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Ann Bailey

1947 - 2025

Ann Bailey obituary, 1947-2025, Frederick, MD

BORN

1947

DIED

2025

FUNERAL HOME

Stauffer Funeral Homes, P.A. - Frederick

1621 Opossumtown Pike

Frederick, Maryland

Ann Bailey Obituary

Mrs. Ann Millicent Bailey, 78, of Frederick, Maryland, passed peacefully at home going to be with the Lord Saturday, January 25th, 2025. She was the beloved wife of Charles "Beetle" Bailey, married for 55 years.

Ann was born January 15, 1947 in Washington D.C. to Mr. and Mrs. Walter & Anna Wolff. One of eight children, she spent her childhood in North East D.C., graduating high school in 1964 from Northwestern High School. After graduating, Ann attended PG Community College followed by joining National Airlines as a stewardess. Ann had many adventures during her time in the airlines and loved regaling family and friends with stories from meeting the band Peter Paul and Mary to asking Tarzan actor Johnny Weissmuller to do his classic Tarzan yell. Out of the various destinations she visited, Spain remained one of her favorites.

Through her love of tennis she met her husband Beetle, marrying in 1970, followed by a wonderful honeymoon in Oahu, HI. After living in Damascus for over a decade, they purchased land in the Catoctin Mountains building their dream house themselves, thus creating the cherished family home "Tha Pwopady" or The Bear House as it's known to many Frederick County locals. There, Ann and Beetle raised their five beautiful children and built lifelong memories with their grandchildren, extended family, and dear friends.

Ann had a deep, personal relationship with Jesus Christ and was an active member in the Church of the Redeemer. She participated in multiple bible studies over the years building lasting friendships through those groups. Ann was also a greeter at church, where she'd often greet folks with a classic Ann Bailey kiss.

One of Ann's life long dreams was to visit the filming locations of the movie Sound of Music since she had seen it 42 times in the theatre before graduating high school. She and Beetle made that come to fruition for their 40th wedding anniversary by taking the Sound of Music tour through Salzburg, Austria. It was a trip of a lifetime.

Over the years the family enjoyed vacations at Capon Springs and Farms where they became 3rd week of August regulars. Decades of trips to Capon forged strong friendships and deep family traditions they hope to continue.

Ann was preceded in death by her parents, brothers Eddie and Buddy Wolff, sister Lynn Thomas, and Granddaughter Reese Olivia Bailey.

She is survived by her husband Charles Bailey of Frederick; sons Michael (Amanda) Bailey of Boonsboro; Christopher (Heather) Bailey of Keedysville; Patrick (Ashley) Bailey of Walkersville; Peter (Rebecca) Bailey of Frederick; and daughter Lauren (Brad) Hill of Woodsboro. Along with her loving grandchildren Samantha, Mikayla, Clark, Bryson, Marin, and London. Ann is also survived by Brothers Spencer, Danny, and Paul Wolff; sister Maggie Voorhees; Sister-in-law Mary Bessio; and many beloved nieces and nephews.

The family will receive friends to celebrate the life of Ann M. Bailey at Stauffer Funeral Home, 1621 Opossumtown Pike, Frederick, MD 21702 on Saturday February 8th, 2025 from 1-5pm in a drop-in style setting. Prayers will be offered at 2pm Ann Bailey

To plant trees in memory, please visit the Sympathy Store.

Published by The Frederick News-Post on Jan. 31, 2025.

Memories and Condolences
for Ann Bailey

Sponsored by Stauffer Funeral Homes, P.A. - Frederick.

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4 Entries

Single Memorial Tree

Paulina Wolfe

Planted Trees

Daneille Clarke

February 2, 2025

So many wonderful , warm memories of Ann.... Church greeting , hostess for church friends at her home , Christ UMC, and my last memory, after many years, seeing her again as that same welcoming greeter for Church of Redeemer.. my prayers are with you Beetle and your family.

JEFF KEFAUVER

February 1, 2025

To Mike and the entire Bailey family, my deepest sympathy and condolences goes out to you all. I was always welcomed into the family home with a great smile and a friendly attitude. I hope you all can find some type peace and happiness when your thoughts are looking for some deepest moments in your catalog of memories. I'm very very grateful to have met your mom Mike and so so sorry to hear this terrible news. I want you and your family to get through this with the least amount of pain and sorrow and hopefully your memories will play a great role in your peaceful journey from here on out. Sorry again, Mike and the entire Bailey family. Love yah Brother!

Diane Dwyer

January 31, 2025

We were neighbors and friends with Ann and Beetle up on the mountain for many years. Some of our kids were in school together. Ann had a heart of gold and an unrivaled enthusiasm for what she believed. I will treasure the times we shared laughing and crying over whatever was happening in our lives at certain times. To Beetle, her children and grandchildren, we send our thoughts and prayers. We feel her loss also. She was someone you thought would always be around.
A truly delightful lady.

Showing 1 - 4 of 4 results

Memorial Events
for Ann Bailey

Feb

8

Visitation

1:00 p.m. - 5:00 p.m.

Stauffer Funeral Homes, P.A. - Frederick

1621 Opossumtown Pike, Frederick, MD 21702

Feb

8

Prayer Service

2:00 p.m.

Stauffer Funeral Homes, P.A. - Frederick

1621 Opossumtown Pike, Frederick, MD 21702

Funeral services provided by:

Stauffer Funeral Homes, P.A. - Frederick

1621 Opossumtown Pike, Frederick, MD 21702

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