* Deceased, ^ Demitted
| Worthy Grand Matron | Year | Session Name | Worthy Grand Patrons |
|---|---|---|---|
| Kathleen Wood (1)* | 1922-23 | First | Samuel R. McKee (2)* |
| Margaret Coulter (5)* | 1923-24 | Second | Edwin Hacking (17)* |
| Ida Colbert (8)* | 1924-25 | Third | Walter Tait (2)* |
| Jessie Crawford (3)* | 1925-26 | Fourth | William Gault (8)* |
| Leila Hazleton (2)* | 1926-27 | Fifth | Edward Tisdale (15)* |
| Maude Robertson (11)* | 1927-28 | Sixth | William Motheral (1)* |
| Mary Vanstone (17)* | 1928-29 | Seventh | William Pollock (11)* |
| Jessie Pascoe (14)* | 1929-30 | Eighth | George Mines (8)* |
| Essie Vasbinder (6)* | 1930-31 | Ninth | Bartlett Ellis (12)* |
| R. Olivia Sanders (4)* | 1931-32 | Tenth | David Cooper (14)* |
| Edith Smith (18)* | 1932-33 | Eleventh | Roy Martin (11)* |
| Evelyn Jean Peebles (1)* | 1933-34 | Lilac | George Robertson (3)* |
| Margaret Egan (7)* | 1934-35 | The Prairie Rose | Percy Vincent (18)* |
| Annie Mackie (8)* | 1935-36 | Iris | George Hewett (14)* |
| Ruth Fleming (15)* | 1936-37 | Ruth | Allan Fallis (2)* |
| Jane Hodge (1)* | 1937-38 | Friendship | Bert Grant (9)* |
| Margaret Wanless (24)* | 1938-39 | Electa | A.R. Vanstone (17)* |
| Jean Irwin (11)* | 1939-40 | Loyalty | J.C. Cartwright (8)* |
| Ethel Hutchison (18)* | 1940-41 | Golden Rule | W.A. Bourns (5)* |
| Pearl Montgomery (17)* | 1941-42 | Faith | W.J. Edwards (18)* |
| Hilda Solomon (20)* | 1942-43 | Triangle | Arthur Pearce (25)* |
| Bertha King (6)* | 1943-44 | Victory | John Stewart (28)* |
| Mary McLean (Cathcart) (22)* | 1944-45 | Unity | Alexander Shepherd (1)* |
| Elin McDonald (19)* | 1945-46 | Friendship and Peace | John McClure (27)* |
| Leona Morrison (14)* | 1946-47 | Silver Maple | Charles Coates (8)* |
| Dinah Gronbach (20)* | 1947-48 | All Star | Milt Sanders (4)* |
| Annie McLeod (3)* | 1948-49 | Electa | James Compton (18)* |
| Lois Thomas (5)* | 1949-50 | Sunshine Centennial | Harry Morrow (34)* |
| Edith Keel (22)* | 1950-51 | Rainbow | S. Frank Roberts (35)* |
| Winnie Fleming (1)* | 1951-52’ | Gleaners | Fitz Munn (27)* |
| Martha Jeske (Patterson) (4)* | 1952-53 | Çhapel | Chris Thomas (5)* |
| Mary Owens (17)* | 1953-54 | Jewel | Arthur Hopkins (8)* |
| Christine Piper (25)* | 1954-55 | Golden Deeds | William Bradley (15)* |
| Ellen Frame (26)* | 1955-56 | Silver Star | William Lacey (25)* |
| Maude Coates (8)* | 1956-57 | Heart of Gold | Gordon Macadam (32) |
| Mary Price (2)* | 1957-58 | Golden Memories | William Burrows (18)* |
| Fanny Goldenberg (20)* | 1958-59 | Queen Esther | Albert Caughlin (58)* |
| Ruby Boyd (7)* | 1959-60 | Remembrace | Milton George (54)* |
| Lu Brandon (17)* | 1960-61 | Garden of Happiness | John Cuthill (36)* |
| Violet Olson (38)* | 1961-62 | Friendship | Edward Mills (28)* |
| Ruth Swanton (8)* | 1962-63 | Music of the Stars | John Edgar (1)* |
| Irene Ramsey (18)* | 1963-64 | Heritage | George Boam (29)* |
| Hazel Simm (32)* | 1964-65 | Good Neighbour | William Thomson (17)* |
| Eileen M. Hurlburt (14)* | 1965-66 | Stardust | William Peckover (4)* |
| Ruby Woodward (19)* | 1966-67 | Garden of Peace | Edward Barkworth (59)* |
| Marjorie Brotheridge (22)* | 1967-68 | Golden Chain | Edward Ridgeway (37)* |
| Annie Mills (28)* | 1968-69 | Light of Faith | Joseph Segal (20)* |
| Alice Andrew (27)* | 1969-70 | Wonderland | John Brown (16)* |
| Anne Beveridge (29)* | 1970-71 | Cup of Happiness | Robert Beggs (60)* |
| Isabel Curwain (1) | 1971-72 | Tree of Life (50th Anniversary) | Thomas Taylor (15)* |
| Mona Cross (10)* | 1972-73 | Musical Memories | Ian Hendry (14)* |
| Jeanette Moss (17)* | 1973-74 | Chapel Bells | John Hodgson (5)* |
| Amy Perepeluk (64)* | 1974-1975 | Road of Life | Ben Swensen (67)* |
| Edith Ray (Shackell) (14)* | 1975-76 | Gems of Nature | Ross Oatway (50)* |
| Esther Wilding (8)* | 1976-77 | Esther’s Love and Loyalty | Norman Giller (25)* |
| Beatrice Alexander (63)* | 1977-78 | Pot of Gold | Wilford Gamey (42)* |
| Agnes Neilson (3)* | 1978-79 | Light of Service | Robert Forrest (51)* |
| Irene Douglas (22)* | 1979-80 | Symphony of Peace | Henry Penner (3)* |
| Ann Kelly (16)* | 1980-81 | Happiness Is | Arthur McLaren (6)* |
| Elizabeth Evans (17)* | 1981-82 | Shower of Stars | Preston Moffat (67)* |
| Erlene Morrison (27)* | 1982-83 | Guiding Light | William Campbell (28)* |
| Sharon Cook (35)* | 1983-84 | Reach Out | WH “Scotty” Gillespie (9)* |
| Jean Watson (8)* | 1984-85 | Prairie Splendors | HE “Gene” Oman (63)* |
| Marian Bulloch (36) | 1985-86 | Rainbow | Wilford Cotton (19)* |
| Ethel McPhail (25)* | 1986-87 | Garden of Love | B “Dusty” Despins (60) * |
| Margaret Uranick (11)^ | 1987-88 | Sunbeam | Fred Robertson (1)* |
| Reta Fogg (59)* | 1988-89 | Friendly World of Stars | Cameron Bird (27)* |
| Frances Stewart (3)* | 1989-90 | Key to Happiness | Herbert Gillies (10)* |
| Valeria Cowie (17) | 1990-91 | Magic of Love and Laughter | Hans Andersen (7)^ |
| Mildred Butcher (16)* | 1991-92 | Harvest of Love | George Horne (22)* |
| Barbara McGregor (18) | 1992-93 | Harmony of Life | Harvey Dickie (15)* |
| Norma Guinn (2)* | 1993-94 | Kindle Your Light and Shine | Jack Lipsey (63)* |
| Viola Perkins (8)* | 1994-95 | Caring and Sharing | Verlin Marchbank (25)* |
| Marie Pallister (52) * | 1995-96 | Touch of Tartan | William Oakley (22)* |
| Maralice Blagden (67) | 1996-97 | Wonders of Manitoba (75th Anniversary) | John Unrau (1)* |
| Lynne Hagberg (29) | 1997-98 | Treasure Chest of Jewels | James Zegers (58)* |
| Grace Burke (25)* | 1998-99 | Tapestry of God’s World | Clifford Storie (62)* |
| Glenna Miller (10)* | 1999-2000 | Moments in Time | Baldur Johnson (8) * |
| Bernice Blakeman (27)* | 2000-01 | Symphony of Stars | William Bracegirdle (35) |
| Bonie Duncanson (6)* | 2001-02 | Welcome Aboard For Our 80th | Stan Johnson (2)* |
| Eileen Chan (22) | 2002-03 | Spinning Wheel of Love | Richard Blagden (67)* |
| Janet Finlayson (3) | 2003-04 | Hopes and Dreams | Derek Betts (24)* |
| Georgina Hodgson (17)* | 2004-05 | Faith in Our Future | Arthur Buckley (8) |
| Monelle Oman (35) | 2005-06 | Canadian Prairies | Alvin Stanger (2)* |
| J. Cathy Iwanicki (27)^ | 2006-07 | Down Memory Land | David English (25)* |
| Beth McPhaden (15) | 2007-08 | Seasons in Time | James Hutchison (1) |
| Ray Anderson (8)* | 2008-09 | Rays of Sunshine and Light | Gordon Ebel (2)* |
| Linda Spina (1) | 2009-10 | Northern Lights – Let The Magic Begin | Ronald Hodge (3) * |
| Phyllis Dyck (8) | 2010-11 | Sowing Seeds of Friendship | Herb Solmundson (8) |
| Carol Girling (24) | 2011-12 | Starburst of Hope | Bruce Burke (8) |
| Jean Hutchison (1) | 2012-13 | Sunshine and Rainbows | Frank Toporowski (15)* |
| Nancy Drewniak (22) | 2013-14 | Canada Manitoba | James Finlayson (3) |
| Chris Porter (8) | 2014-15 | Spirit of Faith and Harmony | Milton Goble (24) |
| Carole McElheran (1)* | 2015-16 | Believe | Chibu Uson (1) |
| Helen Hodge (67) | 2016-17 | Friendship and Happiness | Paul Drewniak (22)* |
| Hilda McMillan (2) | 2017-18 | Butterflies and Hearts | Robert McMillan (2) |
| Andrea Mauws (67)^ | 2018-19 | Hugs and Happiness | William Hunter (67)* |
| Lori Thomson (3) | 2019-21 | Sing, Dance and Look to Our Future | Ronald Hall (1) |
| Pamela Eagleton (8) Joan Goble (24) | 2021-22 2022-23 | Manitoba Sunsets Celebrate (100th Anniversary) | Thomas D. Love (67) Leonard Pritchard (15) |
| Carol Hadley (1) | 2023-24 | Rainbow Dreams and Dragonfly Wishes | Allan Hadley (1) |
| Joyce Mctaggart (3) | 2024-25 | Echoes of Nature | Ernie Cameron (3) |
| W. Alex Morris * | Quebec | dual in Manitoba | |
| James C. MacDonald* | |||