‘The Pioneer Woman’ Ree Drummond’s Saddest Moments

The Pioneer Woman star Ree Drummond has shared her joys, triumphs, and sorrows with her faithful fans. Here are some of the saddest moments Drummond shared over the years.

Ree Drummond shared a moment of grief she experienced after her mother-in-law died

The Pioneer Woman Ree Drummond | Bryan Bedder/Getty Images for Hearst
The Pioneer Woman Ree Drummond | Bryan Bedder/Getty Images for Hearst

Drummond shared with her fans an unexpected moment of grief she experienced after catching the ending of the 1998 film Hope Floats. She says the film reminds her of when she had movie night with Ladd’s mother, Nan Drummond. They saw Hope Floats together and made a point to watch it whenever it was on TV. Drummond says when the movie aired after her mother-in-law passed away, and she began to cry. Here’s what Drummond posted on Instagram:

A couple of years after Ladd and I were married, his mom and I rented a movie (VHS!) and watched it one night. It starred Sandra Bullock and Harry Connick, Jr. and we loved every minute of it. A few years later, she was trying to remember the name of the movie because she wanted to watch it again.

“Remember that movie we watched that one time?” she said. “It was called ‘Ship of Hope’ or something?” I thought she was talking about Titanic. But then she said something about the guy who wore a cowboy hat who’s a singer in real life, and I was totally confused.

After about thirty minutes, I finally figured out she was talking about “Hope Floats.” We cracked up about Ship of Hope for years, and always watched it together whenever we caught it on TV. I just noticed it was on today, so I watched the last half hour and turned into a sobbing, blubbering mess. A completely unexpected, out-of-the-blue moment of grief…but a sweet one, too.

Ree Drummond’s dog died

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Lucy says hey.

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Drummond announced the death of her beloved basset hound Charlie in 2017. She loved Charlie so much she even released a series of children’s books based on his adventures. She also opened an ice cream shop named after him. Charlie died after a long battle with lymphoma. Drummond posted a heartfelt farewell to him on The Pioneer Woman blog.

Yesterday after church, it became very clear that the right time had come. Our wonderful local vet, Dr. Jan, who has taken care of Charlie since he was a pup, came out to the house so Charlie wouldn’t have to leave the ranch.

It was peaceful and quiet, and since Alex is home from college, she got to say goodbye to him. I’ve sobbed off and on ever since, mostly because of all the good memories of the best dog a family could ever, ever have. He lived a full life out here with the cows and the rabbits, and I’m so grateful he was ours.

Ladd Drummond’s grandmother died

Ladd Drummond’s grandmother, Edna, passed away in 2018. Ree Drummond posted a tribute to Edna on Facebook, praising her beauty and strength. “Edna Mae was beautiful, hardworking, supportive, strong, and selfless,” wrote Drummond. “She was here for my mother-in-law Nan’s battle with cancer—by her side until the day she died.”

Ree Drummond sent Paige Drummond off to college

Ree Drummond with her family | Monica Schipper/Getty Images for The Pioneer Woman Magazine
Ree Drummond with her family | Monica Schipper/Getty Images for The Pioneer Woman Magazine

In August 2018, Drummond shared the heartache she felt after seeing her daughter Paige off to college. Although the Food Network star felt joy about her daughter moving on to another level in life, she was also sad to let her go. Here’s what she posted on Instagram:

Red nose, trembling chin, tight throat, aching heart. Leaving your child at college is no picnic. I’ve done it once before and thought maybe this time would be a little easier. I think it’s a little harder. But through all the tears, I see this clearly: What a joy it is to usher her into the next stage of her life. Paige, I’m so grateful to be your mom.

Read more: ‘The Pioneer Woman’ Ree Drummond’s Best Comfort Food Recipes

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