This trip begins by taking I-90 exit #58 and turning southwest on US-16 toward Buffalo. After a half mile (and before crossing Clear Creek), you turn off US-16 and head east, back along the interstate on the TW Road (J-204). (You can also access this route by taking I-25 exit #299 and going northeast on US-16. Just after crossing Clear Creek, you turn east along I-90.) As you follow along the south side of the interstate, you can see Kingsbury Ridge and Bald Ridge to the near west and to the far west are the Bighorn Mountains. To the southwest a bit is Sisters Hill.
After two miles, you pass by the Green Trees Road going south. A bit further east, you go under I-90 where the pavement ends. The road follows along a small creek and travels past some knobby hills to a junction (four miles). Here you can go south to I-90 on the Tipperary Road, or continue east on the TW Road to Crazy Woman Creek.
Turn northeast toward the Dry Creek Petrified Tree Area on the Tipperary Road (J-54) and you begin following Dry Creek. After three miles, you pass by the turn off to Petrified Tree (nice side trip and short hike). The road crosses several draws as it continues along the creek and after nine miles you come to the confluence with Crazy Woman Creek. (Nice drive.) Avoid taking the Double Cross Road (J-240) to the northwest and instead follow along Crazy Woman Creek to the norhteast for seven miles to a small junction. Here you can turn northwest on the Thompson Ck Road (J-154) to US-14 at Clearmont.
Stay northeast along Crazy Woman Creek and through a shallow, arid valley. After nine miles, you come to a junction at the confluence with the Powder River. Here you can turn south along the river to I-90 at exit #88.
Turn north on the Upper Powder River Road (J-195)along the Powder River and the road travels through a much larger valley. After six miles, you enter Sheridan County and cross Cottonwood Creek. Three miles further, you cross OK Creek and you can see Tincom Butte off to the east. The road follows along a ridge above the river and after three miles you cross Coal Draw and enter Arvada. Here you can turn southeast on the Wild Horse Road (S-38) to Gillette (see page 163). Stay to the north on W-341 and after three miles you hit US-14 at mile #55.