The Trailshead Snowmobile Trailhead is the epicenter of snowmobiling in the Black Hills. There are nearly ten trails to choose from within a few miles of the trailhead. Those trails extend west into Wyoming, north to Deadwood, and south to Bear Mountain - providing an incredible amount of variety to riders. The trailhead is privately owned so respect private property by remaining on roads, parking lots, and trails, and packing out what you packed in. Access Trailshead Snowmobile Trailhead from Newcastle, Wyoming via US Highway 85 North for 28.9 miles. The trailhead is on the south (right) side of US 85, approximately 3.3 miles after entering South Dakota. Access Trailshead Snowmobile Trailhead from Deadwood, via US Highways-14A and 85 S toward Central City / Lead. Continue straight on US-14A for 11.5 miles. At Cheyenne Crossing stay straight (west) on US 85 S for 12.9 miles; the trailhead is on the south (left) side of the highway.