04/05/2026
Tarmac & Trailheads: Where the road ends and the deep history begins.
Today we’re hitting Sauk County to stand under Wisconsin's largest natural bridge. This isn't just a 35-foot sandstone arch—it’s a portal to the past. Beneath this span lies a rock shelter inhabited by humans over 11,000 years ago, making it one of the oldest homes in the Midwest.
From the pavement to the pines, this is a legendary stop for any Driftless road trip.
The Feature: A 25-foot high natural sandstone bridge.
The History: Paleo-Indian site dating back to the retreat of the glaciers.
The Trek: Short, uphill hike through lush hardwood forest.
