![Through the Decades: 148 Years of Kentucky Derby Fashion | 2023 Kentucky Derby & Oaks | May 5 and May 6, 2023 Through the Decades: 148 Years of Kentucky Derby Fashion | 2023 Kentucky Derby & Oaks | May 5 and May 6, 2023](https://www.kentuckyderby.com/uploads/wysiwyg/assets/uploads/KD1900.jpg)
Through the Decades: 148 Years of Kentucky Derby Fashion | 2023 Kentucky Derby & Oaks | May 5 and May 6, 2023
![File:Head and shoulders portrait of a man wearing a bowler hat, 1890-1900 (8143526854).jpg - Wikimedia Commons File:Head and shoulders portrait of a man wearing a bowler hat, 1890-1900 (8143526854).jpg - Wikimedia Commons](https://upload.wikimedia.org/wikipedia/commons/thumb/0/0c/Head_and_shoulders_portrait_of_a_man_wearing_a_bowler_hat%2C_1890-1900_%288143526854%29.jpg/640px-Head_and_shoulders_portrait_of_a_man_wearing_a_bowler_hat%2C_1890-1900_%288143526854%29.jpg)
File:Head and shoulders portrait of a man wearing a bowler hat, 1890-1900 (8143526854).jpg - Wikimedia Commons
![Through the Decades: 148 Years of Kentucky Derby Fashion | 2023 Kentucky Derby & Oaks | May 5 and May 6, 2023 Through the Decades: 148 Years of Kentucky Derby Fashion | 2023 Kentucky Derby & Oaks | May 5 and May 6, 2023](https://www.kentuckyderby.com/assets/components/phpthumbof/cache/4735_KD1910.5d879fb19ae06674aacf78ef7af2205a.jpg)
Through the Decades: 148 Years of Kentucky Derby Fashion | 2023 Kentucky Derby & Oaks | May 5 and May 6, 2023
![Vertical, black and white photograph of a man in a derby hat and bow tie smoking a cigar. Title: Unidentified man smoking a cigar and wearing a derby hat. . circa 1900. Vertical, black and white photograph of a man in a derby hat and bow tie smoking a cigar. Title: Unidentified man smoking a cigar and wearing a derby hat. . circa 1900.](https://c8.alamy.com/comp/MAKYDD/vertical-black-and-white-photograph-of-a-man-in-a-derby-hat-and-bow-tie-smoking-a-cigar-title-unidentified-man-smoking-a-cigar-and-wearing-a-derby-hat-circa-1900-swekosky-william-g-1895-1964-MAKYDD.jpg)
Vertical, black and white photograph of a man in a derby hat and bow tie smoking a cigar. Title: Unidentified man smoking a cigar and wearing a derby hat. . circa 1900.
![DERBY HAT DAY Early 1900s Men of Fashion PHOTOGRAPH Post Card | Etsy | 1900s fashion, Fashion, 1900 clothing DERBY HAT DAY Early 1900s Men of Fashion PHOTOGRAPH Post Card | Etsy | 1900s fashion, Fashion, 1900 clothing](https://i.pinimg.com/736x/cb/24/6c/cb246c4a4776821ff04e65140f5d0df8--hat-day-s-fashion.jpg)