 Most valuable trophy in U.S. sports. Go. Nope. Not the Lombardi. Nope. Not the Larry O'Brien. Nope. Not the Stanley Cup. It's the Woodlawn Vos and they give it to the winner of the pre-miss. Okay, here it is. The Woodlawn Vos, 29 pounds of solid sterling silver. It was created in 1860 by Tiffany and Co. And at that time, they valued it at a million dollars. Here's where the story gets crazy, though. During the Civil War, it was buried on a farm in Kentucky because they were afraid that the silver would be melted down and used as ammunition. Fast forward, it was the trophy for a lot of big races for several years, but in 1917, found its permanent home with the Maryland Jockey Club. If you look at the top of the trophy, that's a replica of Lexington. He's a foundational stallion in thoroughbred racing and actually the father of Preakness, who the race is named after. The second jewel of horse racing's triple crap.