| CRECY | Scene of the first decisive battle of the Five Hundred Years' War (5) |
| DISTENDED | After the five hundred and first, stopped, bloated (9) |
| ONTHE | Gloucestershire market town, site in spring 1646 of a decisive battle of the Civil War (4-2-3-4) |
| BULGE | The World War II offensive in the Ardennes was known as The Battle Of The ... (5) |
| GUMBO | "Dr. John's ___" (#404 on Rolling Stone's list of the 500 Greatest Albums of All Time) |
| ALAMO | Decisive battle in the Texas Revolution (5) |
| SHARK | Longest-lived vertebrate on earth, estimated to have a lifespan of up to 500 years; Somniosus microcephalus (5) |
| STOW | Gloucestershire market town, site in spring 1646 of a decisive battle of the Civil War (4-2-3-4) |
| WOLD | Gloucestershire market town, site in spring 1646 of a decisive battle of the Civil War (4-2-3-4) |
| NASEBY | Decisive battle of the first English Civil War |
| MONS | Belgian town that was the scene of the first battle of the British Expeditionary Force in World War I |
| HOARY | Personal stockpile's made 500 years old (5) |
| LEXINGTON | In 1775 it was the scene of the first battle in War of American Independence (9) |
| ALMA | River in Crimea, scene of the first battle of the Crimean War in 1854 (4) |
| YIELD | Why lie about it? The 500 will surrender (5) |
| ARMIES | Final installment of the Hobbit trilogy, The Battle of the Five... (6) |
| SARATOGA | Decisive battle of the Revolution |
| MILES | The "500" in the Indy 500 |
| SAVED | Eva's got the 500! Rescued them! (5) |
| HOBBIT | Fantasy sequel directed by Peter Jackson, The ...: The Battle of the Five Armies (6) |
