Alice Sophia Bailey

alice bailey

August 3, 1943 ~ April 12, 2023

Alice Sophia Vallandingham Bailey, 79, of Leonardtown, MD, passed away on April 12, 2023. Born on August 3, 1943, she was the daughter of the late Stephen Lawrence Vallandingham, Jr. and the late Margaret Eleanor (Guy) Vallandingham Fortney. Alice was the loving wife of the late John Robert “Robbie” Bailey, Jr., whom she married on August 5, 1961 at St. Joseph Catholic Church, Morganza, MD, and who preceded her in death on July 5, 2014. Alice was a lifelong St. Mary’s County, MD resident and graduated from St. Mary’s Academy in 1961. She was a court reporter for the Circuit Court of St. Mary’s County, MD. Alice enjoyed painting, making stain glass, and upholstering. She founded the St. Mary’s Women’s Softball League in 1969. She is survived by her children Kimberly Bailey Kaspar (Brian) of Hollywood, MD and John Robert Bailey III (Karen) of Leonardtown, MD; four grandchildren, John Robert Bailey IV (Blaize), Brittani Leigh Bailey (Christine), Robert Allan Williams, Jr., and Murphy Kyndall Brown (Richard); and six great grandchildren; Robert Allen Williams III, Caleb Dylan Williams, Lyla Rae Bailey, Stella Mae Bailey, Monroe West Bailey and Elijah “Eli” Emanuel Bailey; one great great grandchild, Maxwell Javier Williams. In addition to her parents and husband, Alice was preceded in death by her grandchildren Samantha Jo Bailey and Dylan Robert Brown and her brother Stephen Guy Vallandingham. The family will receive friends on Tuesday April 18, 2023 from 5:00 P.M. to 8:00 P.M. with prayers recited at 7:00 P.M. in the Mattingly-Gardiner Funeral Home Leonardtown, Maryland. A Mass of Christian Burial will be celebrated on Wednesday, April 19, 2023 at 10:00 A.M. at St. Joseph’s Catholic Church, Morganza, MD with Father Andrew Royals officiating. Interment will follow at the St. Francis Xavier Catholic Cemetery, Leonardtown, MD. Serving as pallbearers will be John Robert Bailey III, John Robert Bailey IV, Robert Allan Williams III, Caleb Dylan Williams, Brian Clarke Jarboe and Stephen Davis Vallandingham. In lieu of flowers, memorial contributions can be made to the Hospice of St. Mary’s P.O. Box 625, Leonardtown MD. Condolences may be made to the family at www.mgfh.com. Arrangements provided by the Mattingley-Gardiner Funeral Home and Cremation Services, P.A.,Leonardtown, MD.

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  1. I’m so sorry for your loss -Alice was a good friend of mine and will definitely be missed -I Always called her little Alice ,She thought that was so funny –.About 30 yrs ago I made her ceramic apple face people ,She love them so much She always them setting in her kitchen window RIP Alice
    God Bless

  2. John & Kim – I was sorry to hear of the passing of your mother. My deepest condolences to you and the family. Hoping fond memories will give you comfort and know she is now with our Lord.

  3. Elizabeth "Ann" Bowles says:

    Condolences to All members of Alice’s family. . When You walked with Alice talking, you had better had your running shoes on, for she one fast little woman. Long time friend of this Lovely Lady. Knew her in business matters as well as just Girlfriends.
    As she Travels around heaven, Hope she has Her TOP Rolled Back. ha ha. R.I.P. Friends, Love ANN

  4. Good Daddy’s little girl , Funny and Fierce, May she Rest In Peace. . Prayers from Diane and family !

  5. Alice’s vibrant personality always left an impression on all those with whom she had contact. Our most heartfelt thoughts and prayers go out to all her family as they deal with this great loss. Ruth Joy Coombs & Betty Joy Thomas.

  6. Whenever a beautiful soul has been, there is a trail of beautiful memories. You and your family are in my thought and prayers.

  7. Debbie & Gary Farrell says:

    Kim & John – We are sorry to hear of Alice’s passing. You have our deepest condolences. Rest in Peace.

  8. Our thoughts and prayers to all the family, Alice was a very special lady and will be missed so very much by all that loved her so much. RIP Alice.

  9. Kim and John,
    Your Mom was such a wonderful, happy, joy to be around. I would ride my horse to your house and your Mom was there, she had things for us to do or help with. She seemed to love being around us, talking with us. She was such an awesome Mom. I always had a great time with all of you.
    When she came into the store, our Mom’s and Aggie, would talk and laugh and talk and laugh some more. I loved watching and listening to the interplay.
    You’re both in my thoughts and prayers.
    Take care and God Bless,
    MaryAnn (Mack) Bruton

  10. Kim and Family,
    Your mom sure lit up a room with her laugh and smile. Always so kind and friendly whenever we ran into each other.
    My thoughts and prayers to you all.

    Robin Allwine Duke

  11. Condolences to All of Alice’s family.

  12. Deepest sympathy to all the family upon the sudden passing of Alice. Always a pleasure to meet her at Sandgates and talk about old times.

  13. Deepest sympathy to all the family upon the sudden passing of Alice. Always a pleasure to meet her at Sandgates and talk about old times.

  14. We remember a lot of laughter, sharing funny stories, Friday card games, loving get together at Sandgates. RIP my friend.

  15. John, Kim and families – We were saddened to hear of Mrs. B’s passing. My fondest memory of her was when Gary played softball with Robby for Anderson’s Bar. When we would get to the field, both kids would take off running towards her. “The Bubble Gum Lady is here!” She gave all the kids bubble gum at every ball game. I don’t know whose smile was bigger, her’s or their’s. She called them all her babies and looked forward to them running up to her at every game. She is resting in peace now, love and hugs to you all. Gary and Cathy Williams

  16. My Birthday Sister Our Mighty Mouse what a beautiful heart and wonderful lady!! We will miss you dearly! I will continue to celebrate “our” birthday! Our hearts may be broken yet we will find comfort in knowing dang well that the convertible is cruz’n with Evil riding shotgun and Marsha in the back!! Our good lord is packing 3 pistols for sure! Blessed to have been a part of your life! Our Love Always Monkey and The Girls

  17. Kim, & John, So sorry to hear of your mom’s passing. Alice was such a sweet and beautiful lady. We spent many fun times at Hill’s Club back years ago. Praying for your family.

  18. We are so sorry for your loss. May she RIP

  19. Kim and John condolences from the Donahue family.

    td

  20. Dear sweet Alice was a very kind sole and we will miss her deeply. We watch our Iris’s come up every year knowing they were a gift from Alice. Back in the day when we were all running around the ball fields, our annual end of the year ball team party ended up being a housewarming party for us while we were building our house in 1987. That surprised the hec out of us, but that was Alice. Rest in peace with Robbie dear sweet Alice.


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