| YEAR | CHAMPION | AGE | HOME | TIME |
| 1958 | Franjo Mihalic | 36 | Yugoslavia | 2:25:54 |
| 1957 | John J. Kelley | 26 | Connecticut | 2:20:05 |
| 1956 | Antti Viskari | 27 | Finland | 2:14:14 |
| 1955 | Hideo Hamamura | 25 | Japan | 2:18:22 |
| 1954 | Veikko Karvonen | 28 | Finland | 2:20:39 |
| 1953 | Keizo Yamada | 24 | Japan | 2:18:51 |
| 1952 | Doroteo Flores | 30 | Guatemala | 2:31:53 |
| 1951 | Shigeki Tanaka | 19 | Japan | 2:27:45 |
| 1950 | Ki-Yong Ham | 19 | Korea | 2:32:39 |
| 1949 | Karl Gosta Leandersson | 31 | Sweden | 2:31:50 |
| 1948 | Gerard Cote | 34 | Canada | 2:31:02 |
| 1947 | Yun Bok Suh | 24 | Korea | 2:25:39 |
| 1946 | Stylianos Kyriakides | 36 | Greece | 2:29:27 |
| 1945 | John A. Kelley | 37 | Massachusetts | 2:30:40 |
| 1944 | Gerard Cote | 30 | Canada | 2:31:50 |
| 1943 | Gerard Cote | 29 | Canada | 2:28:25 |
| 1942 | Bernard Joseph (Joe) Smith | 27 | Massachusetts | 2:26:51 |
| 1941 | Leslie S. Pawson | 37 | Rhode Island | 2:30:38 |
| 1940 | Gerard Cote | 26 | Canada | 2:28:28 |
| 1939 | Ellison M. Brown | 23 | Rhode Island | 2:28:51 |
| 1938 | Leslie S. Pawson | 34 | Rhode Island | 2:35:34 |
| 1937 | Walter Young | 24 | Canada | 2:33:20 |
| 1936 | Ellison M. Brown | 20 | Rhode Island | 2:33:40 |
| 1935 | John A. Kelley | 27 | Massachusetts | 2:32:07 |
| 1934 | Dave Komonen | 35 | Canada | 2:32:53 |
| 1933 | Leslie S. Pawson | 29 | Rhode Island | 2:31:01 |
| 1932 | Paul de Bruyn | 24 | Germany | 2:33:36 |
| 1931 | James P. Henigan | 38 | Massachusetts | 2:46:45 |
| 1930 | Clarence H. DeMar | 41 | Massachusetts | 2:34:48 |
| 1929 | John C. Miles | 23 | Canada | 2:33:08 |
| 1928 | Clarence H. DeMar | 39 | Massachusetts | 2:37:07 |
| 1927 | Clarence H. DeMar | 38 | Massachusetts | 2:40:22 |
| 1926 | John C. Miles | 20 | Canada | 2:25:40 |
| 1925 | Charles L. (Chuck) Mellor | 31 | Illinois | 2:33:00 |
| 1924 | Clarence H. DeMar | 35 | Massachusetts | 2:29:40 |
| 1923 | Clarence H. DeMar | 34 | Massachusetts | 2:23:47 |
| 1922 | Clarence H. DeMar | 33 | Massachusetts | 2:18:10 |
| 1921 | Frank T. Zuna | 28 | New York | 2:18:57 |
| 1920 | Peter Trivoulidas | 39 | Greece | 2:29:31 |
| 1919 | Carl W. A. Linder | 29 | Massachusetts | 2:29:13 |
| 1918 | Camp Devens Divisional Team | - | Massachusetts | 2:24:53 |
| 1917 | William J. (Bill) Kennedy | 35 | New York | 2:28:37 |
| 1916 | Arthur V. Roth | 23 | Massachusetts | 2:27:16 |
| 1915 | Edouard Fabre | 29 | Canada | 2:31:41 |
| 1914 | James Duffy | 23 | Canada | 2:25:01 |
| 1913 | Fritz Carlson | 29 | Minnesota | 2:25:14 |
| 1912 | Michael J. Ryan | 23 | New York | 2:21:18 |
| 1911 | Clarence H. DeMar | 22 | Massachusetts | 2:21:39 |
| 1910 | Fred L. Cameron | 23 | Canada | 2:28:52 |
| 1909 | Henri Renaud | 19 | New Hampshire | 2:53:36 |
| 1908 | Thomas P. Morrissey | 19 | New York | 2:25:43 |
| 1907 | Thomas Longboat | 19 | Canada | 2:24:24 |
| 1906 | Timothy Ford | 18 | Massachusetts | 2:45:45 |
| 1905 | Frederick Lorz | 26 | New York | 2:38:25 |
| 1904 | Michael Spring | 21 | New York | 2:38:04 |
| 1903 | John C. Lorden | 28 | Massachusetts | 2:41:29 |
| 1902 | Sammy A. Mellor | 23 | New York | 2:43:12 |
| 1901 | John P. Caffery | 21 | Canada | 2:29:23 |
| 1900 | John P. Caffery | 20 | Canada | 2:39:44 |
| 1899 | Lawrence Brignolia | 23 | Massachusetts | 2:54:38 |
| 1898 | Ronald J. MacDonald | 22 | Canada | 2:42:00 |
| 1897 | John J. McDermott | 22 | New York | 2:55:10 |