| | | | | | | | | | |  | Major Transactions |
| | | | Tuesday, October 18th, 1966 | | Demoted SP R. Nye to Triple A Seattle. |
| Thursday, October 13th, 1966 | | Traded nothing to the Washington Senators, getting 22-year old minor league starting pitcher R. Nye in return. |
| Sunday, September 11th, 1966 | | C B. Tillman retires. |
| Tuesday, August 16th, 1966 | | Purchased the contract of LF A. Shamsky from Triple A Seattle. |
| Thursday, July 21st, 1966 | | Signed MR W. Wood to a 3-year contract extension worth a total of $736,800. |
| Tuesday, April 12th, 1966 | | Signed free agent 2B B. Moran to a 1-year contract worth a total of $26,241. | | Signed free agent 1B M. Throneberry to a 1-year contract worth a total of $126,241. |
| Monday, December 20th, 1965 | | Signed LF C. Yastrzemski to a 5-year contract extension worth a total of $4,832,000. |
| Wednesday, December 15th, 1965 | | Purchased the contract of MR D. Lines from Triple A Seattle. |
| Tuesday, November 16th, 1965 | | MR J. Jaeckel received a 1-year contract through automatic renewal worth a total of $24,774. | | MR B. Priddy received a 1-year contract through automatic renewal worth a total of $24,774. | | MR W. Schurr received a 1-year contract through automatic renewal worth a total of $24,774. | | 3B H. Clarke received a 1-year contract through automatic renewal worth a total of $24,774. | | SP L. Walker received a 1-year contract through automatic renewal worth a total of $24,774. | | LF A. Shamsky received a 1-year contract through automatic renewal worth a total of $24,774. | | SP S. Siebert received a 1-year contract through automatic renewal worth a total of $24,774. | | 3B F. Malzone becomes a free-agent. | | SP S. Hargan received a 1-year contract through automatic renewal worth a total of $24,774. | | SP D. Boswell received a 1-year contract through automatic renewal worth a total of $24,774. | | 2B B. Knoop received a 1-year contract through automatic renewal worth a total of $24,774. | | C B. Barton received a 1-year contract through automatic renewal worth a total of $24,774. | | SS D. Kessinger received a 1-year contract through automatic renewal worth a total of $24,774. | | C J. Blanchard becomes a free-agent. |
| Saturday, November 13th, 1965 | | MR J. Duckworth received a 1-year contract through arbitration worth a total of $25,116. | | MR W. Wood received a 1-year contract through arbitration worth a total of $102,960. | | LF C. Yastrzemski received a 1-year contract through arbitration worth a total of $475,120. | | SP D. Morehead received a 1-year contract through arbitration worth a total of $32,844. |
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