Anna Huntington Stanley (later Holbrook) born April 18, 1864, in Yellow Springs, Ohio. Fourth child
of Gen. David Sloan Stanley (6.1.1828 – 3.13.1902) of Chester Cedar Valley, Ohio, and Anna Maria
Wright (d. 4.23.1895) of Wilkes-Barre, Pennsylvania. Married April 1857
| 1874–76 |
 Anna in Detroit perhaps, age 11. US Military Academy Library, Special Collections and Archive Family moved to Detroit for Gen. Stanley’s military duties at Fort Wayne, Michigan. |
| 1876 | Gen. Stanley was posted in New York City. |
| 1881 | Willard Ames Holbrook of Wisconsin, won appointment to U. S. Military Academy at West Point. |
| 1878–82 | Anna attended Buffalo Female Academy, studied painting under A. M. Farnham and graduated from high school. |
| 1882–85 | Attended Philadelphia Academy of the Fine Arts, studied under Thomas Eakins and Thomas Anshutz. Met students: Pauline “Lena” Dohn (later Rudolph), Anna “Page” Scott, Ida C. Haskell and Susan J. Moody, all of whom remained life-long friends. |
| 1884 | Gen. Stanley ordered to Fort Sam Houston in San Antonio, Texas, as commanding general of the Texas Territory where the family lived. |
| 1885 | Gen. Stanley addressed West Point graduates, one of whom, Willard Ames Holbrook, graduated #17 in his class. |
| 1887–88 | Anna attended Académie Julian, Paris and studied under Boulanger and Lefebvre. Lived with Lena Dohn at the Hotel Oxford and Cambridge at 13 rue d’Alger near the Tuileries Garden and the Louvre Museum. |
| 1888 | Exhibited, May 1st, Paris Salon, drawing (charcoal) portrait of Mme. E. H….fusain. |
| 1888 |
 Ida C. Haskell, late 1880's. US Military Academy Library, Special Collections and Archive May – November, painted in Rijsoord, Netherlands, with John H. Vanderpoel of the Art Institute of Chicago and Ida C. Haskell, Alice Kellogg, Page Scott and Lena Dohn, who traveled with her visiting sister, Mary, before the two returned to Chicago. |
| 1888–89 | Attended the Académie Colarossi in November, studied under Rixen and Courtois. Lived with Alice Kellogg, Ida C. Haskell, Anna Page Scott and Mrs. Hannah Haskell at 16 rue le Verrier near the Luxembourg Gardens. Anna rented a studio with Beulah Strong. |
| 1889 | Exhibited, May 1st, Paris Salon, Au commencement et à la fin. June – November painted in Rijsoord, Netherlands. |
| 1889 | Anna Stanley and Page Scott arrived in New York from Rotterdam, November 14th. Anna was in Fort Sam Houston by November 30th. |
| 1890 | Anna painted her father’s portrait, probably in Texas. Exhibited April 10th – May 17th, National Academy of Design, Annual Exhibition, New York, At Each End of a Thread, Girl Stirring Fire. |
| 1891 | Exhibited, June 8th – 27th, Detroit Museum of Art, “First Annual Exhibit of American Art”, Dutch Girl Stirring a Fire, Bringing Home the Milk, Little French Sisters. |
| 1891 | Exhibited, July 5th, O’Brien Galleries Chicago, Brevet-Maj-Gen David Stanley. August – June 1892, 1st Lt. Willard Ames Holbrook was Aide-de-camp to Gen. Stanley in Texas. |
| 1892 | June, Gen. Stanley retired at Fort Sam Houston, and Lt. Holbrook posted to West Point. Exhibited, November 21st – December 17th, National Academy of Design, Autumn Exhibition, New York, Busy Bee. |
| 1893 | September 13th, Gen. Stanley begins appointment as Governor of the Old Soldiers’ Home, Washington, DC, through April 15, 1898. |
| 1894 | Exhibited, January 20th – Feb. 17th, Boston Art Club, Study of a Girl. |
| 1894 | Exhibited, April 2nd – May 12, National Academy of Design Annual Exhibition, New York, Study of Girl, which competed for the Norman W. Dodge Prize of $300. |
| 1894 | Exhibited, April 9th – 14th, Society of Washington Artists at the Cosmos Club, Washington, DC, Portrait of a West Point Cadet. |
| 1894 | Exhibited, December 10th – 15th, Grand Art Loan Exhibition, Washington, DC, The Milk Maid, Two Children In Cart, Girl Reading. |
| 1895 | April 23rd, Anna’s mother, Anna Maria Wright Stanley died in Washington, DC and was buried at the Soldiers Home National Cemetery. |
| 1895 | June, attended graduation of her brother, David from West Point and met instructor Lt. Willard A. Holbrook. He took Anna boating around Constitution Island with his sister as chaperone. |
| 1895 |
 S. S. Spaarndam. Library of Congress Prints and Photograph Division, Detroit Publishing Company Anna returned to Netherlands, June 22nd, via New York, with Ida C. Haskell on the Spaarndam. |
| 1895 | November, Anna returned to the United States, Willard Holbrook missed meeting her ship. |
| 1895/96 | Exhibited, December 23rd – January 11th, National Academy of Design, Autumn Exhibition, New York, Harvest – Holland. |
| 1896 | Exhibited, March 2nd– 7th, Society of Washington Artists at the Cosmos Club, Washington, DC, Heather-covered Dunes – Holland, A North Holland Peasant, Harvest – Holland, and The Hopeful Fisherman. |
| 1896 | Exhibited, April 26th, Veerhoff Galleries, Washington, DC, Summer, Sand Sifter, The Road, The Windmill, The Lone Fisherman. |
| 1896 | Anna and Lt. Willard Ames Holbrook, 7th Cavalry, married October 1st in the Chapel at the Old Soldiers’ Home Washington, DC. Reception followed at General Quarters number one, Gen. Stanley’s residence. |
| 1896 | December 1st, Anna moved with Willard to his post at Fort Grant, Arizona. |
| 1897 | Exhibited, April 5th – 10th, Society of Washington Artists at the Cosmos Club, Washington, DC, The Spinning Wheel. |
| 1898 | April 15th, Gen. David Stanley retired from the Old Soldiers’ Home. Moved to town house at 2119 ‘O’ Street NW, Washington, DC, with daughters Josephine and Blanche. |
| 1898 | May 31st, Willard Ames Holbrook, Jr. born Fort Grant, Arizona. |
| 1898 | June 13th, Capt. Holbrook ordered to Chickamauga and then Cuba. Anna visited friends and then went to Washington, DC, with Willard Jr. Anna wrote her will. |
| 1899 | Moved to Fort Stevens, Oregon, where Willard expanded fort. Willard ordered to the Philippines. |
| 1900 |
 David “Stanley” and Willard Holbrook Jr. 1900/01, Washington, DC. United States Military Academy Library, Special Collections and Archive April 20th, David Stanley Holbrook born on Angel Island, San Francisco, California. Anna’s sister, Sarah Elizabeth “Lil” Stanley Rumbough, witnessed the christening. |
| 1900–01 | Anna and her sons returned to Washington, DC, to live with Gen. Stanley while Willard was in the Philippines. |
| 1901 | September 25th, Anna arrived in Manila with the boys and nanny Barbara. Maj. Holbrook met them and after four days they sailed to San Jose de Buenavista, Panay, where Willard was the Civilian Governor. |
| 1902 | March 13th, Anna’s father, Gen. David Sloan Stanley, died in Washington, DC, and was buried at the Soldiers Home National Cemetery. Willard and Anna visited Korea and Japan. Anna painted watercolors in Nikko, Japan. |
| 1903 |
 Willard Jr. and David “Stanley” Holbrook, 1903, the Philippines. United States Military Academy Library, Special Collections and Archive February 6th, Anna, Barbara and the boys returned to San Francisco on US Sheridan troop transport. |
| 1903 |
 Willard Holbrook Sr., 1903, the Philippines. United States Military Academy Library, Special Collections and Archive June 5th – July 17th, Willard and his brother Roy traveled on troop transport to Nagasaki and San Francisco. |
| 1903–05 | Family moved to Fort Huachuca, Arizona, and then Fort Whipple in Prescott, Arizona. |
| 1905 | September, Maj. Holbrook assigned to teach at the Pennsylvania Military College, Chester, Pennsylvania. |
| 1907 | Anna died of pneumonia, Monday, February 25, 1907, at home in Chester and was buried at the Soldiers Home National Cemetery in Washington, DC. She was 42 and her sons were six and eight years of age. |
