Per WW7D there are numerous ways to get to Ski Acres Hill, including walking up the ski slopes. The ski area is open to hikers in the summer.
The "back way" from Hyak involves navigating some gnarly FS roads and does not involve going on any private property. The PCT also passes 1/3 of a mile (and 1000' gain) to the west of the summit. One could take the PCT and bushwhack up to the summit.
Sleeping Bear Dunes Naional Lakeshore has a number of SOTA summits - Shauger Hill might be considered to be in the heart of the Lakeshore. Note That the official NPS map shows "Shauger Hill" (E on the map) quite a distance from the USGS coordinates used by SOTA.
Take M-109 off of M-22 and check in at the entrance station - this is a fee park. I recommend getting a copy of the Lakeshore map to follow the one-way Pierce Stocking Scenic Drive and the numbered features.
The "easy to reach" Grassy Knob near Port Orford, Oregon is not a summit. Elevation: 2,342' Rise: 442' While the Grassy Knob Wilderness H
Here’s a near drive-up 2-point summit that might be part of your plan to visit the Redwoods in SW Oregon.
Howard Mountain is a 2 pointer near Pocatello.. This road is closed to motorized vehicles from Nov 15 until April. This is a very family friendly hike about 3 miles round trip. Sometimes snow shoes are not needed but when in doubt secure them on your pack. There is a nice TH at the gate.
Scout Mountain is a 13 miles round trip. It is located South of Pocatello and part of the Mink Creek Recreation Trail System. Its a nice 6 pointer with bonus points in winter.
A near drive-up summit in the Coast Range. From Highway 36 around Milepost 20, take BLM 17-8-31 Road, (Near 44.11999,-123.64626 and 17445 Oregon 36, Deadwood, Oregon).
Travel 4.2 miles on this Priusable gravel road and park when 0.2 miles from summit and walk up the road shown in the first photo. At the summit are remains of a fire lookout (see photos):
https://oregonlookouts.weebly.com/windy-peak.html
A near drive-up summit in the Coast Range. From Highway 36 near Milepost 18, take paved Nelson Mountain Road east. When the pavement ends just before 3 miles, turn uphill to stay on Nelson Mountain Road (my GPS called it Chickahominy). Do not go through the yellow gate - that's the 17-8-14 Road. Continue up to just past the 4 mile sign at a four way intersection turn right onto Walker Point Road.
Just east of Mount Rainier National Park and north of Highway 12 is this bushwack activation.