- January 1 - President Wilson and First Lady Edith Wilson hold their first public reception since the couple wed at the Homestend Hotel in Hot Springs, Virginia.[3]
- January 2 - Associate Justice of the United States Joseph Rucker Lamar dies from gradual liver failure in Washington, D.C. during the evening.[4]
- January 12 - Secretary of State Lansing reports that President Wilson warning Americans to leave Mexico continues as the administration's viewpoint on the country.[5]
- January 13 - President Wilson announces his intent to continue his "watchful waiting" policy in regards to Mexico and that the eighteen Americans recently executed there "were specifically warned not to go to Mexico."[6]
- January 16 - A memorandum is made public in which Secretary of State Lansing requests the American Institute of International Law to compose a study on neutral duties and rights during times of war.[7]
- January 18 - President Wilson's wishes to appoint Dixon C. Williams to solve the Chicago postmaster problem become public.[8]
- January 27 - President Wilson gives a speech to the Seventh Annual Dinner of the Railway Business Association during a New York appearance, speaking about America and its army.[9]
- January 29 - President Wilson delivers an address in Cleveland, Ohio on the bravery of the US and how it affects foreign policy.[10]
- January 31 - President Wilson delivers a military address in Milwaukee.[11]
- February 1 - President Wilson delivers a speech in Des Moines, Iowa on guarding the honor of the US when it is questioned.[12]
- February 2 - President Wilson gives an address to 10,000 people in Kansas City, Missouri, calling for Americans to support his attempts to protect lives and internationally preserve commerce.[13]
- February 3 - United States Secretary of State Robert Lansing delivers dispatches on foreign affairs to President Wilson.[14]
- February 4 - The Senate votes 52 to 21 in favor of the Philippine Independence bill during the night hours.[15]
- November 1 - President Wilson delivers a speech in Buffalo, New York on his intention for the US to battle for its representations.[16]
- November 2 - President Wilson spends the day campaigning in New York, delivering a speech in the afternoon and three in the night.[17]
- November 7 – Wilson defeats Republican Charles Evans Hughes in the 1916 presidential election.
- November 9 - Secretary of State Lansing admits the grave state of the financial situation in Mexico as well as its military, the first instance of someone from the Wilson administration confirming a poor status in Mexico since the beginning of the Mexico-America conference.[18]
- November 10 - Wilson delivers his first public speech since the election in Wilmington, Massachusetts.[19]
- December 2 - Two men are arrested on charges of trying to murder President Wilson.[20] President Wilson delivers a speech at the banquet celebrating the illumination of the Statue of Liberty in New York City.[21]
- December 30 - President Wilson meets with Senator Francis G. Newlands for discussions on the passage of anti-strike legislation in Washington.[22]
- March 4 – Warren G. Harding is inaugurated as the 29th president of the United States, at noon EST.