Dudley "Chet" Webb III Obituary (1964 - 2026)

It is with profound sadness that we announce the passing of Dudley Chester Webb III, affectionately known as "Chet," who passed away on May 30, 2026, just one week after celebrating his 62nd birthday. Born on May 23, 1964, Chet lived life with energy, determination, and a passionate sense of adventure. A gifted athlete and outdoorsman, he embraced every opportunity to challenge himself and enjoy the world around him. Whether exploring the mountains, spending time on the water, or enjoying the excitement of motorsports, Chet approached life with enthusiasm and a contagious zest for living. He was also an amazing cook! Those who knew Chet will remember his generous heart, steadfast loyalty, and remarkable sense of humor. He had a gift for making people laugh and bringing others together. Above all, he treasured his family and friends, to whom he was deeply devoted. His strength, encouragement, and friendship touched countless lives and left a lasting impression on everyone fortunate enough to know him. Chet had a lifelong passion for motorcycles and racing. An avid NASCAR fan, he rarely missed a chance to follow his favorite drivers and races. He found freedom on the open road and some of his happiest moments were spent surrounded by motorcycles, race cars, and the friends who shared those passions. Chet cherished time spent boating, fishing, and hunting. Whether casting a line, enjoying a day on the water, or hunting alongside family and friends, the outdoors was Chet's sanctuary a place where he felt most at peace. He also found joy in the kitchen. During the holiday season, many looked forward to the wonderful homemade pumpkin bread he baked and shared each year. The experience and skill Chet had working with his hands made him known for his ability to build, fix, and create. Whether working on projects around his homes, helping others with theirs, or finding creative solutions to difficult problems, his knowledge and ability made him the person family and friends turned to when something needed to be repaired, or built. From construction and automotive repairs to interior renovations and retrofits, he could do it all. Chet was a devoted member of Evergreen United Methodist Church, Leesburg, Va., where his faith was an important part of his life. His church family and spiritual beliefs provided him with strength, guidance, and a sense of community throughout the years. Chet's legacy will live on in the many lives he touched and in the memories shared by those who loved him. He will be remembered for living life fully, loving deeply, and remaining true to himself and those he cared about. May we find comfort in celebrating his adventurous spirit, his love of family and friends, and the countless memories of laughter, joy, and companionship he leaves us with. A Celebration of Life for Chet will take place at a later date. Details will be posted here on his memorial page. Bennett Funeral & Cremation Care is honored to serve the family and friends of Dudley Chester Webb III.