Just south of downtown Issaquah is Squak Mountain. It's a Washington State Park and so access is straightforward. From the north trailhead it's 2.3 miles one way on a maze of trails where it's a good idea to check the trail map carefully as there are several junctions on the way to the summit and one unsigned (very short) trail link.
Along this trail I observed the largest spruce trees I've seen in Oregon - the trail is nearly a perfect picture of the Oregon coastal rain forest. That being said, there are no expansive views, no place for your antenna, and no place to sit...but it is an nice hike on the Oregon coast and close to Highway 101.
Cooper Mountain might be another typical urban activation as at first glance nearby Cooper Mountain Nature Park could be a place to activate if you can be low-key and quiet. There are alternative spots - one across the street from the summit on a sidewalk and perhaps the best at nearby Winkelman Park (see the trip report).
UPDATE Dec 2021 - Badger Butte (and other summits in the area) are not accessible by regular motor vehicle from Dec 1 to April 1 due to closure of NF-2610 and other routes to vehicles more than 50 inches wide. A hike, snowshoe, ski, bike, snowmobile or dog sled would be the way to go. See the photo below.
With a couple days of non-rain, I just had to get out of the house and activate a summit. "Mt. Electric" is the first summit I've activated that wasn't a "first activation". That said, it was about right for me at this time of year. The drive is an easy one. I won't go into details - but all except the last mile is on paved roads. I've trooped around a bit in the Marckworth State Forest before, but not in this part.
Just past Oregon wine country resides Sheridan Peak W7O/NC-009. This peak has an elevation of 3000ft and resides in the heavily timbered coastal range. For beginners to SOTA, this is perfect place to start and gain experience. This peak resides in the Nestucca Recreation Area, specially created to manage the impact of an extensive and wonderful network of OHV trails. There are specific restrictions within this area, so please check with the BLM before you camp or light fires.
Bobs Mountain is fairly close to Portland, and with a short respite from the rain, an activation plan was hatched. I had the company of Grover, KG7O for a joint activation. We had a good time on the short hike to the summit on a four-wheel drive road and had a sucessful first time activation for this peak.
I could not go out for a long time. I had a lot of problems and was afraid of avalanche danger. Previous weekend I went out for an expedition hike towards Ararat peak. Avalanche danger was low, with declining tendency. Despite this I still did not want to go on any steep open terrain. Many would not think that even a small amount of snow can kill you.
Even more updated here: http://www.pnwsota.org/blog/k7atn/2021-june-07/updated-monte-carlo-wa-june-2021
The trail was difficult at this time of year with significant blowdown from an ice storm in February. I actually turned back twice but then decided to give it one more try. (Well, two more.) The attached photo shows the obliterated trail - the blowdown went on for almost a mile. I also hit continuous snow at 2200 feet (Augspurger tops out near 3700). I eventually lost the trail again in the snow kicking steps and then was postholing for about an hour.