Definitely 2000, when it trended Democratic. Political analysts were slow to realize that though, and I remember them in 2004 mocking the Kerry campaign for suggesting that Virginia could be competitive. The pundits thought that The Democratic nominee had a better chance in such states as West Virginia, Arkansas, and Louisiana. LOL
I mean, most people rely pretty heavily on the previous election (rightly or wrongly), and these were the 2000 results:
VA: +8.04% GOP
LA: +7.68% GOP
WV: +6.32% GOP
AR: +5.44% GOP
Even in 2004, these were the results:
LA: +14.51% GOP
WV: +12.86% GOP
AR: +9.76% GOP
VA: +8.02% GOP
So VA ended up being more Democratic than all of them in 2004, but it was more Republican than all of them in 2000, and it wasn't THAT much more Democratic than Arkansas in 2004. It really wasn't that crazy of a thing to think in 2004, though Kerry wasn't exactly a great fit for Southern Democrats. What pundits should have put a LOT more stock in, looking back, is that Democrats were having a lot of their voters down in Dixie die off between 1996 and 2008, and their kids weren't nearly as open to supporting the "right kind of Democrat," let alone a John Kerry type. VA, on the other hand, was changing its voter pool to a significantly more Democratic-friendly electorate.