I live in NY State...about 18 or 19 hours of drive time to TV. If I take I-95 I have to deal with the DC traffic, if I take I-81I have to deal with Charlotte...either one of those is a crapshoot. I usually drive, but have also done the fly and transport the car route.
From NY State it cost me just under $1,000 to transport my Highlander to TV, and about $500 to fly us both non-stop to Sanford, then another $100 or so for the ride from Sanford. Not the cheapest, but it was easy. I suspect those numbers are cheaper than what it will cost next Autumn when we have to make the decision.
From NY State it's not too bad to drive...not fun but not hell either...two long days, or 3 easy days...From Oregon? Man, that's a long way...not sure what I'd do...
OP, I think you have your options...now, as the saying goes, "you pays your money and you takes your choice"....Good Luck.
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