Oconomowoc, WI Trails and Maps

652 Reviews

Looking for the best trails around Oconomowoc?

Explore the best rated trails in Oconomowoc, WI. Whether you're looking for an easy walking trail or a bike trail like the Peebles Trail and Brooke Street Trail. With more than 71 trails covering 796 miles you’re bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.

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Activities
Length
Surfaces
Type
71 Results
Activities
Length
Surfaces
Type

Badger State Trail

40 mi
State: WI
Asphalt, Crushed Stone

Beerline Trail

3.7 mi
State: WI
Asphalt

Blackhawk Path

2.3 mi
State: WI
Asphalt

Brooke Street Trail

2 mi
State: WI
Asphalt

Brown Deer Recreational Trail

1 mi
State: WI
Asphalt

Bugline Trail (Route of the Badger)

15.6 mi
State: WI
Asphalt

Cannonball Path

3.9 mi
State: WI
Asphalt

Capital City State Trail

17 mi
State: WI
Asphalt

Downtown Trail (WI)

1 mi
State: WI
Asphalt, Crushed Stone

Duck Lake Nature Area Trail

2 mi
State: WI
Dirt

Eisenbahn State Trail (Route of the Badger)

25 mi
State: WI
Asphalt, Crushed Stone

Fox River Trail (Waukesha)

6 mi
State: WI
Asphalt

Glacial Drumlin State Trail

52 mi
State: WI
Asphalt, Crushed Stone, Gravel

Glacial River Trail

55.8 mi
State: WI
Asphalt, Crushed Stone

Hank Aaron State Trail (Route of the Badger)

15.2 mi
State: WI
Asphalt, Crushed Stone

Harbor View Trail

1.1 mi
State: WI
Asphalt
Accordion

Hebron Trail

6.7 mi
State: IL
Crushed Stone, Gravel

Jefferson County Interurban Trail

2.25 mi
State: WI
Asphalt

KR Trail

1.5 mi
State: WI
Asphalt, Boardwalk

Kenosha County Bike Trail

18.6 mi
State: WI
Asphalt

Kenosha Pike Bike Trail

6.95 mi
State: WI
Concrete

Kinnickinnic River Trail

2.3 mi
State: WI
Asphalt

Kiwanis Bike Trail

4 mi
State: WI
Asphalt

Lake Andrea Multi-Use Path

2.3 mi
State: WI
Asphalt

Lake Country Recreation Trail

15.2 mi
State: WI
Asphalt

Lake Geneva Bike Path

8.9 mi
State: WI
Asphalt

Lake Michigan Pathway

14 mi
State: WI
Asphalt, Concrete, Crushed Stone

Lake to Lake Bike Trail (WI)

6.5 mi
State: WI
Crushed Stone, Gravel

Long Prairie Trail

13.9 mi
State: IL
Asphalt, Crushed Stone

Lower Yahara River Trail

2.5 mi
State: WI
Asphalt, Boardwalk

MRK Trail Extension (Route of the Badger)

4.6 mi
State: WI
Crushed Stone

Mascoutin Valley State Trail

21 mi
State: WI
Crushed Stone, Grass, Gravel

Meadowbrook Trail

2.4 mi
State: WI
Concrete

Military Ridge State Trail

40 mi
State: WI
Asphalt, Crushed Stone

Milwaukee RiverWalk

3.1 mi
State: WI
Concrete

Muskego Recreation Trail

6.7 mi
State: WI
Crushed Stone, Dirt

New Berlin Recreation Trail

7 mi
State: WI
Asphalt

North Shore Trail (WI)

3 mi
State: WI
Asphalt

Oak Leaf Trail

125 mi
State: WI
Asphalt

Peace Trail

6.4 mi
State: WI
Asphalt

Peebles Trail

5.6 mi
State: WI
Asphalt, Crushed Stone

Pelishek-Tiffany Nature Trail

6 mi
State: WI
Dirt, Grass

Pheasant Branch Conservancy Trail

4.2 mi
State: WI
Crushed Stone

Pike River Pathway

5.3 mi
State: WI
Asphalt

Prairie Farms Trail

1.8 mi
State: WI
Crushed Stone, Dirt

Prairie Trail (IL)

26.5 mi
State: IL
Asphalt, Crushed Stone, Dirt, Gravel

Prairie Trail (WI)

6.7 mi
State: WI
Asphalt

Racine County Bike Trail

1.4 mi
State: WI
Asphalt, Concrete

Racine-Sturtevant Trail

3.5 mi
State: WI
Asphalt

Riverside Corridor Bike-Walking Trail

9.2 mi
State: WI
Asphalt, Concrete

Rock River Parkway Trail

2.4 mi
State: WI
Asphalt, Concrete

Root River Pathway

6.6 mi
State: WI
Asphalt

Seven Waters Bike Trail

17.6 mi
State: WI
Asphalt, Crushed Stone, Gravel

Sheboygan Interurban Trail

14 mi
State: WI
Asphalt

South Connector Trail

3.8 mi
State: WI
Asphalt

Southwest Commuter Path

5.6 mi
State: WI
Asphalt

Spring Brook Trail

5.1 mi
State: WI
Asphalt

Starkweather Creek Path

3.1 mi
State: WI
Asphalt

Stone Mill Trail

1.5 mi
State: IL
Asphalt

Upper Yahara River Trail

2.9 mi
State: WI
Asphalt, Boardwalk

WE Energies Trail

2 mi
State: WI
Asphalt, Gravel

West Allis Cross Town Connector

0.9 mi
State: WI
Asphalt

White River State Trail

19 mi
State: WI
Concrete, Crushed Stone, Gravel

Wild Goose State Trail

34.4 mi
State: WI
Asphalt, Crushed Stone, Dirt, Grass

Wingra Creek Path

1.9 mi
State: WI
Asphalt

Yahara River Bike Path

0.9 mi
State: WI
Asphalt
Trail Image Trail Name States Length Surface Rating
Rail-trail fans know that Wisconsin’s Elroy-Sparta State Trail is famous for its three tunnels. The Badger State Trail, which heads south from Madison to the Illinois state line (where it connects...
WI 40 mi Asphalt, Crushed Stone
The City of Waukeshan has developed a number of connector trails to link popular trails and create continuous routes through the city. A number of longer, popular trails—such as the Glacial Drumlin...
WI 0.9 mi Asphalt
The Beerline Trail, so named because the corridor was once used by freight trains transporting the ingredients for beer to some of Milwaukee’s famous breweries, has contributed to the revitalization...
WI 3.7 mi Asphalt
Blackhawk Path offers a convenient way to traverse Shorewood Hills, a western suburb of Madison nestled along Lake Mendota. Increasing its value as a commuting corridor are plans to extend the trail...
WI 2.3 mi Asphalt
Fond du Lac's Brooke Street Trail follows a former rail corridor from the community's southern reaches to an endpoint not far from scenic Lake Winnebago. The city's location relative to the lake,...
WI 2 mi Asphalt
The Brown Deer Recreational Trail runs through the Village of Brown Deer, a suburb of Milwaukee. The tree-line route parallels an active rail line through commercial and residential areas. Mid-way,...
WI 1 mi Asphalt
Broad blue skies strung with white cloud wisps; gem-green fields harboring cattails and butterflies; canopied glens giving way to cavernous quarries. It's all part of the ride on the Bugline...
WI 15.6 mi Asphalt
Madison’s Campus Drive Pedestrian and Bicycle Path is a short trail linking the city’s west side with the University of Wisconsin’s agricultural facilities. Both the heart of the university and the...
WI 0.8 mi Asphalt
The Cannonball Path runs on a railbanked Union Pacific corridor from near downtown Madison to Fitchburg, a southern suburb. A majority of the paved trail is complete between Madison's...
WI 3.9 mi Asphalt
The Capital City State Trail contributes to the impression that you’re never far from a bike path in the Madison area. The paved trail meanders for 17 miles from the suburb of Fitchburg in the...
WI 17 mi Asphalt
The City of Franklin Hike and Bike Trail follows a corridor originally used by the Milwaukee Electric Railway & Light, an interurban railroad in southeastern Wisconsin. The corridor was later acquired...
WI 1.5 mi Asphalt
The Cushing Park Road Recreational Trail begins on the western outskirts of Delafield, a small community about 30 miles west of Milwaukee. From Delafield's Main Street, the trail heads south,...
WI 3 mi Asphalt
The Downtown Trail—also known as the River Trail and Riverwalk Trail—runs alongside the Fond du Lac River for nearly 2 miles in the heart of Fond du Lac. The vast majority of the trail is smooth...
WI 1 mi Asphalt, Crushed Stone
The Duck Lake Nature Area Trail follows the southern side of Lake Como between Lake Geneva and Como, Wisconsin, not far from the Illinois state line. The trail is more rustic than most rail-trails and...
WI 2 mi Dirt
The Eisenbahn State Trail gives a nod to Wisconsin’s German heritage in its name—Eisenbahn is German for “railway.” The strict translation, “iron road,” refers to the iron rails originally used as...
WI 25 mi Asphalt, Crushed Stone
The Fox River Trail runs diagonally along its namesake waterway through Waukesha in southeastern Wisconsin (just outside of Milwaukee). A trailhead at the E.B. Shurts Environmental Education Center in...
WI 6 mi Asphalt
The 52-mile Glacial Drumlin State Trail between Cottage Grove and Waukesha provides a glimpse into the past when glaciers bore down on southeastern Wisconsin in the last Ice Age. Those gigantic sheets...
WI 52 mi Asphalt, Crushed Stone, Gravel
The Glacial River Trail provides bikers, pedestrians, and in-line skaters with a 55.8-mile off-road/on-road rural route winding through farmland, prairie, wetlands, and woodlands as it passes through...
WI 55.8 mi Asphalt, Crushed Stone
In 1957, baseball legend Hank “The Hammer” Aaron led the Milwaukee Braves to the first of two consecutive World Series appearances and a championship over the usually dominant New York Yankees. In...
WI 15.2 mi Asphalt, Crushed Stone
The Harbor View Trail occupies a former rail bed—now shared with overhead electric transmission wires—on the southern edge of Lakeside Park in Fond du Lac. The trail parallels Harbor View Drive for...
WI 1.1 mi Asphalt
Accordion
The Hebron Trail rolls across the northern Illinois prairie through the former corridor of the Kenosha and Rockford Railroad, known as the Kenosha Division Line at the time of its demise in 1939....
IL 6.7 mi Crushed Stone, Gravel
The Jefferson County Interurban Trail is a paved multi-use trail that follows a former interurban rail line for what will eventually be almost eleven miles through Jefferson and Waukesha County. About...
WI 2.25 mi Asphalt
The KR Trail is a new addition to Kenosha County’s growing bike-ped network. The trail picks up where the Kenosha County Bike Trail leaves off, in Petrifying Springs Park. From the northwest corner of...
WI 1.5 mi Asphalt, Boardwalk
The Kenosha County Bike Trail is open in two sections separated by dense neighborhoods in the City of Kenosha. The northern segment runs northeast from 35th Street in the city to 1st Street at the...
WI 18.6 mi Asphalt
Helping to forge a connection between the northern and southern segments of the Kenosha County Bike Trail, the Kenosha Pike Bike Trail also has plenty to offer in its own right, giving trail users a...
WI 6.95 mi Concrete
Kinnickinnic River Trail (called the KK River Trail by locals) runs just over 2 miles in southern Milwaukee, following the river through a densely populated and industrial corridor. The trail links...
WI 2.3 mi Asphalt
The Kiwanis Bike Trail, named for the Kiwanis Club that spearheaded the effort to build the trail, parallels the western bank of the Rock River through the southern Wisconsin community of Janesville....
WI 4 mi Asphalt
The 2.3-mile multiuse trail wraps around Lake Andrea in Pleasant Springs Park. The trail is an easy walk, run or ride around the lake, and is accessible for a wide range of users. It also helps users...
WI 2.3 mi Asphalt
The Lake Country Recreation Trail runs from the western edge of Waukesha to Oconomowoc in Wisconsin’s Lake Country area. Most of the trail was built on a former Milwaukee-Watertown Interurban Railway...
WI 15.2 mi Asphalt
The Lake Geneva Bike Path runs through the scenic resort city, offering connections to many of the community’s amenities. The trail has five unique, color-coded segments. The Blue Route is the...
WI 8.9 mi Asphalt
The 13.5-mile Lake Michigan Pathway keeps you in close touch with the sixth-largest freshwater lake in the world as it links rail-trails north and south of the port city of Racine. Along the way, the...
WI 14 mi Asphalt, Concrete, Crushed Stone
The Lake to Lake Bike Trail takes you through the beautiful terrain of the Kettle Moraine State Forest. It is a newer, well-maintained trail, with a wide, crushed limestone roadbed. It is used daily...
WI 6.5 mi Crushed Stone, Gravel
The Long Prairie Trail journeys across the width of agricultural Boone County for nearly 14 miles on the railroad corridor previously used by the Kenosha and Rockford Railroad, later known as the...
IL 13.9 mi Asphalt, Crushed Stone
Dane County's Lower Yahara River Trail offers an incredibly scenic experience in the Madison area. On its western end, the 2.5-mile paved pathway connects to the Capital City State Trail near the...
WI 2.5 mi Asphalt, Boardwalk
Racine County's eastern edge is home to the MRK Trail, a rail-with-trail that extends north from the City of Racine to the Village of Caledonia. Because Racine County standardized its signs several...
WI 4.6 mi Crushed Stone
The Mascoutin Valley State Trail is divided into two segments along a former corridor of the Chicago and North Western Railway. The eastern section runs 10 miles between Fond du Lac and Rosendale. The...
WI 21 mi Crushed Stone, Grass, Gravel
Meadowbrook Trail parallels Meadowbrook Road offering a useful and convenient off-road route through northwest Waukesha. It begins at a connection to Lake Country Recreation Trail, a 15-mile east-west...
WI 2.4 mi Concrete
The Military Ridge State Trail finds the high ground as it rolls across 40 miles of idyllic farmland from the outskirts of Madison to the historic mining town of Dodgeville. It follows an American...
WI 40 mi Asphalt, Crushed Stone
The Milwaukee RiverWalk provides a pleasant way to get around Milwaukee from the Historic Third Ward, through downtown, and north to the Lower East Side. It also has easy connections to three other...
WI 3.1 mi Concrete
The Muskego Recreation Trail follows a corridor originally used by the Milwaukee Electric Railway & Light, an interurban railroad in southeastern Wisconsin. The corridor was later acquired by...
WI 6.7 mi Crushed Stone, Dirt
The paved New Berlin Recreation Trail runs straight as an east–west compass bearing for 7 miles through the western Milwaukee suburbs, from New Berlin to Waukesha. While it is void of trestles,...
WI 7 mi Asphalt
Racine’s southeastern neighborhoods are home to the North Shore Trail, which extends south to the Racine–Kenosha county line. Because Racine County standardized its signs several years ago, you won't...
WI 3 mi Asphalt
The Oak Leaf Trail is the jewel in the crown of Milwaukee County’s extensive trail system. The trail meanders for more than 125 miles in and around the city of Milwaukee on a changing terrain of flat...
WI 125 mi Asphalt
If you’re going to visit the historical communities that lie just west of Lake Michigan, why not use the former route of the venerable interurban railroad? The Ozaukee Interurban Trail stretches the...
WI 30.1 mi Asphalt
Stretching from Afton to Janesville, the northern section of the Peace Trail offers a paved, tree-shaded route paralleling the Rock River and an active rail line. At its northern end, the trail merges...
WI 6.4 mi Asphalt
The Peebles Trail is a nearly 6-mile pathway, linking Fond du Lac at the southern edge of Lake Winnebago with St. Peter (Taycheedah) to its east. The trail also passes through the unincorporated...
WI 5.6 mi Asphalt, Crushed Stone
The Pelishek-Tiffany Nature Trail runs for 6 miles along an abandoned railroad corridor, between the towns of Allens Grove and Clinton. The trail is open to snowmobiles, cyclists, horseback riders and...
WI 6 mi Dirt, Grass
The Pheasant Branch Conservancy Trail forms a loop within the scenic Pheasant Branch Conservancy, a natural area containing a marsh, meadows, forest and hills. The area is home to a vast array of...
WI 4.2 mi Crushed Stone
The Pike River Pathway is a paved, multi-use trail that runs along both sides of the reconstructed Pike River through the Village of Mount Pleasant and unincorporated parts of Racine County. The path...
WI 5.3 mi Asphalt
With farmland to the east and the Des Plaines River Floodplain to the west, this picturesque trail is a relaxing adventure on two feet or on wheels. The crushed stone trail runs from Prairie Springs...
WI 1.8 mi Crushed Stone, Dirt
The Prairie Trail runs the length of McHenry County and is managed by the McHenry County Conservation District. The rail-trail spans just over 26 miles from the Wisconsin border and the farms and...
IL 26.5 mi Asphalt, Crushed Stone, Dirt, Gravel
The Prairie Trail offers a paved route of nearly 7 miles along the eastern boundary of Fond du Lac, a mid-sized city befitting its French name which means “foot of the lake” as it hugs the southern...
WI 6.7 mi Asphalt
Helping to extend the excellent network of trails around the city of Racine deeper west into the heart of the county, the Racine County Bike Trail serves as a disconnected addition to the...
WI 1.4 mi Asphalt, Concrete
The Racine-Sturtevant Trail runs for 3.5 miles from the western side of Racine to near the eastern edge of the Village of Sturtevant. The trail occupies an abandoned rail corridor for most of its...
WI 3.5 mi Asphalt
The southern Wisconsin City of Beloit, located near the Illinois border, boasts over 9 miles of multiuse trail along the Rock River. The river is the centerpiece of downtown, and a system of...
WI 9.2 mi Asphalt, Concrete
The Rock River Parkway Trail in Janesville runs between Rockport Park and S. Jackson Street bridge on the north side of the river. Here, at the trail's eastern terminus, you can easily link to Spring...
WI 2.4 mi Asphalt, Concrete
The Root River Pathway uses a combination of off-road trail and on-road route to form a crescent around the City of Racine. The trail closely follows the bends of the Root River, making it a great...
WI 6.6 mi Asphalt
The Seven Waters Bike Trail is a scenic corridor stretching more than 17 miles north–south between Burlington and Muskego Lake into Waukesha County. The trail was originally three trails, locally...
WI 17.6 mi Asphalt, Crushed Stone, Gravel
The Sheboygan Interurban Trail follows the route of an electric railway that once ran between Milwaukee and Sheboygan from the early 1900s to 1951. The trail begins at Pebble Beach Road on the Ozaukee...
WI 14 mi Asphalt
This path runs along the north side of Highway 11 and south of the city of Janesville. The eastern end starts about 3/4 of a mile west of I-39 and runs all the way to S County Road D, crossing over...
WI 3.8 mi Asphalt
All it takes is a short ride on Madison’s 5.6-mile South  west Commuter Path to understand the critical role it plays in getting people around town. Not only does it pass within a mile of the State...
WI 5.6 mi Asphalt
Janesville's Spring Brook Trail provides an important non-motorized route to many of the city's popular recreational amenities. The pathway begins just off the eastern terminus of the Rock River...
WI 5.1 mi Asphalt
The Starkweather Creek Path traces the waterway north from the Capital City State Trail through Madison’s eastern neighborhoods of Starkweather, Worthington Park, Eken Park and Carpenter-Ridgeway. The...
WI 3.1 mi Asphalt
The Stone Mill Trail runs between Lawrence Road in Harvard and Maxon Road in Chemung. The 1.5-mile, paved trail mostly parallels County Highway 17 (Ramer Road) and active railroad tracks, and will...
IL 1.5 mi Asphalt
In south-central Wisconsin, the Upper Yahara River Trail connects the communities of DeForest and Windsor along a beautiful wooded waterway. Buffered by neighborhoods, the trail offers residents an...
WI 2.9 mi Asphalt, Boardwalk
The WE Energies Trail, so named because it uses a Wisconsin Energy Corporation utility corridor for much of its route, links Racine and Oak Creek in Racine and Milwaukee counties. Despite the presence...
WI 2 mi Asphalt, Gravel
Although short, the West Allis Cross Town Connector represents an important start to a future link between three trails in Milwaukee County. Currently, the trail begins at a junction with the New...
WI 0.9 mi Asphalt
The White River State Trail is composed of two separate segments: a 12-mile stretch that runs between Elkhorn and just west of Burlington in Walworth County, and a 7-mile section that connects the...
WI 19 mi Concrete, Crushed Stone, Gravel
The Wild Goose State Trail is a premier rail-trail, spanning approximately 35 miles in Dodge and Fond du Lac counties. If you are looking for a peaceful and beautiful place to visit, this trail has it...
WI 34.4 mi Asphalt, Crushed Stone, Dirt, Grass
The Wingra Creek Path—also known as the Wingra Bike Path—runs along the winding waterway in Madison. The trail provides a critical link from the neighborhoods south of downtown Madison to the Capital...
WI 1.9 mi Asphalt
The Yahara River Bike Path, on the northeastern side of Madison, is anchored by Tenney Park on one end and the 17-mile Capital City Trail on the other. From one recreational amenity to the other, the...
WI 0.9 mi Asphalt

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Trails by activity

Milwaukee RiverWalk

WI - 3.1 miles

The Milwaukee RiverWalk provides a pleasant way to get around Milwaukee from the Historic Third Ward, through downtown, and north to the Lower East Side. It also has easy connections to three other...

Yahara River Bike Path

WI - 0.9 miles

The Yahara River Bike Path, on the northeastern side of Madison, is anchored by Tenney Park on one end and the 17-mile Capital City Trail on the other. From one recreational amenity to the other, the...

Pheasant Branch Conservancy Trail

WI - 4.2 miles

The Pheasant Branch Conservancy Trail forms a loop within the scenic Pheasant Branch Conservancy, a natural area containing a marsh, meadows, forest and hills. The area is home to a vast array of...

Southwest Commuter Path

WI - 5.6 miles

All it takes is a short ride on Madison’s 5.6-mile South  west Commuter Path to understand the critical role it plays in getting people around town. Not only does it pass within a mile of the State...

Accordion

Peace Trail

WI - 6.4 miles

Stretching from Afton to Janesville, the northern section of the Peace Trail offers a paved, tree-shaded route paralleling the Rock River and an active rail line. At its northern end, the trail merges...

New Berlin Recreation Trail

WI - 7 miles

The paved New Berlin Recreation Trail runs straight as an east–west compass bearing for 7 miles through the western Milwaukee suburbs, from New Berlin to Waukesha. While it is void of trestles,...

White River State Trail

WI - 19 miles

The White River State Trail is composed of two separate segments: a 12-mile stretch that runs between Elkhorn and just west of Burlington in Walworth County, and a 7-mile section that connects the...

Badger State Trail

WI - 40 miles

Rail-trail fans know that Wisconsin’s Elroy-Sparta State Trail is famous for its three tunnels. The Badger State Trail, which heads south from Madison to the Illinois state line (where it connects...

Blackhawk Path

WI - 2.3 miles

Blackhawk Path offers a convenient way to traverse Shorewood Hills, a western suburb of Madison nestled along Lake Mendota. Increasing its value as a commuting corridor are plans to extend the trail...

Cannonball Path

WI - 3.9 miles

The Cannonball Path runs on a railbanked Union Pacific corridor from near downtown Madison to Fitchburg, a southern suburb. A majority of the paved trail is complete between Madison's...

Prairie Trail (WI)

WI - 6.7 miles

The Prairie Trail offers a paved route of nearly 7 miles along the eastern boundary of Fond du Lac, a mid-sized city befitting its French name which means “foot of the lake” as it hugs the southern...

Meadowbrook Trail

WI - 2.4 miles

Meadowbrook Trail parallels Meadowbrook Road offering a useful and convenient off-road route through northwest Waukesha. It begins at a connection to Lake Country Recreation Trail, a 15-mile east-west...

Lake Andrea Multi-Use Path

WI - 2.3 miles

The 2.3-mile multiuse trail wraps around Lake Andrea in Pleasant Springs Park. The trail is an easy walk, run or ride around the lake, and is accessible for a wide range of users. It also helps users...

Stone Mill Trail

IL - 1.5 miles

The Stone Mill Trail runs between Lawrence Road in Harvard and Maxon Road in Chemung. The 1.5-mile, paved trail mostly parallels County Highway 17 (Ramer Road) and active railroad tracks, and will...

Harbor View Trail

WI - 1.1 miles

The Harbor View Trail occupies a former rail bed—now shared with overhead electric transmission wires—on the southern edge of Lakeside Park in Fond du Lac. The trail parallels Harbor View Drive for...

Starkweather Creek Path

WI - 3.1 miles

The Starkweather Creek Path traces the waterway north from the Capital City State Trail through Madison’s eastern neighborhoods of Starkweather, Worthington Park, Eken Park and Carpenter-Ridgeway. The...

Long Prairie Trail

IL - 13.9 miles

The Long Prairie Trail journeys across the width of agricultural Boone County for nearly 14 miles on the railroad corridor previously used by the Kenosha and Rockford Railroad, later known as the...

Prairie Trail (IL)

IL - 26.5 miles

The Prairie Trail runs the length of McHenry County and is managed by the McHenry County Conservation District. The rail-trail spans just over 26 miles from the Wisconsin border and the farms and...

Brown Deer Recreational Trail

WI - 1 miles

The Brown Deer Recreational Trail runs through the Village of Brown Deer, a suburb of Milwaukee. The tree-line route parallels an active rail line through commercial and residential areas. Mid-way,...

Lake to Lake Bike Trail (WI)

WI - 6.5 miles

The Lake to Lake Bike Trail takes you through the beautiful terrain of the Kettle Moraine State Forest. It is a newer, well-maintained trail, with a wide, crushed limestone roadbed. It is used daily...

Mascoutin Valley State Trail

WI - 21 miles

The Mascoutin Valley State Trail is divided into two segments along a former corridor of the Chicago and North Western Railway. The eastern section runs 10 miles between Fond du Lac and Rosendale. The...

Ozaukee Interurban Trail Connector (Route of the Badger)

WI - 30.1 miles

If you’re going to visit the historical communities that lie just west of Lake Michigan, why not use the former route of the venerable interurban railroad? The Ozaukee Interurban Trail stretches the...

Long Prairie Trail

IL - 13.9 miles

The Long Prairie Trail journeys across the width of agricultural Boone County for nearly 14 miles on the railroad corridor previously used by the Kenosha and Rockford Railroad, later known as the...

Campus Drive Pedestrian and Bicycle Path

WI - 0.8 miles

Madison’s Campus Drive Pedestrian and Bicycle Path is a short trail linking the city’s west side with the University of Wisconsin’s agricultural facilities. Both the heart of the university and the...

Accordion

Pike River Pathway

WI - 5.3 miles

The Pike River Pathway is a paved, multi-use trail that runs along both sides of the reconstructed Pike River through the Village of Mount Pleasant and unincorporated parts of Racine County. The path...

White River State Trail

WI - 19 miles

The White River State Trail is composed of two separate segments: a 12-mile stretch that runs between Elkhorn and just west of Burlington in Walworth County, and a 7-mile section that connects the...

Prairie Farms Trail

WI - 1.8 miles

With farmland to the east and the Des Plaines River Floodplain to the west, this picturesque trail is a relaxing adventure on two feet or on wheels. The crushed stone trail runs from Prairie Springs...

South Connector Trail

WI - 3.8 miles

This path runs along the north side of Highway 11 and south of the city of Janesville. The eastern end starts about 3/4 of a mile west of I-39 and runs all the way to S County Road D, crossing over...

Riverside Corridor Bike-Walking Trail

WI - 9.2 miles

The southern Wisconsin City of Beloit, located near the Illinois border, boasts over 9 miles of multiuse trail along the Rock River. The river is the centerpiece of downtown, and a system of...

WE Energies Trail

WI - 2 miles

The WE Energies Trail, so named because it uses a Wisconsin Energy Corporation utility corridor for much of its route, links Racine and Oak Creek in Racine and Milwaukee counties. Despite the presence...

Starkweather Creek Path

WI - 3.1 miles

The Starkweather Creek Path traces the waterway north from the Capital City State Trail through Madison’s eastern neighborhoods of Starkweather, Worthington Park, Eken Park and Carpenter-Ridgeway. The...

Milwaukee RiverWalk

WI - 3.1 miles

The Milwaukee RiverWalk provides a pleasant way to get around Milwaukee from the Historic Third Ward, through downtown, and north to the Lower East Side. It also has easy connections to three other...

Oak Leaf Trail

WI - 125 miles

The Oak Leaf Trail is the jewel in the crown of Milwaukee County’s extensive trail system. The trail meanders for more than 125 miles in and around the city of Milwaukee on a changing terrain of flat...

Prairie Trail (WI)

WI - 6.7 miles

The Prairie Trail offers a paved route of nearly 7 miles along the eastern boundary of Fond du Lac, a mid-sized city befitting its French name which means “foot of the lake” as it hugs the southern...

Glacial Drumlin State Trail

WI - 52 miles

The 52-mile Glacial Drumlin State Trail between Cottage Grove and Waukesha provides a glimpse into the past when glaciers bore down on southeastern Wisconsin in the last Ice Age. Those gigantic sheets...

Kenosha County Bike Trail

WI - 18.6 miles

The Kenosha County Bike Trail is open in two sections separated by dense neighborhoods in the City of Kenosha. The northern segment runs northeast from 35th Street in the city to 1st Street at the...

Prairie Trail (IL)

IL - 26.5 miles

The Prairie Trail runs the length of McHenry County and is managed by the McHenry County Conservation District. The rail-trail spans just over 26 miles from the Wisconsin border and the farms and...

Spring Brook Trail

WI - 5.1 miles

Janesville's Spring Brook Trail provides an important non-motorized route to many of the city's popular recreational amenities. The pathway begins just off the eastern terminus of the Rock River...

Meadowbrook Trail

WI - 2.4 miles

Meadowbrook Trail parallels Meadowbrook Road offering a useful and convenient off-road route through northwest Waukesha. It begins at a connection to Lake Country Recreation Trail, a 15-mile east-west...

Lake to Lake Bike Trail (WI)

WI - 6.5 miles

The Lake to Lake Bike Trail takes you through the beautiful terrain of the Kettle Moraine State Forest. It is a newer, well-maintained trail, with a wide, crushed limestone roadbed. It is used daily...

Jefferson County Interurban Trail

WI - 2.25 miles

The Jefferson County Interurban Trail is a paved multi-use trail that follows a former interurban rail line for what will eventually be almost eleven miles through Jefferson and Waukesha County. About...

South Connector Trail

WI - 3.8 miles

This path runs along the north side of Highway 11 and south of the city of Janesville. The eastern end starts about 3/4 of a mile west of I-39 and runs all the way to S County Road D, crossing over...

Wingra Creek Path

WI - 1.9 miles

The Wingra Creek Path—also known as the Wingra Bike Path—runs along the winding waterway in Madison. The trail provides a critical link from the neighborhoods south of downtown Madison to the Capital...

Yahara River Bike Path

WI - 0.9 miles

The Yahara River Bike Path, on the northeastern side of Madison, is anchored by Tenney Park on one end and the 17-mile Capital City Trail on the other. From one recreational amenity to the other, the...

Accordion

Capital City State Trail

WI - 17 miles

The Capital City State Trail contributes to the impression that you’re never far from a bike path in the Madison area. The paved trail meanders for 17 miles from the suburb of Fitchburg in the...

Eisenbahn State Trail (Route of the Badger)

WI - 25 miles

The Eisenbahn State Trail gives a nod to Wisconsin’s German heritage in its name—Eisenbahn is German for “railway.” The strict translation, “iron road,” refers to the iron rails originally used as...

Riverside Corridor Bike-Walking Trail

WI - 9.2 miles

The southern Wisconsin City of Beloit, located near the Illinois border, boasts over 9 miles of multiuse trail along the Rock River. The river is the centerpiece of downtown, and a system of...

Peebles Trail

WI - 5.6 miles

The Peebles Trail is a nearly 6-mile pathway, linking Fond du Lac at the southern edge of Lake Winnebago with St. Peter (Taycheedah) to its east. The trail also passes through the unincorporated...

Hank Aaron State Trail (Route of the Badger)

WI - 15.2 miles

In 1957, baseball legend Hank “The Hammer” Aaron led the Milwaukee Braves to the first of two consecutive World Series appearances and a championship over the usually dominant New York Yankees. In...

Rock River Parkway Trail

WI - 2.4 miles

The Rock River Parkway Trail in Janesville runs between Rockport Park and S. Jackson Street bridge on the north side of the river. Here, at the trail's eastern terminus, you can easily link to Spring...

Racine-Sturtevant Trail

WI - 3.5 miles

The Racine-Sturtevant Trail runs for 3.5 miles from the western side of Racine to near the eastern edge of the Village of Sturtevant. The trail occupies an abandoned rail corridor for most of its...

Downtown Trail (WI)

WI - 1 miles

The Downtown Trail—also known as the River Trail and Riverwalk Trail—runs alongside the Fond du Lac River for nearly 2 miles in the heart of Fond du Lac. The vast majority of the trail is smooth...

Lake Geneva Bike Path

WI - 8.9 miles

The Lake Geneva Bike Path runs through the scenic resort city, offering connections to many of the community’s amenities. The trail has five unique, color-coded segments. The Blue Route is the...

Glacial Drumlin State Trail

WI - 52 miles

The 52-mile Glacial Drumlin State Trail between Cottage Grove and Waukesha provides a glimpse into the past when glaciers bore down on southeastern Wisconsin in the last Ice Age. Those gigantic sheets...

Lake to Lake Bike Trail (WI)

WI - 6.5 miles

The Lake to Lake Bike Trail takes you through the beautiful terrain of the Kettle Moraine State Forest. It is a newer, well-maintained trail, with a wide, crushed limestone roadbed. It is used daily...

New Berlin Recreation Trail

WI - 7 miles

The paved New Berlin Recreation Trail runs straight as an east–west compass bearing for 7 miles through the western Milwaukee suburbs, from New Berlin to Waukesha. While it is void of trestles,...

West Allis Cross Town Connector

WI - 0.9 miles

Although short, the West Allis Cross Town Connector represents an important start to a future link between three trails in Milwaukee County. Currently, the trail begins at a junction with the New...

Kenosha County Bike Trail

WI - 18.6 miles

The Kenosha County Bike Trail is open in two sections separated by dense neighborhoods in the City of Kenosha. The northern segment runs northeast from 35th Street in the city to 1st Street at the...

Lake Michigan Pathway

WI - 14 miles

The 13.5-mile Lake Michigan Pathway keeps you in close touch with the sixth-largest freshwater lake in the world as it links rail-trails north and south of the port city of Racine. Along the way, the...

Root River Pathway

WI - 6.6 miles

The Root River Pathway uses a combination of off-road trail and on-road route to form a crescent around the City of Racine. The trail closely follows the bends of the Root River, making it a great...

Recent Trail Reviews

Oak Leaf Trail

Extension to Bender Park Open but not yet ready for Use

September, 2022 by buehler868

The Milwaukee County Parks, Oak Leaf Trail webpage says the extension of the South Shore Line segment is open to Bender Park. It is not yet show on the TrailLink map. On my September 2022 trip up to the Oak Leaf Trail, to do the original South Shore Line and the Oak Creek Line, I decided to see what the new extension was like. Yes, it is open with routing signs in place and a creek bridge constructed. But the surface is made up of 1-inch sized crushed stone which is typically used as a base layer under asphalt pavement. Even though I have a gravel bike, from Drexel Ave I only made it down to Pennsylvania Ave and gave up the going further. It’s just too rough. I made the trip back using highways. I searched on the internet, and it seems that the funding grants describe a 2023 completion. I hope what is the case is the asphalt paving will be done in 2023.

Oak Leaf Trail

Riding the Southeast Quadrant

September, 2022 by buehler868

On my third trip up to the Oak Leaf Trail I did what I call the Southeast Quadrant. I parked at Greenlawn Park and did the trail and spurs down to the Racine County line and up to Cupertino Park near the Lake Michigan Ferry. What I liked about this trip was the variety in the trail. Segments consisted of rails to trails (with powerlines), trail in parks, separate trails on arterial streets, the parkway roads, and rural highways. The long, southerly segment in the forest on the bluffs along Lake Michigan was the prettiest segment of my three trips on the Oak Leaf Trail. The north segment along Lake Michigan was closer to the water and gave a nice view of downtown Milwaukee.
One concern is the trail is being extended to Bender Park, which is popular but what about funding of maintenance of the trail that already exists? This section had some of the asphalt showing its age with the periodic shrinkage cracks giving that frequent bothersome bump. One hidden path bridge at the bottom of a hill had plywood covering over rotted deck boards, which at speed was very rough. But none of these maintenance issues should stop any one from coming to use the Oak Leaf Trail. I do recommend stopping at the coffee/ice cream store the trail parkway passes at Chicago Ave.
I am sure the rail to trail segment from Greenlawn Park was the former North Shore Interurban Line (to Chicago) that my folks took on their honeymoon to Milwaukee in 1944.

Peace Trail

scenic ride

September, 2022 by russjean

The trail is longer now as it ends at Beloit's Big Hills Park. Scenic ride on new asphalt one section on the road to cross Bass Creek in Afton. Several other short sections on roads but well marked. Go up to the park's observation platform for a vista of the Rock River.

Accordion

Ozaukee Interurban Trail Connector (Route of the Badger)

Great trail; all paved. Lots of things to do along the way; many different stopping places available!

September, 2022 by jmglz

Great trail; all paved. Lots of things to do along the way; many different stopping places available!

Eisenbahn State Trail (Route of the Badger)

Love this trail! Can find several restaurants to eat at, play miniature golf, get a great cup of coffee all on the trail! Great trail!

September, 2022 by jmglz

Love this trail! Can find several restaurants to eat at, play miniature golf, get a great cup of coffee all on the trail! Great trail!

Lake to Lake Bike Trail (WI)

Love this trail! Beautiful ride; worth the trip to ride.

September, 2022 by jmglz

Love this trail! Beautiful ride; worth the trip to ride.

Lake Michigan Pathway

A very pleasant ride

September, 2022 by yospiff1

I started from a local community center near the south end, (asking permission to park my car there first). Also gave them a small donation when I returned. Most of this trail hugs the coastline, though the last few miles is along city streets. At the northwestern end of the trail, I found it joined up with a local rail trail, which runs from 3 Mile Road to Layard Ave. paralleling Douglas Ave., though it is not on Traillink. So I took that a few miles south and rode some city streets until I rejoined the Lake Michigan Pathway. In several places, the trail is not obvious or well marked, so keep your traillink app open to see where you are if you aren't sure. I recall one spot that looked like an alley past an industrial area, but it went down to the marina and the trail. Once past that, there are signs periodically to point you the right way.

Oak Leaf Trail

Riding the Northeast Quadrant

September, 2022 by buehler868

Starting at the Brown Deer Village Park and heading south, I did what I call the NE Quadrant of the Oak Leaf Trail, consisting of the trail north of downtown Milwaukee. If you look at the trail map, there are some loop segments and some spurs that can be done. I did them all. Some segments are on old railroad beds and some on subdivision roads or separated bike lanes. Some sections were newly paved. You head back north after reaching downtown Milwaukee, but I stopped for lunch at the brat/beer garden along the trail at the art museum. Especially useful is having the downloaded TrailLink map as the connection to the parts of the Oak Leaf Trail south of downtown are not that well marked at the ongoing highway construction. There were good trail signs at other periodic locations.

Pike River Pathway

Pike river Pathway - need Update

September, 2022 by peter.oster

The trail in last couple of years has been extended south to Highway KR.

Construction of a 36" water main paralleling the path in 2020 closed a considerable amount of the trail from Braun Road to almost Case H.S./about 16 th street.
And in 2021 the south end of the trail from Braun Road south to Highway KR was closed for construction of an adjacent Foxconn/TID related sewage pump lift station/2-20" force mains and the construction/replacement of Highway KR (new KR includes a bridges over U.P. and C.P. railroads and the Pike River) .
The trail is now fully open and connects to paved paths: that parallel KR and lead west to paved paths surrounding/adjacent to Foxconn along with connection east to Kenosha County paved path leading south to Petrifying Springs - Kenosha County Park.
From Petrifying Springs dedicated paved paths lead south to Illinois and McClory bike trail.
Rails to Trails needs to update their description/mapping of this area as much has changed in the last couple of years.

Peace Trail

GREAT TRAIL

September, 2022 by q2xb4vpvwc

I give this trail 5 stars. It is now a paved ride from Big Hill Park (Beloit) to Janesville Wi.

Long Prairie Trail

Fun but in bad condition

August, 2022 by rathemark

We started at the trailhead east of Capron. Immediately the trail disintegrated to loose material on top of what was once paved. This improves after about a half mile. Going westbound the trail is not paved for about 3 1/4 miles past Capron. From there until Caledonia the pavement varies from excellent with stripes down the middle to horrible with cracks and bumps and ruts. Hard on the bike and hard on the bike rider.
It was very peaceful and the small towns offer some services. We will not return until the surface is upgraded.

Kenosha County Bike Trail

Nice Paved Trail

August, 2022 by iyanman

This is a nice bit of paved trail. I do wish the city would connect the two segments.

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