How The Princess Bride defied odds to become a timeless classic
The making of The Princess Bride involved a mix of last-minute casting, creative persistence, and strong collaborations. Director Rob Reiner faced early doubts but eventually brought William Goldman's beloved story to life with a talented ensemble. Filming unfolded across historic English locations, while the cast bonded off-screen in a shared hotel.
Rob Reiner first discovered The Princess Bride when his father, Carl Reiner, gave him a copy of the book. It quickly became his favourite, and he set his sights on adapting it after completing This Is Spinal Tap and The Sure Thing. However, a studio executive initially dismissed the idea, forcing Reiner to push harder for the project.
Funding came from an unexpected source: Norman Lear, the producer behind All in the Family. Reiner pitched his vision, and Lear agreed to back the film. With financing secured, casting began in earnest. Cary Elwes landed the role of Westley after Reiner saw him in Lady Jane and felt he was the perfect fit. Robin Wright, meanwhile, was cast as Buttercup just a week before filming started—a decision Goldman fully supported. Andre the Giant joined as Fezzik, a choice Goldman had insisted on from the beginning. Wallace Shawn wasn’t originally considered for Vizzini, but his audition won Reiner over. Billy Crystal and Mandy Patinkin were sent the script and allowed to pick their roles, settling on Miracle Max and Inigo Montoya, respectively. The cast stayed together in the same hotel during production, building camaraderie that carried into the film. Filming took place across England, with Haddon Hall and Penshurst Palace standing in for Prince Humperdinck’s castle. The locations added to the film’s fairy-tale charm, while the tight-knit group of actors brought Goldman's characters to life.
The film’s journey from book to screen relied on Reiner’s determination, Lear’s financial support, and a series of well-chosen performances. Key roles were filled at the last minute, while historic English sites provided the perfect backdrop. The result became a timeless adventure, shaped by both creative risks and strong teamwork.
