This is a fun activation with an manned fire lookout (active during summer only of course) a few miles north of Crater Lake National Park. If the lookout is occupied and the gate is open, it would be a drive-up. If the gate is locked, it's a mere 1.7 miles of road walking OW and 900 feet gain. Along Highway 138 and about 11 miles north of Highway 209 that enters Crater Lake National Park, find Cinnamon Butte LO Road (FS 4793).
In the extreme NE corner of Oregon, there's this lovely near drive-up summit with a great view down to the Snake River and Hells Canyon. There's a fire lookout tower that you can climb partway up, but it's perhaps not the best place to activate. Instead, head down the short trail to the benches and picnic tables that have a view east down into the canyon - it's fantastic.
In the NE corner of Oregon there's this easy summit with great views of the surrounding Wallowa Mountains. The cross-country "hike" is only 0.6 miles from the nearest road approach and about 300 feet of gain, and in season the wildflowers are amazing.
On the Hart Mountain Antelope Refuge in southern Oregon, Warner Peak is a nice 3.4 mile one-way road walk. Although the trailhead is not that easy to reach and the Refuge is one of the most remote places in the state. You'll want a high clearance vehicle for these roads. From Refuge Headquarters, head south on Blue Sky Road for 14 miles - it starts out heading south and then turns towards the west. Near 42.4298° -119.723° turn left and continue about 0.7 miles to a ford.
These directions are somewhat vague, because I don't recall exactly how we got there on the maze of Forest Roads. A GPS will be your best bet to get close.
From Lakeview, Oregon take Oregon Highway 140 north toward Paisley. Following Hwy 140, turn right onto Hwy 140 east toward Adel. Turn left onto Forest Service (FS) Road 3615 traveling north about 6.8 miles and pass the right turn to FS Road 019 (this leads to Light and Drake Peaks). Continue on FS Road 3615 about 3.2 miles to a road leading off to the right near 42.316° -120.168°. From here you are kinda on your own - you may find a good place to park about 0.6 miles up one of the dirt tracks - perhaps near 42.321° -120.1595°.
Follow the directions to the Drake Peak Lookout that is located on Light Peak W7O/CE-004. Head up on foot the 1/3 mile towards Light Peak and watch for the faint road heading east just below the summit. This is a cross-country route of about 3 miles RT. A GPS may be very useful to find the peak. Although it may look shorter to veer off the road on the return trip to slightly shorten the trip, I'd suggest staying with the road. The rocky peak has a few small trees for supporting poles and antennas.
Light Peak is located about one hour northeast of Lakeview, Oregon and features the Drake Peak Lookout that can be rented in summer. (Yes, Drake Peak Lookout is on the shoulder of Light Peak and not on Drake Peak...)
Here's an unremarkable drive-up summit in the mid-Willamette Valley west of Salem.
Cole Mountain is a drive-up in the Coast Range south of Highway 26 off of Highway 53. The road is passable in any passenger car and it's a radio quiet spot.