Beloved Community Figure Barbara Connolly Passes Away at 91

Barbara Ann (Flaherty) Connolly, a cherished resident of South Portland, passed away on October 17, 2025, at the age of 91. She died in Pineville, North Carolina, surrounded by her family. Known for her commitment to community service and her deep faith, Barbara left a lasting impact on those who knew her.

Born in 1933 to Barbara (Davis) and Andrew Flaherty, Barbara grew up on Munjoy Hill in Portland. She attended Cathedral Grammar School and Cathedral High School, where she served as President of the Class of 1951. A significant moment in her life came when her sister, Mary, introduced her to Roger Connolly, a classmate who would later become her husband. The couple married in 1959 and enjoyed a remarkable 66 years of marriage.

Barbara and Roger established their family home on Walnut Street in South Portland in 1962, where they raised their two children, Michael and Maureen. Barbara dedicated many hours to the local education system, particularly at Frank I. Brown School, where she made notable improvements to both the school and community libraries. Her leadership as President of the Parent-Teacher Association highlighted her commitment to the education and well-being of local children.

As a congregant of Holy Cross Church, Barbara actively participated in various parish activities, showcasing her strong sense of community. Her professional journey included eight years at New England Tel and Tel, followed by roles at local daycares as her children grew. Ultimately, Barbara found her passion in libraries, working at both the Warren Library and the South Portland Public Library. There, her love for books and connection with people flourished, aided by a supportive team of colleagues.

Barbara is survived by her devoted husband, Roger, and her children, Michael Connolly of Lawrence, Massachusetts, and Maureen Connolly, along with her son-in-law John Cunningham, who reside in Pineville, North Carolina. She also leaves behind nephews Stephen Mitchell and Dr. Timothy Mitchell, as well as her cousin Anne Davis Griffin. Her grandchildren include Meghan Cunningham, Patrick Cunningham, and Kathryn Connolly, and she adored her great-grandchildren, Roger and Clara Takach.

Barbara’s legacy extends beyond her family. Her unwavering faith and joy for life resonated with many. She was known for her daily prayers and the warmth she extended to friends and strangers alike. The welcoming atmosphere of her home was filled with tea, food, laughter, and love, making it a cherished gathering place for many.

Visitation will occur on October 22, 2025, from 16:00 to 18:00 at the Conroy-Tully Walker Funeral Home in South Portland. A Mass of Christian Burial is scheduled for 10:00 on October 23 at Holy Cross Church, followed by interment at Calvary Cemetery in South Portland.

In lieu of flowers, the family requests donations to the Ronald McDonald House of Maine or the South Portland Food Cupboard, organizations that Barbara supported throughout her life. For those wishing to leave condolences or view her memorial page, visit http://www.ConroyTullyWalker.com.

Barbara Connolly will be remembered not just for her contributions to her community, but for the warmth and love she shared with everyone she encountered.