June 25, 1876 — Custer is defeated and killed at Little Big Horn

General George Armstrong Custer went into battle at Little Big Horn under a number of false impressions.

He was under the impression that he would be facing no more than 800 Native Americans, rather than more than twice that number – Sitting Bull and Crazy Horse had recruited assiduously, knowing that a battle was coming. He was under the impression that his major challenge would be preventing the escape of the enemy forces, rather than defeating them. And finally, he was under the impression, based on these assumptions, that the force under the command of his subordinate Major Reno would be far more effective in battle than it proved.

But with Reno’s forces isolated and routed, Custer’s forces were outnumbered and surrendered. More than 200 men in Custer’s army, including Custer himself, were killed.

Charles Marion Russell - The Custer Fight (1903).jpg
By Charles Marion Russell – This image is available from the United States Library of Congress‘s Prints and Photographs division
under the digital ID cph.3g07160.
This tag does not indicate the copyright status of the attached work. A normal copyright tag is still required. See Commons:Licensing for more information., Public Domain, Link

As mentioned in:

Custer — Johnny Cash
General Custer — Swan
Jim Bridger — Johnny Horton
Little Big Horn — Running Wild
I Love America — Alice Cooper
Custer Had It Coming — Redbone
The Punch Line — The Minutemen
Custer Song — Buffy Sainte-Marie
Custer Died A-Runnin’ — David Wilkie
I Ain’t Marching Anymore — Phil Ochs
Some Fool Made A Soldier Of Me — The Kingston Trio
Please Mister Custer, I Don’t Wanna Go — Larry Verne
History is Made By Stupid People — The Arrogant Worms

January 8, 1815 — The Battle of New Orleans takes place

In the annals of military pointlessness, few battles are quite as ridiculous as the Battle of New Orleans. It was fought 16 days after the official end of the War of 1812, of which it was a part, due to the fact that the peace treaty was signed in Europe, and the news took two months to reach America.

The Battle of New Orleans was important to later American history, though. It ended the war with a decisive American victory (in a war where neither side had managed to seize the advantage over the other), and it brought to prominence a commander named Andrew Jackson, who would later become the seventh President of the USA.

Battle of New Orleans, Jean Hyacinthe de Laclotte.jpg
By Painting by Jean Hyacinthe de Laclotte (1766 – 1829), a member of the Louisiana Militia who participated in the battle; painted by him after the victory based on his sketches made at the scene. – New Orleans Museum of Art, Public Domain, Link

As mentioned in:

I Ain’t Marching Anymore — Phil Ochs
Lydia the Tattooed Lady — Groucho Marx
The Battle of New Orleans — Johnny Horton