Maybe Ricky Gervais of The Office's David Brent fame as Bombadillo? Just imagine him doing 'that dance' to entertain the Hobbits at night, and getting the old guitar out, ("Free love on the free love highway...")
I agree with Noxo... on the Rowan Wormtongue thing, it would basically be reprising his role in Blackadder I. While we're on the subject of comedians doing different parts, how about Bill Bailey as Gollum and Eddie Izzard as Elrond (don't know why, it would just be funny)
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The pain of war cannot exceed the woe of aftermath,
The drums will shake the castle wall, the ring wraiths ride in black, Ride on.
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