Since you live in Eastern, you are likely a much better snow driver than I am. But if you've never done that drive, I will warn you that the Siskyous can be QUITE nasty to drive in over xmastime. Fast truckers, twisty highway. I HOPE they are finally done with the construction that they've been doing for something like 20 years, but since just a few years ago there was STILL construction, I wouldnt' count on it. And unless Oregon changed (oh I hope they did), whenever I've driven through, there are triple trailers driving on the roads, which is just plain old scary.
Because of the Siskyous mountains alone, I fly nowadays.
That said...depending on where in Eastern you are, I'd probably get west and south over to 205, get into Portland that way, deal with the Portland mess (we had our wedding out there and it took an entire YEAR to figure out the highways that go around the city!), and get going south on 5 for the rest of the way.
Since you're planning on snacks, just in case you don't know, do NOT try to take fruit into California. In fact I'd make sure you had no produce at all in the car, and I think, though I'm not sure (longtime vegetarian), even meat isn't allowed in. I mean, I wouldn't worry about deli meats, but if for some reason you're carrying steaks, well, I wouldn't. They are very careful about bringing pests into CA! So be careful you aren't carrying those foods into CA.
When in college, driving straight through, I could do Tacoma, WA to Santa Cruz, CA in 13 hours. I *think* it's about 7 hours from San Jose, CA to Anaheim. You're going to want to stop for the night, IMO, somewhere in there. If you can make it all the way to SJ (SJ is north of Santa Cruz, in case my order was confusing), it's a huge city with lots of hotel options. But I *think* you'd come off of 5 to get there, so maybe just ignore what I just said.

(I grew up in SJ, but left at 17 for college and my mom moved to Miami, so I didn't spend much driving time there)
Do you belong to
AAA? If so, use their TripTik service! Get some maps! Or maybe a friend belongs and would be willing to get those things for you? I *think* that AAA pays attention to current road construction for their TripTiks, so that would be really helpful for your trip (more helpful for construction updates than asking here in June, I'd say!)
Good luck with this trip!