Best Road Biking in Wisconsin

This list represents the most popular road biking in Wisconsin. Use this list to plan your next Wisconsin road biking trip. Select a state and/or activity below to find even more top trails.

Learn more about Top Trails

#1. Elroy-Sparta State Trail


This is an exceptionally beautiful trail with the added interest of three railroad tunnels along the route. Five pleasant trail towns are oriented toward “trail tourism” and cater to all types of user…
From the guidebook "Rails To Trails: Wisconsin"
Elroy, WI - Fishing, Mountain Biking, Rail-Trails, Road Biking, Walking - 34 miles Best Trail in wi - Click to view all (About Top Trails)
Published by The Globe Pequot Press

#2. Milwaukee Lakefront


Parking is best and pretty cheap at the Milwaukee Art Museum (MAM) near Veterans Park, although free parking is located farther north. The Milwaukee Lakefront Trail used to be called the Milwaukee 76…
From the guidebook "Short Bike Rides in and around Chicago"
Milwaukee, WI - Road Biking - 5.9 miles
Published by The Globe Pequot Press

#3. Kettle Moraine South


Kettle Moraine south is the most rigorous of the trails. For Chicagoland mountain bikers, it's the nearest taste of what real Wisconsin mountain biking is all about. Part of Kettle Moraine is the John…
From the guidebook "Short Bike Rides in and around Chicago"
Whitewater, WI - Road Biking - 7.3 miles
Published by The Globe Pequot Press

#4. A Dip by the Eau Claire Dells


The Placid Eau Claire River, which flows into the Wisconsin River, cascades over a series of limestone outcroppings 15 miles east of Wausau in central Wisconsin. Marathon County has built a beautiful…
From the guidebook "Short Bike Rides in Wisconsin"
Wausau, WI - Road Biking - 14.8 miles
Published by The Globe Pequot Press

#5. Glacial Drumlin State Trail


You’ll experience a variety of scenery, from rolling glacial hills to vast marshes to great rivers, along the Glacial Drumlin State Trail. Also of note; a glacial lake, a bison herd, and five crossing…
From the guidebook "Rails To Trails: Wisconsin"
Waukesha, WI - Cross-Country Skiing, Fishing, Mountain Biking, Rail-Trails, Road Biking - 52.4 miles
Published by The Globe Pequot Press

#6. Military Ridge State Trail


The Military Ridge State Trail affords beautiful views from the ridgetop, passes through interesting trail towns, and provides access to Blue Mound State Park and Governor Dodge State Park. The trail…
From the guidebook "Rails To Trails: Wisconsin"
Verona, WI - Cross-Country Skiing, Fishing, Mountain Biking, Rail-Trails, Road Biking - 42.2 miles
Published by The Globe Pequot Press

#7. Bearskin State Trail


Ride from the thriving resort town of Minocqua into the heart of the Northwoods wilderness, enjoying scenic lake views and a fine city park near the Minocqua trailhead. Surface: Finely crushed granite…
From the guidebook "Rails To Trails: Wisconsin"
Minocqua, WI - Fishing, Mountain Biking, Rail-Trails, Road Biking - 18.2 miles
Published by The Globe Pequot Press

#8. Capital City Trail


Access to Olbrich Gardens, views of the State Capitol building, Lake Monona, and the Monona Terrace Community and Convention Center are highlights of the Capital City Trail. Soon it will connect to th…
From the guidebook "Rails To Trails: Wisconsin"
Madison, WI - Fishing, Mountain Biking, Rail-Trails, Road Biking - 6.8 miles
Published by The Globe Pequot Press

#9. Interurban Trail


You’ll enjoy idyllic views from the Cedar Creek bridge in Cedarburg, a beautiful village with nineteenth-century character and interesting cafes and shops. Surface: Crushed stone on the northern segme…
From the guidebook "Rails To Trails: Wisconsin"
Cedarburg, WI - Mountain Biking, Rail-Trails, Road Biking - 25 miles
Published by The Globe Pequot Press

#10. Chippewa River State Trail


Scenic highlights at broad river bends and lush bottomland forest await you on the Chippewa River State Trail. The trail connects to the Red Cedar State Trail via an impressive 860-foot-long trestle,…
From the guidebook "Rails To Trails: Wisconsin"
Eau Claire, WI - Cross-Country Skiing, Fishing, Mountain Biking, Rail-Trails, Road Biking, Walking - 25.2 miles
Published by The Globe Pequot Press

#11. Roun'da Manure and More


Sharon, a quaint town a mile north of the Wisconsin-Illinois border, is actually something of a bicycling mecca. Each summer Sharon hosts the Roun'da Manure Bike ride, at one time touted by Bicycling…
From the guidebook "Short Bike Rides in Wisconsin"
Fontana, WI - Road Biking - 29.2 miles
Published by The Globe Pequot Press

#12. Milwaukee: Mansions, Lake Michigan, and the Oak Leaf Trail


To outsiders Milwaukee has a not-unfounded blue-collar reputation as a city of bratwurst, bowling, and beer; yet Milwaukee is much more than all that. It's a lively city of festivals and parks, arts a…
From the guidebook "Short Bike Rides in Wisconsin"
Milwaukee, WI - Road Biking - 11.2 miles
Published by The Globe Pequot Press

#13. Bugline Trail


This is a surprisingly secluded trail in a sprawling metropolitan area. An active quarry and three parks enroute add to the interest. Surface: Crushed limestone, wood-planked bridges; natural surface…
From the guidebook "Rails To Trails: Wisconsin"
Menomonee Falls, WI - Cross-Country Skiing, Fishing, Horseback Riding, Mountain Biking, Rail-Trails, Road Biking - 13.7 miles
Published by The Globe Pequot Press

#14. Pike Lake and Those Holy Hills


Although the ride is hilly, there are few giant climbs. You'll see your lowest gears frequently, but there's as much down-and some of it spectacular-as there is up. And the scenery puts this ride in a…
From the guidebook "Short Bike Rides in Wisconsin"
Hartford, WI - Road Biking - 19.4 miles
Published by The Globe Pequot Press

#15. The "400" State Trail


The “400” is a pleasant trail with many river crossings and five towns en route. The easternmost link of a 100-mile rail-trail system, it’s near Wisconsin Dells, one of the state’s most popular touris…
From the guidebook "Rails To Trails: Wisconsin"
Reedsburg, WI - Fishing, Horseback Riding, Mountain Biking, Rail-Trails, Road Biking - 29.5 miles
Published by The Globe Pequot Press

#16. Death's Door to Washington Island


Depending on the weather you'll either enjoy the half-hour, 6-mile crossing from the Door Country peninsula to Washington Island or wonder whatever in the world made you attempt such foolishness. When…
From the guidebook "Short Bike Rides in Wisconsin"
Washington Island, WI - Road Biking - 14.7 miles
Published by The Globe Pequot Press

#17. Tour de Fort Cruise


When you trace the quiet country roads of the Tour de Fort route you cover more than gently rolling dairy farmland. Before the settlers arrived the area had all the attributes Native Americans need fo…
From the guidebook "Best Bike Rides in the Midwest"
Fort Atkinson, WI - Road Biking - 62.2 miles
Published by The Globe Pequot Press

#18. Crossing Door Shore to Shore


The Door County peninsula, jutting into Lake Michigan and forming Green Bay to the west, has long been one of Wisconsin's most popular tourist destinations. It's so popular that a bike ride might be b…
From the guidebook "Short Bike Rides in Wisconsin"
Baileys Harbor, WI - Road Biking - 25.9 miles
Published by The Globe Pequot Press

#19. Rolling Around Rome Cruise


Depending on how you look at it, the myth is greater than the reality. Rome, Wisconsin, gained some notoriety as kind of a Peyton Place with cows on the recent TV series Picket Fences. In reality, Rom…
From the guidebook "Best Bike Rides in the Midwest"
Genesee Depot, WI - Road Biking - 41.5 miles
Published by The Globe Pequot Press

#20. Bong State Recreation Area


Just past the Wisconsin-Illinois border, Bong is one of the closest Wisconsin escapes for Chicagoland bikers. Compared to the largely flat topography and suburban surroundings of Chicagoland, many Chi…
From the guidebook "Short Bike Rides in and around Chicago"
Kenosha, WI - Road Biking - 7.2 miles
Published by The Globe Pequot Press