Winding Roads poster
Where to stream

Winding Roads

8.019991h 30mMovieDrama

Three women encounter the toughest time of their lives.

DirectorTheodore Melfi
WritersTheodore Melfi·Kimberly Quinn
ProducersTheodore Melfi·Bryan Godwin

Where to watch

Not streaming yet
Check back soon

Winding Roads was released on October 7, 1999 but we couldn't find it on any streaming service yet. Rights can change — try again later.

Get the app to be notified

Cast · Directed by Theodore Melfi

KQKimberly Quinn
Kimberly Quinn
Rene Taylor
KB
Katrina Holden Bronson
Samantha Stafford
RHRachel Hunter
Rachel Hunter
Kelly Simons
JMJames Marsters
James Marsters
Billy Johnson
ASAdam Scott
Adam Scott
Brian Calhoun
MWMichael Weatherly
Michael Weatherly
Mick Simons
LSLiz Stauber
Liz Stauber
Waitress
CGCarlos Gómez
Carlos Gómez
Jesus

More from Kimberly Quinn · Lead actress

Grey's Anatomy
Grey's Anatomy
2005 · 8.2
House
House
2004 · 8.6
Two and a Half Men
Two and a Half Men
2003 · 7.4
Diagnosis: Murder
Diagnosis: Murder
1993 · 7.1
CSI: NY
CSI: NY
2004 · 7.3
Without a Trace
Without a Trace
2002 · 7.2
Strong Medicine
Strong Medicine
2000 · 7.4
The Secret Life of the American Teenager
The Secret Life of the American Teenager
2008 · 6.8
Hidden Figures
Hidden Figures
2016 · 8.0
Up All Night
Up All Night
2011 · 6.0
See all fromKimberly Quinn

More from Katrina Holden Bronson · Co-star actress

Death Wish 4: The Crackdown
Death Wish 4: The Crackdown
1987 · 5.7
The Uncanny
The Uncanny
1977 · 5.8
Last Exit to Earth
Last Exit to Earth
1996 · 5.6
Defying Gravity
Defying Gravity
1997 · 5.8
See all fromKatrina Holden Bronson

More from Theodore Melfi · Director

Hidden Figures
Hidden Figures
2016 · 8.0
St. Vincent
St. Vincent
2014 · 7.1
The Starling
The Starling
2021 · 6.9
The Black Ghiandola
The Black Ghiandola
2017 · 6.5
See all fromTheodore Melfi

More like this

Bastard Out of Carolina
Bastard Out of Carolina
1996 · 7.1
A Question of Faith
A Question of Faith
2017 · 7.5
The Safety of Objects
The Safety of Objects
2002 · 6.5
Helen
Helen
2009 · 6.5
El Chicano
El Chicano
2019 · 6.6
Goodbye June
Goodbye June
2025 · 6.5
Eleanor the Great
Eleanor the Great
2025 · 6.8
Hungry Hearts
Hungry Hearts
2015 · 6.5
Strange Weather
Strange Weather
2016 · 5.9
Gracie
Gracie
2007 · 6.2
The Padre
The Padre
2018 · 5.9
The Girl in the Book
The Girl in the Book
2015 · 5.8

Winding Roads — streaming FAQ

Which OTT platform streams Winding Roads?

Winding Roads isn't streaming anywhere in Canada yet.

Is Winding Roads on Netflix?

No, Winding Roads is not on Netflix in Canada as of October 2026.

Is Winding Roads on Amazon Prime Video?

No, Winding Roads isn't on Amazon Prime Video in Canada right now.

Where can I watch Winding Roads for free?

Winding Roads isn't streaming in Canada yet, so there's no way to watch it free at the moment.

What is the OTT release date for Winding Roads?

Winding Roads hasn't started streaming in Canada yet. Based on the typical 6–8 week theatrical-to-streaming window, we estimate it will arrive around November 25, 1999. This is a prediction, not a confirmed date.