Saddleback and the horn via the ski slopes.
Although for some reason people are saying not to approach Sugarloaf via the ski slopes, I'm having a really hard time figuring out why especially seeing how you are doing a traverse. You would actually be taking the service road that's on the right of the mountain as you're looking at it. This service road goes all the way to the summit and by going this way to do your traverse you wouldn't be doing any back tracking like you would if you started out on the CVR.
Also make sure to park before the steel bridge on the CVR. The only way you are going to get much farther is if you have a tank. I
There are, in my mind, two reasons to do Saddleback & The Horn via the ski area: 1) to check out the ski area if that sort of thing interests you; 2) It's much quicker than the AT from Rt. 4, which allows you to hike more peaks that day, such as Redington &/or the Crockers. The downside is that you're hiking ski slopes which are neither designed for hiking, nor I would think, particularly interesting for the non-skier.
However, Sugarloaf is a much taller ski area than Saddleback, so you're spending more time hiking trails not designed for hiking and there are hiking trail & bushwhack alternatives that are quite interesting and require little more, if not less effort.
The AT from Sugarloaf to the Upper Branch of the Carrabassett is an outstanding trail and exploring Caribou Valley is much more interesting that hiking a ski slope.
Finally, unless CVR has eroded significantly since 7/11/09, the section from the steel bridge to the AT crossing is a relatively easy drive, unless you have a low clearance vehicle, such as a Honda Civic. Indeed, last summer, it was still drivable to the bridge 1.1 miles past the AT.
Frankly, I think that most people don't realize what kind of terrain their cars can actually handle, given the proper speed, handling, and amount of care.