Benjamin Winston, the son of retired Milford pediatrician Dr. Bradley Winston, died in an automobile crash in South Carolina on May 16. Benjamin was 35.
According to the South Carolina Highway Patrol, Benjamin was riding in the front passenger seat of a 2025 Honda CR-V when, for an unknown reason, the vehicle left the roadway and struck a concrete barrier. Benjamin was pronounced dead at the scene. His wife, Lisa and sister, Rachel, were both severely injured in the crash. Benjamin and Lisa’s son, Jack was also in the vehicle but not hurt.
A GoFundMe has been set up for Lisa and Jack to help offset expenses.
“The loss of Ben is truly heartbreaking. Never has there been a dad as devoted to a little boy as Ben was to Jack. Ben stayed home with Jack, and they both took so much joy from their days together,” Jenny Winder and Lisa Hartwell wrote on the GoFundMe page. “The love Ben and Lisa shared was apparent to all, and they truly were perfect for each other. They complemented each other and were a great team.”
The GoFundMe has raised $45,904 toward the $50,000 goal. A second GoFundMe was set up for Ben’s sister, Rachel. It has raised $24,730 toward its $30.000 goal.
“While heading to meet up with the rest of the family, Rachel was in a car accident. She was airlifted from the scene and has undergone two successful surgeries. There are still several days of hospitalization ahead of her and a long healing process,” Jenny Winder wrote on the GoFundMe. “We are so grateful Rachel, her sister-in-law Lisa, and her nephew Jack survived. Unfortunately, Rachel’s brother Ben did not survive.”
On May 17, Lisa posted about the death of her husband on social media.
“It is with more sadness than I knew one person could bear that I regretfully share that my dearest husband, Benjamin, passed away in a car accident yesterday. I love Ben with everything I have and everything I am. He loved me and Jack endlessly. We recently had family photos taken, and his love and joy is so evident. I will treasure these moments forever,” she wrote. “I don’t know what the future looks like right now but I’m thankful to have a village helping care for me and Jack. We have so many wonderful people in our lives and as I figure out what we may need. I will share more details.”
Funeral arrangements for Benjamin have not been announced.

