This 52 mile rail trail starts in Cottage Grove (11 miles east of Madison) and runs east all the way to Waukesha (just outside of Milwaukee). Right now, this route takes a bit of traveling to get to from the city, but plans are in the works to extend the trail west to the border of Interstate 39 in Madison. Plus, locals say it’s worth the trip for some peace and quiet in the Wisconsin scenery. The trail is mostly crushed limestone with some paved sections and wooden bridges. While there is plenty of natural beauty on the trail — from shady groves to rolling fields to creeks and lakes — one of the most interesting sections is near Lake Mills and Korth Park, where you can run along the border of Rock Lake.