
08/18/2025
When the Rough Riders—already legends in the making—arrived at the dusty fairgrounds in San Antonio in May of 1898, no one expected what they found: absolutely nothing. No tents. No uniforms. No weapons. Not even horses. It was a chaotic start for the most talked-about regiment in the U.S. Army, and yet something electric was in the air. This wasn't a military base—it looked more like a ghost town hosting a revolution. And then came the whispers: the Harvard men were on their way. The troopers, wild with curiosity, rushed to the edge of the grounds when the bell of the trolley rang out. Moments later, the so-called “millionaire recruits” stepped into the scene, unknowingly walking into a storm of cheers, handshakes, and raw testosterone.
These newcomers—mostly New Yorkers—had dined at the elegant Menger Hotel the night before and arrived at camp looking more like characters from a Western dime novel than raw recruits. Dressed in fresh sombreros and blue flannel shirts, they hauled neatly packed valises filled with razors, linens, fine soap, and high-end ci******es. The local papers were quick to poke fun, joking that hand mirrors might be tucked in among the gear. But what no one expected—perhaps not even the recruits themselves—was how quickly these refined Easterners would shed their polish. They didn’t hesitate to haul hay, dig ditches, or scrub pots side by side with weathered cowboys from New Mexico. Any suspicion about soft hands vanished in the dirt.
Colonel Leonard Wood watched with quiet satisfaction as Wall Street heirs and Ivy League graduates curled up without blankets on pavilion floors, grinning as they took orders from men who’d never seen the inside of a parlor. Supplies were trickling in painfully slow, and until their tents and gear arrived, the men made do by sleeping in exhibition halls and under grandstands, huddled together beneath saddle blankets borrowed from mule packers. And yet, what emerged from this unlikely brotherhood wasn’t complaint, but camaraderie. The blend of polished urbanites and rugged frontiersmen was turning into something far greater than a novelty. Against all odds—and with barely a tent to their name—the Rough Riders were becoming a true American force.