1869 Born July 27 at 5 Phillips Place in Cambridge, Massachusetts, to John Prentiss Hopkinson and Mary Elizabeth (Watson) Hopkinson. Attends the Hopkinson School, established by his father, at 29 Chestnut Street, Boston.

1881 Begins summering at his parents' home in Northeast Harbor, Maine. His uncle and aunt, Harvard President and Mrs. Charles Eliot, live close by.

1887 Graduates from the Hopkinson School.

1887 Enters Harvard College. Draws cartoons for the Harvard Lampoon.

1889 Spends the summer at Northeast Harbor under the tutelage of a local landscape artist, Frederick W. Kost (1861-1923).

1890 First trip to Europe accompanied by close friends Arthur Brooks and Henry Gardner Vaughn. The three tour England, Scotland, Wales and Holland, and Hopkinson paints a number of small watercolors.

1891 Graduates from Harvard, June. Enters the Art Students' League in New York City, fall. Enrolls in Preparatory Antique Class under John H. Twachtman (1853-1902) and Life Class under H. Siddons Mowbray (1858-1928).

1892 First paintings exhibited at National Academy of Design: Grand Bankers.and Beating to Sea in the Morning.

1893 Begins participation in Pennsylvania Academy of Fine Arts Annual Exhibitions, almost every year through 1952. Marries fellow art student Angelica Rathbone (1871-1940) of Albany, New York. Newlyweds travel to Paris and attend the Atelier Julien.
Hopkinson studies under William-Adolphe Bougereau (1825-1905).

1895 Exhibits portrait at Paris Salon of Angelica holding a monkey in her arms.

1896 Features four paintings in Champs-de-Mars Salon, Paris. Hopkinson and Angelica agree to separate. Hopkinson buys a train ticket to "whatever place [in France] is furthest from Paris," and joins the Guillaume Bellec family in Roscoff, in the Finistere area of Brittany. Invited to send three portraits to Annual International Exhibition at newly-opened Carnegie Institute, Pittsburgh.

1897 Returns to Cambridge and lives with his parents at 22 Craigie Street. Develops painting technique and works on portraits of family and friends. Begins long professional and personal association with next door neighbor Denman W. Ross, a painter, teacher, art critic and collector. Receives first commission: paints one-year-old baby, Edward Estlyn Cummings, later known as e e cummings [Massachusetts Historical Society] . Elected member of the Society of American Artists, which merges into the National Academy of Design in 1906.

1899 Divorce from Angelica is finalized.

1901 Travels to Europe and spends time in Spain visiting the Prado, and in Holland studying the Dutch masters. Awarded Bronze Medal at Pan-American Exposition, Buffalo.

1902 Winters in Roscoff, Finistere, France. Meets Elinor Curtis, daughter of Mr. and Mrs. Greely S. Curtis of Boston and Manchester, Massachusetts.

1903 Marries Elinor at King's Chapel, Boston, March 3. Honeymoon in Britain and Europe. Couple moves into "The Cabot" at 65 Mt. Vernon Street. Hopkinson maintains studio at 5 Park Street, Boston (later owned by Boston painter Hermann Dudley Murphy).

1904 Daughter Harriot (Happy) born, January 17. First one-man exhibition, at Park Street studio. Moves into newly-built Fenway Studios, 30 Ipswich Street, Boston. Occupies studio #403. Awarded Bronze Medal at St. Louis Exposition.

1905 Hopkinsons move into "Sharksmouth," a summer house on the Greely Stevenson Curtis estate in Manchester, Massachusetts, built for them by Mrs. Curtis.

1906 Daughter Mary (Maly) born, September 23. Winter at Manchester.

1907 Daughter Isabella (Ibby) born, May 8.

1909 Paints first of six portraits of his uncle Charles William Eliot (1834-1926), President of Harvard from 1869 to 1909 [Harvard University].

1910 Daughter Elinor (Elly) born, February 21.

1911 Winter at Manchester.

1913 Exhibits one oil, Three Little Girls (1911), and three watercolors at Armory Show, New York City, February 17-March 15. Daughter Joan born, Apri1 2.

1915 Awarded Carol H. Beck Gold Medal at Pennsylvania Academy of Fine Arts annual for portrait of daughter Harriot.

1916 John Singer Sargent (1856-1925) visits Sharksmouth during stay in Boston to paint Public Library murals.

1917 Paints Barrett Wendell (1855-1921), Professor of English at Harvard [Harvard University].

1919 Selected by National Art Committee to paint portraits of Versailles Peace Conference participants, Paris. Paints five-time Premier Ionel I.C. Bratianu of Romania, Prince Saionji Kimmochi of Japan, and Premier Nicola Pashitch of Serbia.

1920 Begins twenty-year association with group of watercolorists known as 'The Boston Five', along with Carl Cutler, Marion Monks Chase, Charles Hovey Pepper and Harley Perkins.

1921 Versailles War Portraits premiere at Metropolitan Museum, New York, January 17, then tour country coast-to-coast, stopping in 26 other cities.

1922 First of many exhibits at Corcoran Gallery of Art, Washington, D.C.

1923 War Portraits exhibition closes at the Baltimore Museum of Art, June 3. Paints Family Group featuring all seven Hopkinson family members [Museum of Fine Arts, Boston] . Paints Charles Evans Hughes (1862-1930), Supreme Court Chief Justice and Secretary of State [Brown University].

1924 Hopkinsons travel to Italy, residing at the Villa Mercedes in Florence.

1926 Awarded Logan Medal at Sesquicentennial Exposition, Philadelphia. Awarded Logan Medal at Chicago Institute of Art for Family Group. Paints George Peabody Gardner (1888-1976), president of Isabella Stewart Gardner Museum.

1927 Helps found Boston Society of Independent Artists, an organization for younger artists excluded from established galleries. Paints John D. Rockefeller, Jr. (1874-1960).

1929 Paints George Eastman (1854-1932), Eastman Kodak Company founder and president.

1930 Paints first of three portraits of Oliver Wendell Holmes (1841-1935), Associate Justice of the Supreme Court.

1933 Hopkinsons travel throughout Egypt. Hopkinson paints ex-President Calvin Coolidge ! (1872-1933) [White House, Washington].

1935 Elected to National Institute of Arts and Letters. Twenty-one of his Portraits of American Educators exhibited at Arden Gallery, New York. 1936 Mr. & Mrs. Hopkinson travel to Banff and Lake Louise, Canada.

1939 Mrs. Hopkinson suffers a heart attack; to speed recovery, she and Charles, accompanied by daughter Joan, spend most of the winter in Bermuda.

1940 First of several short trips to Cornish, New Hampshire, residing with landscape architect Arthur A. Shurcliff.

1941 Elected to American Academy of Arts and Letters. 1943 Meet the Artist exhibition of self-portraits at de Young Memorial Museum, San Francisco.

1945 Nine watercolors and twenty oil portraits featured at Vose Galleries, Boston, January 2 through 20. Proceeds from the sale of watercolors given to War Charities.

1947 Mrs. Hopkinson suffers a fatal heart attack, November 5.

1948 First of four annual trips to New Zealand to visit daughter Harriot and her husband, Canadian High Commissioner to New Zealand Alfred Rive.

1950 Elected to American Academy of Arts and Sciences. 1953 Spends several weeks with daughter Harriot and her husband Alfred in Kingston, Ontario.

1955 Elected to Harvard Chapter of Phi Beta Kappa.

1962 Charles Hopkinson dies at age 93, October 16, at Beverly Hospital, Massachusetts. Memorial services at the Cambridge First Parish Church.