In memory of

Winniefred Agatha Gregory

February 1, 2022

Winniefred (“Winnie”) Gregory, passed away peacefully on February 1, 2022, at Credit Valley Hospital. She will be dearly missed by her beloved husband, Winston (“George”) Gregory, her daughter, Joan Willis, her stepson, Wayne Gregory, her grandchildren, Jameel Willis, Janine Willis, and Rochelle Wimbush (née Willis), and her great grandchildren: Langston, Solange, Ella, Maya and Hendrix. She also leaves behind her much-loved nephews, Paul and Patrick Williams, as well as a host of cousins and life-long friends. Winnie was well-respected within the community as an accomplished businesswoman. But, more importantly, she was loved by many as a generous, true and faithful friend. She served as an adoptive mother-figure in the lives of many who found themselves in need of a helping hand or a warm meal.

Winnie’s love for beauty and for helping others look their best led her to excel in the field of hairdressing. With her husband at her side, Winnie founded one of the first black-owned hair dressing salons in Toronto – Winnie’s Hair Stylists, located on Eglinton Avenue West. Winnie credited her successful business to the dedication of her hardworking staff and her extensive and ever faithful clients, who would spend hours waiting to have their hair done at her salon.

Winnie was the recipient of many awards and commendations for her dedicated service in the hairdressing industry and her philanthropic work in the community at large. Winnie took great pride in training aspiring hairdressers in the skills of aesthetics and hairdressing. She strongly believed in reaching out and helping others achieve their full potential, and as such, encouraged and assisted many of her staff to establish their own businesses.

Upon retirement, Winnie and her husband, spent their time traveling, gardening and simply enjoying the “fruits” of their labour.

Winnie’s funeral service will be held on February 19, 2022 at 10 a.m. Please note that due to Covid-19 there is a restriction on the number of attendees permitted at the funeral service. Funeral attendees are asked to register online in advance of the funeral at: https://pcwc.churchcenter.com/registrations/events/1183534

Guestbook 

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Patricia Radlein (Family)

Entered February 9, 2022 from Scarborough

My heart hurts. I am still trying to process that Aunty Winnie is no longer with us. To me she was the legend of our entire tribe and village. A definite legend in my eyes. She is all I know when it comes to family get togethers. Christmas and food. Such great food. Carrot juice with a dash of something nice to give it an extra taste. Unforgettable you are Aunty Winnie. I never thought I would see this day. I guess I just thought you would live forever. My encourager and supporter throughout the many years. I have so many wonderful memories going way back. I will just mention a couple. As a teen I was not allowed to have parties. Not to mention we are SDA worshippers. Well I will never forget Aunty Winnie allowing me to have a sweet 16 Birthday party in her basement with music. Wow! I had eyes for a certain young lad and she knew it. Awesome memory! Makes me smile. Still in awe. So many memories of her Salon on Eglington Ave West where I often took the bus in my young days by myself to get there. The Mississauga train derailment where we all stayed in the upper room of the shop. I'm still trying to figure out how we all fit in there. She sure did make it work. For a time after mommy left this earth I was able to call Aunty Winnie and talk and cry. I was so depressed feeling lost and alone many times. Aunty Winnie would always uplift me and tell me mommy always spoke about me, was proud of me and thought I was the smartest of the bunch. Sorry my siblings, smile! She just knew what to say to make me feel better. God bless her heart. I have many more wonderful lifetime memories. You don't really realize how much a person means to you until they are no longer here. I loved Aunty with all my heart. I loved her in life and I love her in death. I am feeling an emptiness that I cannot explain as she filled a gap in my life where there was a hole.
Thank you God for loaning her to me for just a moment in time.
Aunty Winnie you were the LIFE of a lifetime that once was.
Rest easy now. No more pain. Until then..😭💔🙏

Joan I want you to know that I am very sorry for the loss of your mom. My prayer for you is that God will continue to comfort, strengthen and hold you close as you adjust to a new normal without your mom. Sending love and hugs to you and the rest of the family. Love always.
Pat🙏💕

Glen and Ingrid (Dawn) (Brother and Sister-in-Law)

Entered February 11, 2022 from Hamilton, Ontario

To George and Family,

We are deeply saddened that you have lost your wife Winniefred Gregory. Please accept our condolences. May the love/friendship of your family, friends surround and help you through these very difficult and trying times. We trust that Winnie will always remain in our thoughts, may the good Lord bless and keep you always.

Glen and Ingrid (Dawn) Gregory.

Lolleta Cunningham (Sister Inlaw ( George Youngest Sister))

Entered February 11, 2022 from Brampton

Joan Condolence to you all and George .Prayers of comfort and strength 💗Your mom Winne will be missed and will continue to live in our Hearts .
May she Rest in Eternal Peace 🙏

Marlene Stennett (niece)

Entered February 14, 2022 from Brooklyn

My aunt you will surely be miss. Love you aunty Winnie. RIP in peace.

Lorna Brown (Niece)

Entered February 14, 2022 from Queens, New York

Although we’ve lost contact through the years Aunt Winnie have always been a special and dear aunt especially throughout my childhood. I’m grateful for her assistance in helping me getting into university here in the States after graduating from high school in Jamaica. She was also a comfort after I loss my mom( her sister). May your soul Rest In Peace my beautiful aunt Winnie.

Photos 

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