Event Winners: Freshman Medley
| 1939 |
Bates |
03:44.0 |
Maybee-Paine-Sigsbee-Nickerson |
| 1940 |
Bates | 03:39.2 | Lyford-Thompson-Gates-McLuthlin |
| 1941 |
Bowdoin | 03:36.9 | Carey-Dobie-Strachan-Hillman |
| 1942 |
Maine | 03:38.5 | |
| 1943 |
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| 1944 |
No Meet Held – WWII | ||
| 1945 |
Event Not Contested | ||
| 1946 |
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| 1947 |
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| 1948 |
Bowdoin | 03:46.7 | |
| 1949 |
Bowdoin | 03:43.1 | |
| 1950 |
Bates | 03:38.8 | |
| 1951 |
Bowdoin | 03:36.9 | Carey-Dobie-Strachen-Hillman |
| 1952 |
Bowdoin | 03:46.0 | |
| 1953 |
Bowdoin | 03:40.7 | |
| 1954 |
Bowdoin | 03:47.6 | |
| 1955 |
Maine | 03:42.7 | |
| 1956 |
Maine | 03:44.6 | |
| 1957 |
Bowdoin | 03:44.8 | |
| 1958 |
Maine | 03:45.8 | Brooks-Safford-Baker-Spencer |
| 1959 |
Bates | 03:46.4 | Scofield-Lersch-Alexander-Janke |
| 1960 |
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| 1961 |
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| 1962 |
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| 1963 |
Maine | 3:37.9 | Fahlgren-Brockway-Judkins-MacFarland |
| 1964 |
Maine | 3:38.9 | Watts-Buteau-Caswell-Clark |
| 1965 |
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| 1966 |
Maine | 03:36.7 | Leblanc-Heward-Scmid-Turner |
| 1967 |
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| 1968 |
Bowdoin | 03:35.9 | Coverdale-Fontville-Larrabee-Lever |
| 1969 |
Maine | 03:46.3 |