His work took on a mature tone with director Ang Lee's The Ice Storm (1997), which was followed the next year by appearances in ensemble films such as Deep Impact and The Faculty. It was his work in the latter that attracted the attention of director Peter Jackson, who cast Wood as hobbit Frodo Baggins in his Oscar-winning Lord of the Rings trilogy (2001-2003).
Since then, Wood has selected parts in darker, edgier films, including Eternal Sunshine of the Spotless Mind (2004) and Sin City (2005).