|Years:||1896 1897 1898 – 1899 – 1900 1901 1902|
Significant events from 1899.
- 13th - The Faris Brothers sell their drug store to William F. Bowles, of Louisville, who planned to move to Bloomington.
- 5th - James Aitkens, a local stonecutter, is struck and killed by a Monon train when he falls asleep too close to the tracks.
- 6th - A fire starts in a room occupied jointly by the Bloomington Cabinet Works and the Zepo Tin Shop. Mr. Miller, owner of the building, and Mr. Pauley, who owned an undertaking office across the street, saw the fire and were able to put it out with damage amounting only to about $50.
- 9th - A new billiard room with four tables opens to the public. It was run by Mr. Reeves of the City Cigar company.
- 24th - A Mr. Morrison and two sons of Henry Myers are killed when a boiler at a sawmill three miles east of Paragon explodes.
- 30th - George Wilson of Chicago opens a hotel in the former residence of Frank E. Worley, a home which had many large rooms, a spacious dining room, large halls, and running water.
- Bart Armstrong sells his roller flour mill to a consortium of Harrodsburg citizens, constituting the Harrodsburg Milling Company. The directors were: William Carmichael, J. B. Hadlock, E. L. Lowe, Newton Holmes, Hannagan Brassfield and Frank Armstrong. H. T. Smallwood was elected president, A. W. Hon, secretary, and D. J. Kinser, treasurer.
- Dr. Lou Hughes opens a dentistry office in the building of Thomas Heady.
- Jeweler J. O. Howe is burned at his work bench when a nearby alcohol lamp explodes. Alone in the office, Mr. Howe applies some wet towels to his injuries and walks to the office of Dr. Lowder to receive medical attention.
- The John Waldron estate becomes the sole owner of the Opera House Block (on the south side of The Square, perhaps?) buying the interest of William Showers for $6000. The first floor room had just been vacated by the Smith Bazaar, while the second story contained both the Waldron room occupied by C. F. Reed & Co. and the Smith room.
- Lightning strikes Dow Eller's barn 5 miles west of town, burning it down and causing $400 worth of damage.
- J. S. Stephens and Richard Stephens sell 24 acres in Salt Creek Township to Harriet A. Owens for $450.
Wood Wiles opens a drug store on the east side of The Square. Wiles, a former clerk at the O'Harrow Drug Store, bought the Norman Saloon for his place of business, and the newspapers expressed hope for an end to the "disgraceful carousing" at that location.