News Summary
Dwight Bolling, a cherished educator in Virginia Beach, passed away at 76, leaving behind a legacy of laughter, love, and dedication to his family and students. Known for his outdoor passions and commitment to education, Dwight inspired many throughout his 45-year teaching career. His devotion to family, friends, and community will be remembered fondly by those who knew him.
Virginia Beach – Dwight Bolling, a beloved educator and family man, passed away at the age of 76 on August 23, 2025. Known for his humor, cheerful spirit, and deep love for his family, Dwight left behind a legacy that touched the lives of many, especially his students and loved ones.
Born on August 20, 1949, in Virginia Beach, Dwight spent his entire life in the coastal city he cherished. Married for 59 years to Connie D. Bolling, their relationship was characterized by unwavering devotion, laughter, and care. Together, they raised three children: Shawn, Nathan, and Ian, instilling values of pride and closeness that would resonate throughout their lives. Dwight was also a dedicated grandfather, enjoying cherished moments with his seven grandchildren: Aidan, Anna, Charlotte, Eliot, Luke, Samuel, and Valerie.
As a lifelong resident of Virginia Beach, Dwight’s love for the outdoors was evident as he grew up surfing, a passion he passed to his children. In addition to his outdoor activities, he was a competitive athlete, achieving distinction in tennis where he won multiple national championships. His athletic prowess extended to other sports such as softball, bowling, and skiing. Later in life, Dwight became an avid supporter of various sports teams including the Commanders, Seminoles, Dodgers, and Celtics, sharing this enthusiasm for sports and recreation with his family.
Education played a pivotal role in Dwight’s life. He was the first in his family to graduate from college, earning a Master’s degree in Sociology from Florida State University. Over a span of 45 years, he dedicated himself to teaching at several institutions including Tidewater Community College, St. Leo’s College, and Virginia Wesleyan University. Dwight was more than just a professor; he served as a mentor for many, demonstrating a belief in the potential of his students. Numerous former students expressed how Dwight had positively impacted their lives, a testament to his dedication to education.
Dwight was preceded in death by his parents, Homer and Callie Reathel Bolling, and his brother, Gerald Bolling. He was raised with strong values such as truth, reliability, and understanding, which he imparted to his family and students alike. His commitment to these principles and his warm spirit endeared him to those who knew him.
In honoring Dwight’s memory, those who wish to commemorate his life can make donations to The Surfrider Foundation, reflecting his enduring love for the ocean and the environment. Friends and family remember him for his desire to bring smiles to those around him, along with his warmth, gratitude, and capacity for love.
Dwight’s legacy is intertwined with activities such as surfing, playing tennis, and enjoying quality family time, all of which shaped not only his life but also the lives of those who were fortunate enough to know him. His influence, both as an educator and a family man, will be felt for years to come in Virginia Beach and beyond.
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- WYD Daily: Dwight Bolling Obituary
- Legacy.com: David Wireman Obituary
- Legacy.com: Cecilia Irizarry Obituary
- Legacy.com: Sharon McDonnell Obituary
- Legacy.com: Terrence Cartwright Obituary
- Wikipedia: Obituary
- Google Search: Dwight Bolling Obituary
- Encyclopedia Britannica: Obituary
- Google News: David Wireman Obituary

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VIRGINIA BEACH STAFF WRITER The VIRGINIA BEACH STAFF WRITER represents the seasoned team at HEREVirginiaBeach.com, your trusted source for actionable local news and information in Virginia Beach, Virginia Beach City, and beyond, delivering "news you can use" with comprehensive coverage of product reviews for personal and business needs, local business directories, politics, real estate trends, neighborhood insights, and state news impacting the region—supported by years of expert reporting and strong community input, including local press releases and business updates, while offering top reporting on high-profile events like the Virginia Beach Neptune Festival, East Coast Surfing Championship, and military homecoming celebrations, alongside key organizations such as the Virginia Aquarium, Virginia Beach Convention Center, and Oceana Naval Air Station, plus leading businesses in tourism and defense like Busch Gardens and Northrop Grumman, and as part of the broader HERE network including HEREWilliamsburg.com, providing credible, in-depth insights into Virginia's vibrant landscape. HERE Virginia Beach HERE Williamsburg