This 132-mile fall drives loop explores the Great River Road to the south of La Crosse. Head down 35 enjoying majestic views as the highway climbs and winds it’s way through the 600-foot bluffs hugging the river. Enjoy historic and beautiful Prairie du Chien, just 60 miles south of La Crosse, and the 2nd-oldest community in Wisconsin. Don’t miss the Prairie Dog Blues Festival in late July, or the Mississippi Mud Run in September. When you’re ready to continue your adventure, cross the Mississippi on Highway 18 into Iowa. For a short and completely worthwhile detour, head south on Highway 76 for a few miles into McGregor, IA, where the streets are lined with an authentic boardwalk and 19th-century buildings. Then head north along the river up into Minnesota and cross back into Wisconsin from La Crescent, MN.