Rider on a two-lane county road past red barns, a windmill and wooded ridges in early spring.

Mineral Point, Wisconsin

The Driftless, handled.

Four hundred miles of ridge road and crushed limestone in southwest Wisconsin, ridden with local guides and hosts who keep a floor pump by the door.

Photo: Jeff Glazer

Three ways in

One region, three roles

Riders book the ride. Guides bring the roads. Hosts keep the beds. Everyone is named, nobody is inventory.

For riders

Routes, mechanical support, and a bed that expects a bike. Tell us what you ride and we'll tell you when we're taking bookings.

For guides

Share the roads you already know by heart. You set the pace and the days; we handle booking and payment.

For hosts

Cyclists book midweek, travel light, and leave early. Add a covered rack and a floor pump and we'll send them.

What's here today

Start with the routes. They're free.

We've pulled together the public route maps, GPX files, trail systems and county bike maps scattered across the internet and put them in one filterable place. No account, no email required.

Browse the route library

Bare oaks and low December sun over a Driftless coulee, an empty two-lane road curving along the valley floor.

December, southwest Wisconsin

The season is longer than people think.

One form, sixty seconds

Get on the list.

We'll write when there's something worth reading — new routes added, guided dates opening, or a question we need local answers to. Not often.

Who we are

Oak & Sprocket

A guiding and service outfit based in Mineral Point, with a shop in Mifflin. We're in soft launch — the routes are live now, guided rides start with a small pilot this fall and a full season in 2027. A project of Ogden Oaks.