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.

  • #1 Elroy-Sparta State Trail

    5 Reviews

    Elroy, WI

    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 ...
    •  34 miles
    •  Guide

    This is an exceptionally beautiful trail with the added interest of three railroad tunnels along the route. Five pleasant ...

  • #2 Milwaukee Lakefront

    1 Reviews

    Milwaukee, WI

    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 ...
    •  5.9 miles
    •  Guide

    Parking is best and pretty cheap at the Milwaukee Art Museum (MAM) near Veterans Park, although free parking is located farther ...

  • #3 Kettle Moraine South

    2 Reviews

    Whitewater, WI

    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 ...
    •  7.3 miles
    •  Guide

    Kettle Moraine south is the most rigorous of the trails. For Chicagoland mountain bikers, it's the nearest taste of what ...

  • #4 A Dip by the Eau Claire Dells

    1 Reviews

    Wausau, WI

    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 ...
    •  14.8 miles
    •  Guide

    The Placid Eau Claire River, which flows into the Wisconsin River, cascades over a series of limestone outcroppings 15 miles ...

  • #5 Glacial Drumlin State Trail

    1 Reviews

    Waukesha, WI

    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 ...
    •  52.4 miles
    •  Guide

    You’ll experience a variety of scenery, from rolling glacial hills to vast marshes to great rivers, along the Glacial Drumlin ...

  • #6 Military Ridge State Trail

    2 Reviews

    Verona, WI

    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 ...
    •  42.2 miles
    •  Guide

    The Military Ridge State Trail affords beautiful views from the ridgetop, passes through interesting trail towns, and provides ...

  • #7 Bearskin State Trail

    1 Reviews

    Minocqua, WI

    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 ...
    •  18.2 miles
    •  Guide

    Ride from the thriving resort town of Minocqua into the heart of the Northwoods wilderness, enjoying scenic lake views and ...

  • #8 Milwaukee: Mansions, Lake Michigan, and the Oak Leaf Trail

    0 Reviews

    Milwaukee, WI

    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, ...
    •  11.2 miles
    •  Guide

    To outsiders Milwaukee has a not-unfounded blue-collar reputation as a city of bratwurst, bowling, and beer; yet Milwaukee ...

  • #9 Roun'da Manure and More

    1 Reviews

    Fontana, WI

    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 ...
    •  29.2 miles
    •  Guide

    Sharon, a quaint town a mile north of the Wisconsin-Illinois border, is actually something of a bicycling mecca. Each summer ...

  • #10 Capital City Trail

    0 Reviews

    Madison, WI

    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 ...
    •  6.8 miles
    •  Guide

    Access to Olbrich Gardens, views of the State Capitol building, Lake Monona, and the Monona Terrace Community and Convention ...

  • #11 Interurban Trail

    1 Reviews

    Cedarburg, WI

    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 ...
    •  25 miles
    •  Guide

    You’ll enjoy idyllic views from the Cedar Creek bridge in Cedarburg, a beautiful village with nineteenth-century character ...

  • #12 Bugline Trail

    0 Reviews

    Menomonee Falls, WI

    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 ...
    •  13.7 miles
    •  Guide

    This is a surprisingly secluded trail in a sprawling metropolitan area. An active quarry and three parks enroute add to the ...

  • #13 Pike Lake and Those Holy Hills

    1 Reviews

    Hartford, WI

    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 ...
    •  19.4 miles
    •  Guide

    Although the ride is hilly, there are few giant climbs. You'll see your lowest gears frequently, but there's as much down-and ...

  • #14 The "400" State Trail

    0 Reviews

    Reedsburg, WI

    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 ...
    •  29.5 miles
    •  Guide

    The “400” is a pleasant trail with many river crossings and five towns en route. The easternmost link of a 100-mile rail-trail ...

  • #15 Death's Door to Washington Island

    1 Reviews

    Washington Island, WI

    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. ...
    •  14.7 miles
    •  Guide

    Depending on the weather you'll either enjoy the half-hour, 6-mile crossing from the Door Country peninsula to Washington ...

  • #16 Crossing Door Shore to Shore

    1 Reviews

    Baileys Harbor, WI

    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 ...
    •  25.9 miles
    •  Guide

    The Door County peninsula, jutting into Lake Michigan and forming Green Bay to the west, has long been one of Wisconsin's ...

  • #17 Tour de Fort Cruise

    1 Reviews

    Fort Atkinson, WI

    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 ...
    •  62.2 miles
    •  Guide

    When you trace the quiet country roads of the Tour de Fort route you cover more than gently rolling dairy farmland. Before ...

  • #18 Rolling Around Rome Cruise

    1 Reviews

    Genesee Depot, WI

    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, ...
    •  41.5 miles
    •  Guide

    Depending on how you look at it, the myth is greater than the reality. Rome, Wisconsin, gained some notoriety as kind of ...

  • #19 Bong State Recreation Area

    0 Reviews

    Kenosha, WI

    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, ...
    •  7.2 miles
    •  Guide

    Just past the Wisconsin-Illinois border, Bong is one of the closest Wisconsin escapes for Chicagoland bikers. Compared to ...

  • #20 Sugar River State Trail

    0 Reviews

    New Glarus, WI

    New Glarus is a wonderfully hospitable town with a strong Swiss heritage. Marsh and dairy farm scenery and pleasant trail towns are found along the trail. Surface: The first 0.3 mile south from ...
    •  23.1 miles
    •  Guide

    New Glarus is a wonderfully hospitable town with a strong Swiss heritage. Marsh and dairy farm scenery and pleasant trail ...