
This section includes views of the Nippersink Valley west of Hebron, the highest elevation of the GIT (1170 feet) at Hebron Rd. and Reese Rd., a route along the Illinois/Wisconsin border, and the Long Prairie Trail in Boone County. There are no accommodations and few services along this section.
Click for Printable PDF Support Documents for Section 5:
| Go | Direction | On | Distance (mi) |
| Start: Hebron Trail--trail head on Church St in Hebron | |||
| R | N | Church St | 0.1 |
| L | W | Mead Ave | 0.2 |
| L | S | Main St/Rte 47 to Hebron Rd just before the lumber store | 0.1 |
| R | W | Hebron Rd | 7.1 |
| R | N | Gasch Rd | 1.0 |
| L | W | State Line Rd | 8.0 |
| R | S | Burr Oak Rd (Turn right/north at the State Line/ Burr Oak intersection to visit Sharon, Wisconsin, 1 mile away, home of Lon Haldeman. Look for the plaque in front of the ice cream store). | 6.7 |
| R | SW | Long Prairie Trail | 8.2 |
| TOTAL DISTANCE | 31.4 |