My takes:
Bandon is the best beach, though there are many that are pretty awesome. Shore Acres and Cape Arago state parks, just north of Bandon, are well worth your time.
There are some cool hikes with great views around Humbug Mtn State Park and the Port Orford Headlands.
Newport is a cool little town with a riverfront area worth exploring. It's also has a great aquarium and is home to the NOAA Pacific Fleet, so you may see some science ships docked there.
Crater Lake is definitely worth a trip. I haven't seen a photo that does it justice. The first time you walk up and look over the age will be memorable. Eat at Beckie's Pies and take the short hike around the Rogue River Gorge.
Silver Falls is awesome. The hiking trail goes behind some of the falls.
Astoria is a fun town. Make sure to take the bridge across the Columbia and see Cape Disappointment on the WA side.
In Tillamook, you can visit the Tillamook Creamery, makers of cheese and ice cream..
In Portland, definitely Powell's. The Zoo and Japanese Garden are awesome and there are plenty of hiking trails in Forest Park. The best Vietnamese place is Luc Lac on the corner of SW 2nd and SW Taylor. Be prepared to wait a bit during the weekday lunch rush. The Waterfront Park is good for a stroll and people watching.
Multnomah Falls is iconic and a must see. Get off the freeway though, and take the Old Columbia Highway and stop at all the falls and Vista House. I think the highway is mostly open now (it was closed in sections after the 2017 fire).
Hood River is cool. As others have said, it's on the river and has a nice downtown with shops, restaurants, and breweries.
Take a drive up the Hood River Valley to Mt Hood and eat at Timberline Lodge, which is a great example of New Deal construction. On a clear day, the views are magnificent. It was also used in The Shining as the exterior of the hotel.
Central Oregon doesn't get the publicity, but both Redmond and Bend are cool towns, with Bend being a retirement haven and the snottier of the two. They give you a view of the eastern slope of the Cascades and Mt. Jefferson and The Sisters are what you expect big Cascade volcanoes to look like. You can walk through lava tubes at Newberry National Volcanic Monument and the hiking at Smith Rock State Park is great (many commercials are filmed there).
If you get down to far SW Oregon, float or jet boat the Rogue. Oregon Caves is cool and the drive along the Smith River into California and RWNP is awesome--the mineral content of the area makes the river a cool looking light blue. In CA, Stout Grove is my favorite redwood grove and if you're feeling adventurous with a high clearance vehicle, just down the road is a great hike through Fern Canyon at Prairie Woods State Park.