Best Road Biking in Wisconsin

Trying to find the best road biking in Wisconsin? Bivy has great hiking, biking, paddling, climbing, skiing, riding and more, with hand-curated trail maps, as well as detailed driving directions.

1

Wisconsin, Baraboo

05 :55 hrs
59.6 mi
124.701065 ft
Extreme

This tour visits an area with many geological quartzite remnants that date back to prehistoric times and offers many scenic challenges. You will follow the river to the west and then coast down to a town that is home to the Mid-Continental Railway Museum. Next, ride below the ridge and travel along the southern cliffs of Devil’s Lake State Park and then cruise down to the Wisconsin River and enjoy free passage across it by ferry. Across the river, take a tour around Gibraltar Rock and then cross the river again. The end of the challenge will demand your energy as you climb up the ridge, passing a Scottish estate before a rolling descent back to the start. For a 26-mile ride, turn left off of Sky High Road onto State Highway 123, turn right onto County Road DI, and then left onto State Highway 113.

2

Wisconsin, Door County

08 :01 hrs
80.5 mi
51.505463 ft
Extreme

This ride tours an area that is known by visitors as “Wisconsin’s Cape Cod.” You will explore hundreds of coves offering culinary delights, state parks, and lighthouses. As you follow along the Green Bay shoreline, you will visit several quaint, historic towns, visit Peninsula State Park, and roll through the vast countryside and farmland. The terrain is rolling with several climbs. For a 25-mile ride, turn right off County Road B onto Carlsville Road then turn right, heading south on Mathey Road just past Carlsville.

3

Wisconsin, Whitewater

04 :58 hrs
49.8 mi
60.64154 ft
Expert

Biking here at the gateway to the beautiful Kettle Moraine State Forest is renowned. You will ride along peaceful rolling hills and meander in and out of the kettled forest as you pass through many historic towns. Some of the landmarks that you will encounter are an open-air museum, a village once used as a stagecoach stop, and a well dug in 1895 where you can fill your water bottles. The terrain is hilly with several climbs and the scenery is phenomenal. For a 29-mile ride, turn right off Hooper Road onto County Road Z and later, continue straight on Bluff Road instead of turning left on Tamarack Road.

4

Wisconsin, Oconto

07 :60 hrs
80 mi
39.477524 ft
Extreme

At the far northeast corner of the state, along the shoreline of Green Bay, enjoy a ride that takes you through a region influenced by three rivers. The area is rich with history and the towns that you visit each showcase their own character. You will ride along scenic riverbanks and meandering country lanes from the shoreline of the bay to each of the three rivers that this route is named for. The terrain is moderately rolling to flat. For a 33-mile ride, continue straight on County Road A instead of turning left on Hogsback Road.

5

Wisconsin, Prairie du Chien

06 :12 hrs
62.5 mi
185.12654 ft
Extreme

This ride offers you a scenic tour around the Lower Wisconsin River and back up the Mississippi. You will travels through historic towns, along the ridge overlooking the rivers, through vast prairies, and pass historic sites. The terrain is rolling with a couple moderate climbs. For a 34-mile ride, turn right on State Highway 60 in Wauzeka. Be cautious on many of the highways as traffic can be fast.

6

Wisconsin, Osceola

04 :38 hrs
46.6 mi
92.7641 ft
Expert

This cruise starts in Oakley Park in Osceola, a town that still offers passage up the valley on railcars powered by a steam engine. The route takes advantage of the valley's landscape as it travels through the rolling farmland, along the Apple River, meanders from one scenic lake to another, reaches the top of a ridge with a great view of the St. Croix River Valley, and makes a rewarding descent back to the park in Osceola. The terrain is rolling with a couple of significant climbs.

7

Wisconsin, Ashland

04 :04 hrs
40.8 mi
115.2516 ft
Expert

This ride starts in the town of Ashland on the south shore of Lake Superior. You will leave from a park that has great wildlife viewing and also an artesian well to fill you water bottles. You will travel first along the sandy beaches of Lake Gitche Gumee, then head south on a tour past several small towns that contributed to the area’s history. Along the way, stop at a cheese shop in Benoit, and then roll down Moonshine Alley to Mason. You will also ride past a field of sunflowers and travel through a community with a large sawmill operation. To make a 14 mile ride, turn left from U.S. Highway 2 onto State Highway 137 and to make a 29 mile ride, head east out of Benoit on State Highway 118. The terrain is rolling with a couple medium hills to climb.

8

Minnesota, Two Harbors

07 :18 hrs
73.8 mi
392.45474 ft
Extreme

The Gitchi-Gami Classic offers a long and challenging road biking adventure with spectacular North Shore scenery. The landscapes displayed include Lake Superior's rugged shoreline, many scenic vistas, views of the Superior National Forest, panoramic views of the lake, wildlife and much more. Be apprised that while most of the roads on this route are low traffic there are a couple spots with medium or fast traffic.

9

Wisconsin, La Crosse County

02 :17 hrs
23 mi
118.83778 ft
Hard

If you like grand scenery and sleepy little towns this ride is for you. The laid-back character of the area belies the fact that it’s just a few miles from the busy city of La Crosse. Begin this tour in Goose Island State Park and ride along the majestic Mississippi River. Then reach the small town of Stoddard and take a scenic route along the Coon Creek and through the beautiful hills. The views are spectacular on this tour and the terrain is hilly.

10

Wisconsin, Alma

04 :13 hrs
42.7 mi
173.16118 ft
Expert

Bicycling is one of the best ways to explore the scenery and history of the Upper Mississippi River Valley. The valley is home to quaint towns that are not filled with attractions of popular tourist towns. The landscape is a medley of the gently rolling Great River Road and the challenging climbs of the “coulee country,” steep, winding valleys where water only flows in the spring. Alma is a town squeezed right between the river below and the bluffs above.

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