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and then down to Chadron, NE and then heading east on Hiway 20.
If you want to try something really remote, take the trail to the end in Edgemont and then head south on SD 471 to SD 71 to NB 2 to Crawford and pick up U.S. 20 east to Chadron. I was supposed to do that as part of my trip but ended up bagging it for a couple of reasons. There is a municipal campground with showers in Edgemont. From there to Crawford there is nothing in the way f services. Even the state highway turns to gravel for a while. A guy I met at the campground in Edgemont said it's one of the most remote areas of Nebraska. I did ride a bit of it (maybe 10 miles out and then back) while in Edgemont. The only things I saw were trains and antelope.
Many of the trail sections are quite nice. You should really give it a go. Here are some photos from my trip. The ones of/from the trail are obvious. (Note that the trail is paved in Deadwood and Custer.)
BTW...If you can swing an extra day in Custer, riding Needle's Highway (SD 87 south from SD 89) is well wort it. Fabulous scenery.
Definitely go clockwise unless you like torture. I stayed just a bit outside the center of town, but there is a campground in town that's right off the trail. Heavily shaded tenting area, but it looked like it could be a bit buggy, especially since it's near a creek. The upside is that you can walk to the main drag a few blocks away, yet it's still pretty quiet back there: http://www.fcrvpk.org/index.html