| Headline | Month | Day | Year | County | City |
|---|
| Early settlers of Sheboygan, Wisconsin | January | | 1889 | Sheboygan | Sheboygan | View |
| Sheboygan's start | December | 04 | 1889 | Sheboygan | Sheboygan | View |
| Thos. M. replies | September | 06 | 1894 | Sheboygan | Sheboygan | View |
| My first visit to Sheboygan | August | 24 | 1895 | Sheboygan | Sheboygan | View |
| Its semi-centennial | August | 16 | 1897 | Sheboygan | Sheboygan | View |
| Lincoln in Wisconsin | February | 14 | 1905 | Sheboygan | Sheboygan | View |
| Mrs. Brown celebrates 98th birthday | | | 1907 | Sheboygan | Sheboygan | View |
| [Letter from Mrs. Daniel Brown] | | | 1907 | Sheboygan | Sheboygan | View |
| Mrs. Horace Stone tells intensely interesting tale | January | 31 | 1908 | Sheboygan | Sheboygan | View |
| An interesting narrative | May | 25 | 1909 | Sheboygan | Sheboygan | View |
| Has lived here sixty-six years | August | 12 | 1909 | Sheboygan | Sheboygan | View |
| Origin of Sheboygan | July | 13 | 1909 | Sheboygan | Sheboygan | View |
| Sheboygan wants museum for relics | September | 05 | 1909 | Sheboygan | Sheboygan | View |
| Tells of landmarks near Sheboygan | December | 17 | 1909 | Sheboygan | Sheboygan | View |
| Pioneers days in Sheboygan Falls | February | 21 | 1910 | Sheboygan | Sheboygan | View |
| Sheboygan sought Milwaukee's crown | March | 07 | 1910 | Sheboygan | Sheboygan | View |
| Pioneer days | May | 08 | 1911 | Sheboygan | Sheboygan | View |
| Happy event in life of Rev. Van Treeck and his congregation | October | 11 | 1913 | Sheboygan | Sheboygan | View |
| Judge W.H. Seaman gives some recollections of the pioneer lawyers of Sheboygan | August | 22 | 1913 | Sheboygan | Sheboygan | View |
| Memories of Mrs. H. N. Smith, pioneer home maker early day authority on Sheboygan county history | June | 15 | 1913 | Sheboygan | Sheboygan | View |
| Mr. and mrs. schorer oldest couple in state | February | 06 | 1913 | Sheboygan | Sheboygan | View |
| Mr. Blackstock head of Phoenix, called by death | February | 28 | 1913 | Sheboygan | Sheboygan | View |
| Sheboygan fifty-six years ago | May | 16 | 1913 | Sheboygan | Sheboygan | View |
| Sixty years old | May | 27 | 1913 | Sheboygan | Sheboygan | View |
| Went to the mat | July | 01 | 1913 | Sheboygan | Sheboygan Falls | View |
| Childhood home of horace rublee in the early days of Sheboygan County | February | 15 | 1914 | Sheboygan | Sheboygan | View |
| Historical sketch of state | October | 03 | 1914 | Sheboygan | Sheboygan | View |
| Judge Seaman at the head | October | 01 | 1914 | Sheboygan | Sheboygan | View |
| Pioneers at Falls | September | 30 | 1914 | Sheboygan | Sheboygan | View |
| Pioneers meet at Sheboygan Falls today | September | 30 | 1914 | Sheboygan | Sheboygan | View |
| Pioneers of Sheboygan County | March | 28 | 1914 | Sheboygan | Sheboygan | View |
| Turners to celebrate great event | November | 05 | 1914 | Sheboygan | Sheboygan | View |
| Father started first newspaper | September | 29 | 1915 | Sheboygan | Sheboygan | View |
| Fifty years ago | February | 25 | 1915 | Sheboygan | Sheboygan | View |
| John. L. Sexton, postmaster in Russell in 1861, received small compensation | July | 27 | 1915 | Sheboygan | Sheboygan | View |
| Pioneer of the many pioneers | January | 16 | 1915 | Sheboygan | Sheboygan | View |
| The lost dauphin of France was resident of Wisconsin | November | 06 | 1915 | Sheboygan | Sheboygan | View |
| Youngest nurse in Civil War | October | 20 | 1915 | Sheboygan | Sheboygan | View |
| Col. J. A. Watrous tells of the veteran editor of Wisconsin Edward Beeson | April | 17 | 1916 | Sheboygan | Sheboygan | View |
| Early day newspapers of Wisconsin and the men who wielded the pen so forcibly | April | 17 | 1916 | Sheboygan | Sheboygan | View |
| Finds interesting copies of old papers in building | May | 06 | 1916 | Sheboygan | Sheboygan | View |
| History of post office connects early day history | April | 17 | 1916 | Sheboygan | Sheboygan | View |
| History of school in which Horace Roblee taught years ago | April | 17 | 1916 | Sheboygan | Sheboygan | View |
| Indian burial mounds near Sheboygan interesting study | April | 02 | 1916 | Sheboygan | Sheboygan | View |
| Nearly a half century since the old settlers organized association | April | 17 | 1916 | Sheboygan | Sheboygan | View |
| Pagaent outlined by Mrs. Fessler | December | 05 | 1916 | Sheboygan | Sheboygan | View |
| Recollections of boyhood days in Sheboygan in the latter Seventies | April | 17 | 1916 | Sheboygan | Sheboygan | View |
| Sheboygan lost golden opportunity | April | 19 | 1916 | Sheboygan | Sheboygan | View |
| Story of Sheboygan county from 1833 up to the present time | April | 17 | 1916 | Sheboygan | Sheboygan | View |
| Tells of the burning of the Phoenix | August | 25 | 1916 | Sheboygan | Sheboygan | View |