Winding Roads poster
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Winding Roads

8.019991h 30mMovieDrama

Three women encounter the toughest time of their lives.

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

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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.

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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

House
House
2004 · 8.6
Grey's Anatomy
Grey's Anatomy
2005 · 8.2
Two and a Half Men
Two and a Half Men
2003 · 7.4
Without a Trace
Without a Trace
2002 · 7.2
CSI: NY
CSI: NY
2004 · 7.3
Diagnosis: Murder
Diagnosis: Murder
1993 · 7.1
The Secret Life of the American Teenager
The Secret Life of the American Teenager
2008 · 6.8
Strong Medicine
Strong Medicine
2000 · 7.4
Hidden Figures
Hidden Figures
2016 · 8.0
Ned & Stacey
Ned & Stacey
1995 · 7.2
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

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Winding Roads — streaming FAQ

Which OTT platform streams Winding Roads?

Winding Roads isn't streaming anywhere in United States yet.

Is Winding Roads on Netflix?

No, Winding Roads is not on Netflix in United States as of September 2026.

Is Winding Roads on Amazon Prime Video?

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

Where can I watch Winding Roads for free?

Winding Roads isn't streaming in United States 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 United States 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.