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Gloria O'Brien
1944 - 2025
BORN
1944
DIED
2025
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Gloria O'Brien Obituary
Gloria was born on March 5th, 1944, daughter of Edwin Ross and Beatrice Sherwood Pease. She will be remembered for her infinite smile and her endless offerings of love.
Gloria leaves behind her husband, Richard O'Brien, with whom she celebrated her 62nd wedding anniversary on November 9th . Gloria was endlessly proud of the family they built - a legacy rooted in love, loyalty and countless memories created together.
She is survived by her four children, Carrie Healy (John), Denise Castegnaro, Jennifer Turner (Brian) and Richard O'Brien Jr. (Tanya); seven grandchildren, Kaitlyn Kohlenberger (Lee), Jessica Healy, Shane Castegnaro, Cameron and Neely Turner, Collin and Matthew O'Brien; four great-grandchildren Jacqueline, Charlotte and Connor Kohlenberger, Gabriella Castegnaro; three siblings, Marlene Libardi, Janet Cassanelli (Danny) and Judy Tatro (Tim), and several nieces and nephews
She is predeceased by her parents, her stepfather Ray Cowell, her stepmother Esther, in-laws, John and Elizabeth O'Brien, brother, David Pease, and brother-in-law, Gene Libardi.
Gloria was employed for 17 years as a bus driver for Dufour Bus Company. She found a deep love for all the students and families of Lenox who were fortunate to be on her route.
Gloria's favorite past times included getting together with her "club girls", evenings playing cards with friends and bragging about her grandchildren and great-grandchildren. On her own time, she was always found doing a puzzle, word search or sudoku. Gloria loved shopping trips and always ended her meals with dessert.
When reflecting back on her life, she took immense pride in the legacy she had created - not just of accomplishments, but of love that endured through generations. Her family carries her values forward, honoring her nurturing spirit and radiant "Glo".
Calling hours will be held Friday November 21st, 2025 from 4-6pm at Kelly Funeral Home, 3 Main Street in Lee, MA. A funeral service will be held at St. Vincent de Paul Parish, 29 Crystal Street in Lenox Dale, MA on Saturday November 22nd, 2025 at 11am. In lieu of flowers, memorial donations may be made to St. Vincent de Paul Parish or Lenox Dale Fire Department. If you would like to leave a message of condolence or share pictures with the family, please visit our web site at www.kellyfuneralhome.net
To plant trees in memory, please visit the Sympathy Store.
Memorial Events
for Gloria O'Brien
Memories and Condolences
for Gloria O'Brien
Sponsored by The Berkshire Eagle.
9 Entries
Carol Mack & Dennis Carty
Yesterday
Gloria was our kid´s favorite bus driver. They loved her and so did we.
We are so sorry for your loss.
She was a gem.
Cynthia Flint Brouker
November 19, 2025
To Gloria´s family,
Growing up in the Dale Gloria was such a sweet, positive person.
She will be missed.
Hang on to the memories. Prayers Cyn Flint Brouker
CHARLOTTE CAREY
November 19, 2025
Denise, Carrie, and the family - I am very sorry to hear about your mom's passing. I won't be able to make the services so I am writing to give you and your family my condolences during this difficult time. I have gone through these tough times with my mom a few months ago. Time will heal.
Stephen E. O'Brien
November 19, 2025
O'Brien family,
Please accept my sincere condolences. Gloria was fun to be around.
The Hathaway´s and Hopowiec´s, Lenox Dale
November 19, 2025
Dick and family, thinking of you during your time of loss
Nancy Hathaway Hopowiec
November 19, 2025
Carrie, Denise and Jennifer, thinking of you and your families during this difficult time.
Joanne
November 19, 2025
My daughter´s bus driver for years on the mini bus.she was so sweet, had pool party and bus parties too. One of a kind. Condolences to the family.
Gary Lagarce
November 19, 2025
Dick and family, very sorry for your loss of Gloria. Thoughts and prayers are with you all.
Michael patricelli
November 19, 2025
To Ritchie and the O'Brien Family. So sorry to hear of your mom's passing. May she rest in peace.
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