I think of milestones as deliverable functionality and I use tickets
  as items in my To Do list (typically a day's work or less) so I can
  see progress as tickets are worked on and closed.  But that leaves me
  with a big gulf of resolution between a ticket and a milestone (which
  might be weeks or months of work).

  I really want to organize tickets into a hierarchy so "Implement the
  new Frobnitz" can have child tasks of "Implement Frobnitz data
  structures", "Implement Frobnitz user interface", "Add error checking
  to Frobnitz runtime", etc.  I don't see a good way to do that in trac.
  Is there a plugin I've missed?
  http://www.trac-hacks.org/wiki/MasterTicketsPlugin doesn't really fit
  the bill.

I have the same issue - mastertickets lets you associate the tickets,
but doesn't roll up progress to sub milestones.  I think you might want
the MasterMilestonesPlugin but I don't think anyone has written it yet.
It would let a milestone have a parent milestone, and have the milestone
display find all tickets also from all child milestones - that might not
be that hard to do.

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