Southern Oregon, starting in Roseburg (or go in reverse). 3 hours drive south of Portland.
1. Drive up the North Umpqua Highway. This is one of the most stunning, beautiful drives I know. 2. Even if it is too early, spend a half day fishing on the North just to say you did. Have your wife take a picture of you unfurling a perfect cast over the emerald waters with some basalt and old growth in the background. Frame the picture when you get home.
3. Then drive up to Diamond Lake or the Crater Lake Lodge for the night. Diamond Lake lodge is "rustic"...Crater Lake lodge is a treasure perched on the rim of the lake. Crater Lake is a natural wonder. You've seen lots of mountains...there are mountains everywhere. This is unique...a mountain that blew itself up. Perfect blue water. cindercone island to one side.
4. Drive around the lake stopping at every vista. Hike down to the lake at Cleetwood Cove and do a family jump off the "Jumping Rock". Don't worry, the water is warm...tropical really. Take pictures of your kids in the air with nothing behind them but the rim of the lake. Drip dry on the hike back to the rim. Frame pictures when you get home.
5. Drive to Bend. Drink beer...because...well...that is what people do in Bend. Stay the night.
6. Fish the Deschutes around Maupin...there should be trout around, maybe some early steelhead. Do a whitewater raft trip. You can probably fish in the morning and then take the raft trip in the heat of the day. Touristy, but you are a tourist and you have family to please.
7. Drive to Timberline Lodge...eat in the restaurant, stay the night in the lodge. Watch the sun set and the valleys below darken while at timberline you are still bathed in evening sunlight. Watch the sun rise. Watch "The Shining" before you leave home for the trip.
8. Drive to Hood River and down to Portland. Stop at Multnomah Falls. Be a tourist...
9. On to Washington. Not much to see in Washington. Maybe stop at Mt St Helens, it too blew itself up, just not as perfectly as Mt Mazama (Crater Lake). Drive up to Mt. Rainer (has yet to blow itself up). All disappointing after your jaunt through Oregon.