Holt and his colleague, Professor A.J. Hanna, collected more than 200 stones for his project, many from detours taken during road trips on his drives to acquire funding for the school. The stones were intended to represent individuals of great fame and importance, although many of the names along the pathway are relatively unknown today. In 1945, Holt received a stone from the bunker fireplace of Adolf Hitler; it is not featured on the walkway.
Some of the more notable stones are from a well near Abraham Lincoln's Kentucky log cabin, and another from the village in Illinois where he courted Ann Rutledge. George Washington is represented by a rectangular geological specimen from Mount Vernon. Woodrow Wilson, Richard Wagner, Aristotle, Oscar Wilde, and others are also represented. The most recent additions honor the actress Annie Russell (for whom the Annie Russell Theater is named), Edyth Bush, and Zora Neale Hurston.
The head of the walk is marked with a 3,325-lb millstone engraved with a quote from Shakespeare's As You Like It. It states “Sermons in stones and good in everything.”1 Holt had the millstone shipped from Connecticut; it was brought to Winter Park on the back of an alumnus’s truck as the graduate was visiting Florida to pick up a load of citrus fruit.
Following Holt's retirement in 1949, the path fell into disrepair. Stones were often stolen or thrown into Lake Virginia as a senior prank during the 1950s and 60s. In the 1989, President Thaddeus Seymour spent $250,000 to preserve the stones and redesign the walkway. The Walk of Fame is located in front of the Mills Memorial
Building. It is one of several sites of historical interest on the historic Rollins College campus.