Music Nova Scotia awards for...

12. Tal Bachman (1968)

Canadian Singer-songwriter

Canadian singer who had a breakout hit song called "She's So High," which was released in 1999 off his self-titled LP.

13. Martha Wainwright (1976)

Canadian Singer-songwriter

Martha Wainwright is a Canadian-American folk-rock singer-songwriter. She is the daughter of American folk singer and actor Loudon Wainwright III and Canadian folk singer-songwriter Kate McGarrigle. She was raised in...

14. Hawksley Workman (1975)

Canadian Singer-songwriter

Hawksley Workman is a Canadian rock singer-songwriter who has garnered critical acclaim for his blend of cabaret pop and glam rock. Workman has released eleven full length albums throughout his...

15. Lisa LeBlanc (1990)

Canadian Singer-songwriter

Lisa LeBlanc is an Acadian-Canadian singer-songwriter known for her enthusiastic Trash-folk performances. In March 2012 she released her eponymous first album.

16. Amy Lockwood (1987)

Canadian Singer-songwriter

Amanda Amy Lockwood is a Canadian actor comedian singer-songwriter. In 2004 she created produced and hosted the weekly sketch-comedy series The Amy Lockwood Project on Rogers Television. She is most...

17. Rob Heath (1953)

Canadian Singer-songwriter

Rob Heath is a Canadian singer-songwriter. He has released four studio albums since starting his career in the mid 1980s. He is actively performing in North America and accompanies his...

18. Rose Ranger (1976)

Canadian Singer-songwriter

Rose Ranger is a Canadian singer-songwriter. She studied at the American Academy of Dramatic Arts summer program and later studied in Vancouver with the Capilano University Theatre Company and VCC...

19. Catriona Sturton (1976)

Canadian Singer-songwriter

Catriona Sturton is an Ottawa Ontario–based singer songwriter and multi-instrumentalist. She has had a prolific career performing in bands such as Plumtree and collaborating with artists like Joel Plaskett Al...

20. Terry Tufts (1954)

Canadian Singer-songwriter

Terry Tufts is a Canadian singer-songwriter writing in many different musical genres.

21. Matt Masters (1976)

Canadian Singer-songwriter

Matt Masters is a singer songwriter and guitarist from Calgary Alberta Canada. He began his career in 1998. In 2007 two of his songs were featured on the TV program...

22. Michel Rivard (1951)

Canadian Singer-songwriter

Michel Rivard is a singer-songwriter and musician from Quebec. He was born in Montreal Quebec Canada. His father was an actor Robert Rivard. Michel began his career at an early...

23. Jimmy Rankin (1964)

Canadian Singer-songwriter

James Kevin Jimmy Rankin is a Canadian country and folk artist. A member of The Rankin Family Rankin has also released six solo albums Song Dog Handmade Edge of Day...

24. William Peter Randall (1964)

Canadian Singer-songwriter

Peter Randall is a Canadian musician and municipal politician. While studying recorded music production and general arts and science at Fanshawe College in London Ontario he hinted at a later...

25. Jim Witter (1964)

Canadian Singer-songwriter

Jim Witter born November 2 1964 in Hamilton Ontario Canada is an award winning country music and Christian music singer/songwriter. Ten of Witter's songs reached the top 10 on Canadian...

26. Jim Cuddy (1955)

Canadian Singer-songwriter

James Gordon Jim Cuddy is a Canadian singer-songwriter primarily associated with the band Blue Rodeo. He has also recorded three solo albums with the Jim Cuddy Band which features musicians...

27. Kim Barlow (1969)

Canadian Singer-songwriter

Kim Barlow is a Canadian folk music singer-songwriter based in Whitehorse Yukon.

28. Stefie Shock (1969)

Canadian Singer-songwriter

Stefie Shock is a Québécois singer-songwriter.

29. Bernard Adamus (1977)

Canadian Singer-songwriter

Bernard Adamus is a Canadian singer-songwriter based in Quebec whose music draws on folk blues country and hip-hop influences.

30. Kerri Woelke (1977)

Canadian Singer-songwriter

Kerri Woelke is a Folk/Roots/Alt-Country singer–songwriter from Winnipeg Manitoba Canada. She is currently represented by Signpost Music.

31. Tyler Yarema (1972)

Canadian Singer-songwriter

Tyler Richard Yarema is a Toronto-based singer/song-writer. A self-taught pianist Yarema’s early influences in music stem from the stride genre and he takes his cues from musicians such as Willie...

32. Dave McCann (singer-songwriter) (1972)

Canadian Singer-songwriter

Dave McCann is a Canadian based songwriter and performer from Peterborough Ontario Canada.

33. Skip Jensen (1967)

Canadian Singer-songwriter

Serge Gendron better known by the stage name Skip Jensen is a Canadian singer-songwriter and cartoonist raised in Lachine Montreal.

34. Tim Neufeld (1976)

Canadian Singer-songwriter

Tim Neufeld is a famous Canadian singer-songwriter, who was born on April 7, 1976 in Canada. According to Astrologers, Tim Neufeld's zodiac sign is Aries.
Tim Neufeld (born April 7, 1976)...

35. Suzie Vinnick (1970)

Canadian Singer-songwriter

Suzie Vinnick is a famous Canadian singer-songwriter, who was born on April 26, 1970 in Canada. According to Astrologers, Suzie Vinnick's zodiac sign is Taurus.
Vinnick is a six-time winner of...