Hilary Kenealy Jackson

Hilary Kenealy Jackson passed away on June 11, 2026 at the age of 65.

Born on November 22, 1960, Hilary lived a life marked by kindness, grace, and quiet strength. She was a loving, selfless, and intelligent woman whose presence brought comfort and warmth to those around her. She faced life with steady determination and a generous heart, and she leaves behind a legacy that will be cherished by all who knew her.

Hilary built a meaningful life centered on family, friendship, and service to others. She worked as an insurance agent, where her professionalism, care, and thoughtful nature were evident in all she did. She was known not only for her dedication to her work but also for the trust and respect she earned from those who had the pleasure of knowing her. Her calm demeanor made her a steady presence in both her personal and professional life.

Above all else, Hilary treasured her family. She is survived by her husband, Tom Jackson; her sons, Graham Drechsler and Blair Kielman (Jen); her brother, Patrick Kenealy (Robin); and her daughter, Lauren Rothschild (Wills). She also leaves behind her beloved grandchildren, Brayden, Kelsey, and Julian, who brought great joy to her life. Hilary delighted in spending time with her grandchildren and took great pride in being part of their lives. Her family was the center of her world, and the love she gave them will remain with them always.

Hilary found happiness in life’s simple pleasures and shared those moments freely with others. She enjoyed trips to wineries and farmers markets, where she appreciated good company, scenic venues, and the small joys that made each outing memorable. She also loved crafts and home projects, often putting her creativity and care into making her surroundings more beautiful and inviting. Whether she was working on something at home, spending time with friends, or enjoying a well-made cosmopolitan, Hilary embraced each moment with an appreciation for life and the people in it.

Her friendships were deeply valued, and she was the kind of person who made others feel seen, heard, and cared for. Hilary had a remarkable ability to bring people together and to make ordinary moments feel special. Her loving nature and selfless spirit touched many lives, and her memory will continue to live on in the hearts of those who were fortunate enough to share in her journey.

Hilary’s passing is a profound loss to her family and friends, who will remember her not only for the life she lived, but for the love she gave so freely. Though her time on earth has ended, the impact of her life remains strong.  Her memory will continue to bring comfort, and her legacy of love, kindness, and selflessness will never be forgotten. 

Now that Hilary has entered the loving embrace of her father Donald, her mother Joan, her sister Andrea, and all of the angels, we can take comfort in knowing she is at peace and that all of us who were fortunate enough to have known and loved Hilary have gained a guardian angel who will care for us now as she so passionately did in life. 

Interment will follow the Mass and will be at Crest Lawn Memorial Gardens.

In lieu of flowers, donations may be made to the Huntington's Disease Society of America in memory of Hilary.