Craig Conover

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After the successful launch of his company, Sewing Down South, Craig is trading in his loafers for a pair of ski boots. With his professional life prospering, Craig is now taking the time to focus on what he really wants in his personal life. For years, he has thrived in the bachelor lifestyle, but now is ecstatic to have a serious girlfriend. Craig is determined to help his best buddy, Austen, move on from his recent breakup in a house full of single ladies.

Kathryn Dennis
@kathryndennis

Kathryn Dennis
@kathryndennis

Kathryn’s life has been full of ups and downs over the past decade, and it is not slowing down anytime soon. After losing her mother to cancer, Kathryn inherited a townhouse and she has been working hard to push through the sad memories to make it feel like home for her two children, Kensie and Saint. Just when all seems to be falling into place around her, Kathryn is forced to answer to a string of questionable mishaps that leave her friends doubting her motives. When the pandemic hits, she is forced to learn who her real friends are.

Read more
Austen Kroll
@AustenKroll

Austen Kroll
@AustenKroll

Austen is an adventurous spirit and entrepreneur who comes to Stowe with a lot on his plate. Trailing a chaotic year involving a dramatic breakup and hustling to launch his own craft beer, he is looking forward to a well-deserved vacation, but quickly finds himself in the middle of some unexpected romantic drama.

Read more
Craig Conover
@C_Conover

Craig Conover
@C_Conover

After the successful launch of his company, Sewing Down South, Craig is trading in his loafers for a pair of ski boots. With his professional life prospering, Craig is now taking the time to focus on what he really wants in his personal life. For years, he has thrived in the bachelor lifestyle, but now is ecstatic to have a serious girlfriend. Craig is determined to help his best buddy, Austen, move on from his recent breakup in a house full of single ladies.

Read more
Shep Rose
@ShepRose

Shep Rose
@ShepRose

Shep finds himself on the road to redemption, following a year that he is not proud of. Looking to right his wrongs and mend fences with those he has hurt, he is working toward a renewed, humbled perspective on life. Little Craig (the dog) has been a beacon of happiness throughout the process. In a twist almost no one saw coming, Shep has a girlfriend…and he may have finally found the one.

Read more
Leva Bonaparte

Leva Bonaparte

Admittedly a bit complicated, Leva’s life is one of culturally-diverse experiences. She is Persian and was born in India, but spent her years growing up in Canada and Bolivia. She began traveling to the Deep South after her family’s multi-national business expanded into Charleston 18 years ago. It was there that she met her husband Lamar, a Charleston native with whom she shares a two-year old son. Aside from being mom and dad, she and Lamar are also business partners dominating the Charleston nightlife and hospitality scene. This season, Leva is on a quest to alter the social landscape of her adopted hometown, advocating for a “new south” that embraces her family’s varied culture and promises a brighter future. After years of mingling with the charmers in the same social circles, she does not shy away from tough conversations with her friends and unapologetically calls them out in the hope of shifting their perspectives.

Read more
Madison LeCroy

Madison LeCroy

Born in Greenville, SC, Madison has experienced everything that the low country has to offer. She attended the Carolina College of Hair Design at a young age to pursue her passion for hair and makeup artistry. After years spent moving up the ranks, she is now the most sought-after hair and makeup artist in Charleston, SC. She currently owns a thriving downtown salon and has her sights set on expanding the space and giving life to her vision. Though Madison values her career and has enjoyed much success in the beauty industry, there is nothing more important to her than being a mother to her eight-year-old son Hudson. When she is not working, she and her son can be found fishing, working on school projects, and watching his favorite movies. He is her biggest fan and her goal in life is to guide him toward becoming a great man. This season, she finds herself at a crossroad in her relationship with Austen, which is only made more complicated by her butting heads with Shep.

Read more
John Pringle

John Pringle

A seventh-generation Charleston native, John attended the University of Georgia, where he became good friends with Shep, and remains an avid Bulldogs fan to this day. After college, he left for NYC to learn the family commodity business firsthand. His life in the city inspired his passion for songwriting, which led to the release of his first LP “Strange Points of View.” John went on to record two EPs – “Midnight Mass on the Williamsburg Bridge” and “Simple Act” – and toured extensively behind them. Though his music led him down a transient path, John feels his life truly began in Los Angeles with the birth of his first son Quinn and younger son Asher, who arrived 16 months later. Though his marriage to ex-wife Heidi was short-lived, they remain friends who co-parent to the best of their abilities. New opportunities bring John back to Charleston this year, as he looks to return the family business to the place where the Pringles have long-thrived. He still enjoys playing music and hopes to perform live shows now that he is home.

Read more

Kathryn Dennis
@kathryndennis

Kathryn Dennis
@kathryndennis

Kathryn’s life has been full of ups and downs over the past decade, and it is not slowing down anytime soon. After losing her mother to cancer, Kathryn inherited a townhouse and she has been working hard to push through the sad memories to make it feel like home for her two children, Kensie and Saint. Just when all seems to be falling into place around her, Kathryn is forced to answer to a string of questionable mishaps that leave her friends doubting her motives. When the pandemic hits, she is forced to learn who her real friends are.

Read more
Austen Kroll
@AustenKroll

Austen Kroll
@AustenKroll

Austen is an adventurous spirit and entrepreneur who comes to Stowe with a lot on his plate. Trailing a chaotic year involving a dramatic breakup and hustling to launch his own craft beer, he is looking forward to a well-deserved vacation, but quickly finds himself in the middle of some unexpected romantic drama.

Read more
Craig Conover
@C_Conover

Craig Conover
@C_Conover

After the successful launch of his company, Sewing Down South, Craig is trading in his loafers for a pair of ski boots. With his professional life prospering, Craig is now taking the time to focus on what he really wants in his personal life. For years, he has thrived in the bachelor lifestyle, but now is ecstatic to have a serious girlfriend. Craig is determined to help his best buddy, Austen, move on from his recent breakup in a house full of single ladies.

Read more
Shep Rose
@ShepRose

Shep Rose
@ShepRose

Shep finds himself on the road to redemption, following a year that he is not proud of. Looking to right his wrongs and mend fences with those he has hurt, he is working toward a renewed, humbled perspective on life. Little Craig (the dog) has been a beacon of happiness throughout the process. In a twist almost no one saw coming, Shep has a girlfriend…and he may have finally found the one.

Read more
Leva Bonaparte

Leva Bonaparte

Admittedly a bit complicated, Leva’s life is one of culturally-diverse experiences. She is Persian and was born in India, but spent her years growing up in Canada and Bolivia. She began traveling to the Deep South after her family’s multi-national business expanded into Charleston 18 years ago. It was there that she met her husband Lamar, a Charleston native with whom she shares a two-year old son. Aside from being mom and dad, she and Lamar are also business partners dominating the Charleston nightlife and hospitality scene. This season, Leva is on a quest to alter the social landscape of her adopted hometown, advocating for a “new south” that embraces her family’s varied culture and promises a brighter future. After years of mingling with the charmers in the same social circles, she does not shy away from tough conversations with her friends and unapologetically calls them out in the hope of shifting their perspectives.

Read more
Madison LeCroy

Madison LeCroy

Born in Greenville, SC, Madison has experienced everything that the low country has to offer. She attended the Carolina College of Hair Design at a young age to pursue her passion for hair and makeup artistry. After years spent moving up the ranks, she is now the most sought-after hair and makeup artist in Charleston, SC. She currently owns a thriving downtown salon and has her sights set on expanding the space and giving life to her vision. Though Madison values her career and has enjoyed much success in the beauty industry, there is nothing more important to her than being a mother to her eight-year-old son Hudson. When she is not working, she and her son can be found fishing, working on school projects, and watching his favorite movies. He is her biggest fan and her goal in life is to guide him toward becoming a great man. This season, she finds herself at a crossroad in her relationship with Austen, which is only made more complicated by her butting heads with Shep.

Read more
John Pringle

John Pringle

A seventh-generation Charleston native, John attended the University of Georgia, where he became good friends with Shep, and remains an avid Bulldogs fan to this day. After college, he left for NYC to learn the family commodity business firsthand. His life in the city inspired his passion for songwriting, which led to the release of his first LP “Strange Points of View.” John went on to record two EPs – “Midnight Mass on the Williamsburg Bridge” and “Simple Act” – and toured extensively behind them. Though his music led him down a transient path, John feels his life truly began in Los Angeles with the birth of his first son Quinn and younger son Asher, who arrived 16 months later. Though his marriage to ex-wife Heidi was short-lived, they remain friends who co-parent to the best of their abilities. New opportunities bring John back to Charleston this year, as he looks to return the family business to the place where the Pringles have long-thrived. He still enjoys playing music and hopes to perform live shows now that he is home.

Read more

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Winter House Season 1 Bodyshot Craig

Craig Conover

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Southern Charm

After the successful launch of his company, Sewing Down South, Craig is trading in his loafers for a pair of ski boots. With his professional life prospering, Craig is now taking the time to focus on what he really wants in his personal life. For years, he has thrived in the bachelor lifestyle, but now is ecstatic to have a serious girlfriend. Craig is determined to help his best buddy, Austen, move on from his recent breakup in a house full of single ladies.

Latest About Craig

The Winter House Crew Plays Marry, F---, Kill

Digital Original

The Winter House Crew Plays Marry, F---, Kill

The Winter House Crew Plays Marry, F---, Kill

Digital Original

The Winter House Crew Plays Marry, F---, Kill

Watch Now 5 days ago

Daily Dish Austen Madison Update

We Have an Update on Austen's Relationship with Madison

Daily Dish Austen Madison Update

We Have an Update on Austen's Relationship with Madison

Read Now 1 week ago

Daily Dish Kyle Amanda Paige Craig

Kyle and Amanda Spill the Tea on Craig and Paige

Daily Dish Kyle Amanda Paige Craig

Kyle and Amanda Spill the Tea on Craig and Paige

Read Now 1 week ago

Style Living Winter House Paige Desorbo Craig Cabinet

Paige Shows the "Craig Cabinet" in Her NYC Apartment

Style Living Winter House Paige Desorbo Craig Cabinet

Paige Shows the "Craig Cabinet" in Her NYC Apartment

Read Now 1 week ago

Daily Dish Craig Conover Paige Desorbo Relationship Winter House

We Rounded Up Adorable Photos of Paige and Craig

Daily Dish Craig Conover Paige Desorbo Relationship Winter House

We Rounded Up Adorable Photos of Paige and Craig

Read Now 2 weeks ago

Daily Dish Andrea Paige Relationship Update

Andrea Sets the Record Straight About Paige Romance

Daily Dish Andrea Paige Relationship Update

Andrea Sets the Record Straight About Paige Romance

Read Now 2 weeks ago

Daily Dish Craig Conover Paige Desorbo Relationship Instagram Official

Paige Is Waiting to Do One Thing with Craig

Daily Dish Craig Conover Paige Desorbo Relationship Instagram Official

Paige Is Waiting to Do One Thing with Craig

Read Now 3 weeks ago

The Cast

Kathryn Dennis
@kathryndennis

Kathryn Dennis
@kathryndennis

Kathryn’s life has been full of ups and downs over the past decade, and it is not slowing down anytime soon. After losing her mother to cancer, Kathryn inherited a townhouse and she has been working hard to push through the sad memories to make it feel like home for her two children, Kensie and Saint. Just when all seems to be falling into place around her, Kathryn is forced to answer to a string of questionable mishaps that leave her friends doubting her motives. When the pandemic hits, she is forced to learn who her real friends are.

Read more
Austen Kroll
@AustenKroll

Austen Kroll
@AustenKroll

Austen is an adventurous spirit and entrepreneur who comes to Stowe with a lot on his plate. Trailing a chaotic year involving a dramatic breakup and hustling to launch his own craft beer, he is looking forward to a well-deserved vacation, but quickly finds himself in the middle of some unexpected romantic drama.

Read more
Craig Conover
@C_Conover

Craig Conover
@C_Conover

After the successful launch of his company, Sewing Down South, Craig is trading in his loafers for a pair of ski boots. With his professional life prospering, Craig is now taking the time to focus on what he really wants in his personal life. For years, he has thrived in the bachelor lifestyle, but now is ecstatic to have a serious girlfriend. Craig is determined to help his best buddy, Austen, move on from his recent breakup in a house full of single ladies.

Read more
Shep Rose
@ShepRose

Shep Rose
@ShepRose

Shep finds himself on the road to redemption, following a year that he is not proud of. Looking to right his wrongs and mend fences with those he has hurt, he is working toward a renewed, humbled perspective on life. Little Craig (the dog) has been a beacon of happiness throughout the process. In a twist almost no one saw coming, Shep has a girlfriend…and he may have finally found the one.

Read more
Leva Bonaparte

Leva Bonaparte

Admittedly a bit complicated, Leva’s life is one of culturally-diverse experiences. She is Persian and was born in India, but spent her years growing up in Canada and Bolivia. She began traveling to the Deep South after her family’s multi-national business expanded into Charleston 18 years ago. It was there that she met her husband Lamar, a Charleston native with whom she shares a two-year old son. Aside from being mom and dad, she and Lamar are also business partners dominating the Charleston nightlife and hospitality scene. This season, Leva is on a quest to alter the social landscape of her adopted hometown, advocating for a “new south” that embraces her family’s varied culture and promises a brighter future. After years of mingling with the charmers in the same social circles, she does not shy away from tough conversations with her friends and unapologetically calls them out in the hope of shifting their perspectives.

Read more
Madison LeCroy

Madison LeCroy

Born in Greenville, SC, Madison has experienced everything that the low country has to offer. She attended the Carolina College of Hair Design at a young age to pursue her passion for hair and makeup artistry. After years spent moving up the ranks, she is now the most sought-after hair and makeup artist in Charleston, SC. She currently owns a thriving downtown salon and has her sights set on expanding the space and giving life to her vision. Though Madison values her career and has enjoyed much success in the beauty industry, there is nothing more important to her than being a mother to her eight-year-old son Hudson. When she is not working, she and her son can be found fishing, working on school projects, and watching his favorite movies. He is her biggest fan and her goal in life is to guide him toward becoming a great man. This season, she finds herself at a crossroad in her relationship with Austen, which is only made more complicated by her butting heads with Shep.

Read more
John Pringle

John Pringle

A seventh-generation Charleston native, John attended the University of Georgia, where he became good friends with Shep, and remains an avid Bulldogs fan to this day. After college, he left for NYC to learn the family commodity business firsthand. His life in the city inspired his passion for songwriting, which led to the release of his first LP “Strange Points of View.” John went on to record two EPs – “Midnight Mass on the Williamsburg Bridge” and “Simple Act” – and toured extensively behind them. Though his music led him down a transient path, John feels his life truly began in Los Angeles with the birth of his first son Quinn and younger son Asher, who arrived 16 months later. Though his marriage to ex-wife Heidi was short-lived, they remain friends who co-parent to the best of their abilities. New opportunities bring John back to Charleston this year, as he looks to return the family business to the place where the Pringles have long-thrived. He still enjoys playing music and hopes to perform live shows now that he is home.

Read more

Kathryn Dennis
@kathryndennis

Kathryn Dennis
@kathryndennis

Kathryn’s life has been full of ups and downs over the past decade, and it is not slowing down anytime soon. After losing her mother to cancer, Kathryn inherited a townhouse and she has been working hard to push through the sad memories to make it feel like home for her two children, Kensie and Saint. Just when all seems to be falling into place around her, Kathryn is forced to answer to a string of questionable mishaps that leave her friends doubting her motives. When the pandemic hits, she is forced to learn who her real friends are.

Read more
Austen Kroll
@AustenKroll

Austen Kroll
@AustenKroll

Austen is an adventurous spirit and entrepreneur who comes to Stowe with a lot on his plate. Trailing a chaotic year involving a dramatic breakup and hustling to launch his own craft beer, he is looking forward to a well-deserved vacation, but quickly finds himself in the middle of some unexpected romantic drama.

Read more
Craig Conover
@C_Conover

Craig Conover
@C_Conover

After the successful launch of his company, Sewing Down South, Craig is trading in his loafers for a pair of ski boots. With his professional life prospering, Craig is now taking the time to focus on what he really wants in his personal life. For years, he has thrived in the bachelor lifestyle, but now is ecstatic to have a serious girlfriend. Craig is determined to help his best buddy, Austen, move on from his recent breakup in a house full of single ladies.

Read more
Shep Rose
@ShepRose

Shep Rose
@ShepRose

Shep finds himself on the road to redemption, following a year that he is not proud of. Looking to right his wrongs and mend fences with those he has hurt, he is working toward a renewed, humbled perspective on life. Little Craig (the dog) has been a beacon of happiness throughout the process. In a twist almost no one saw coming, Shep has a girlfriend…and he may have finally found the one.

Read more
Leva Bonaparte

Leva Bonaparte

Admittedly a bit complicated, Leva’s life is one of culturally-diverse experiences. She is Persian and was born in India, but spent her years growing up in Canada and Bolivia. She began traveling to the Deep South after her family’s multi-national business expanded into Charleston 18 years ago. It was there that she met her husband Lamar, a Charleston native with whom she shares a two-year old son. Aside from being mom and dad, she and Lamar are also business partners dominating the Charleston nightlife and hospitality scene. This season, Leva is on a quest to alter the social landscape of her adopted hometown, advocating for a “new south” that embraces her family’s varied culture and promises a brighter future. After years of mingling with the charmers in the same social circles, she does not shy away from tough conversations with her friends and unapologetically calls them out in the hope of shifting their perspectives.

Read more
Madison LeCroy

Madison LeCroy

Born in Greenville, SC, Madison has experienced everything that the low country has to offer. She attended the Carolina College of Hair Design at a young age to pursue her passion for hair and makeup artistry. After years spent moving up the ranks, she is now the most sought-after hair and makeup artist in Charleston, SC. She currently owns a thriving downtown salon and has her sights set on expanding the space and giving life to her vision. Though Madison values her career and has enjoyed much success in the beauty industry, there is nothing more important to her than being a mother to her eight-year-old son Hudson. When she is not working, she and her son can be found fishing, working on school projects, and watching his favorite movies. He is her biggest fan and her goal in life is to guide him toward becoming a great man. This season, she finds herself at a crossroad in her relationship with Austen, which is only made more complicated by her butting heads with Shep.

Read more
John Pringle

John Pringle

A seventh-generation Charleston native, John attended the University of Georgia, where he became good friends with Shep, and remains an avid Bulldogs fan to this day. After college, he left for NYC to learn the family commodity business firsthand. His life in the city inspired his passion for songwriting, which led to the release of his first LP “Strange Points of View.” John went on to record two EPs – “Midnight Mass on the Williamsburg Bridge” and “Simple Act” – and toured extensively behind them. Though his music led him down a transient path, John feels his life truly began in Los Angeles with the birth of his first son Quinn and younger son Asher, who arrived 16 months later. Though his marriage to ex-wife Heidi was short-lived, they remain friends who co-parent to the best of their abilities. New opportunities bring John back to Charleston this year, as he looks to return the family business to the place where the Pringles have long-thrived. He still enjoys playing music and hopes to perform live shows now that he is home.

Read more

1 2 3 4 5 6 7

1/7