Find the top rated bike trails in Oconomowoc, whether you're looking for an easy short bike trail or a long bike trail, you'll find what you're looking for. Click on a bike trail below to find trail descriptions, trail maps, photos, and reviews.
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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...
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...
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...
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...
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...
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...
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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...
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,...
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...
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...
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,...
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....
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...
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...
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...
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...
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...
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...
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...
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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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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....
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...
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...
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...
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...
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...
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...
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,...
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 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...
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....
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...
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...
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...
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...
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...
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,...
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...
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,...
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...
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...
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...
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...
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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...
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...
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...
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...
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...
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...
well-maintained paved trail with beautiful sceneries. Always enjoying to ride.
My first ride on this beautiful trail from Menomonee Park to Merton & back today on my recumbent trike. It is paved and mostly in the trees. I enjoyed the ride. 11-21-2020
I have had some rough riding over the years with rarely cut grass. This year the DNR has shifted gears and improved this trail a lot. The best I've rode in several years. Jane Adams hooks up to the Badger at the State line. Ruts and holes have really been worked on. And weeds cut as best as they can keep up with it. I have ridden this trail many times this year.
Excellent job, DNR. Keep it up. I have also seen more people walking, jogging and riding this and the Sugar Trails this year since I started in 1986 riding.
Road with my son last Saturday from St. Charles to Richmond, IL. Spent the night at the Baymont Inn in Richmond, nothing fancy but friendly staff and clean. Surprisingly lively Saturday Night crowd in Richmond, had a good time grabbing dinner and having a night cap at a sidewalk table. The walk into town is not a stroll but fine on a nice evening. There is a wine/cheese place with a restaurant within a five minute walk from the hotel where we got a takeout breakfast. The Fox River Trail was good with some rough spots in South Elgin. Looks they may be re-routing the trail further from the river towards some new housing. Not a big deal but we were surprised at the trail conditions on that short stretch.
The Prairie Trail was fine for the most part. There was some construction in Crystal Lake and Algonquin that was a little unpleasant but again not that big a deal. The hills in Stern's Woods are short and steep and not typical for the trails in the area. Don't let this stop you from making the trip. We cruised right through with a little huffing and puffing. It did look like a southbound ride would offer a few more uphills. This was our first time north of Crystal Lake and we both enjoyed the ride, would do it again.
Beautiful tree canopies. Trail mostly grass, but biking it was no problem. Very little use, only encountered 4 other people & they were walking. Parking lot at Clinton, but only street in parking at Allen-Grove.
Used the trail to connect the Glacial drumlin to the Lake country. Makes for a nice loop.
Nowhere is this trail marked as "Seven Waters" It's marked as Racine County Bike Trail. So I was a little confused. I had a hard time finding it. I parked at Bushnell Park and eventually found the trailhead by driving down to the dead end where you can park. You then proceed thru an electrical plant on your ride and the gravel is treacherous. You proceed to go out alongside Hwy 36 in the open and eventually have to CROSS HWY 36! I would recommend parking in the lot off of Hwy 36 where Saller Woods is and start there. The terrain thru Saller woods is pretty awful. It's made for a mountain bike. A lot of the gravel thru this trail is not good. By hwy 164 there's some deep sandy gravel, it almost took me out. The asphalt parts are BEAUTIFUL. It reminds me of the Bugline and the scenery over the bridges is amazing. If this trail was all asphalt it would be great. I turned around in Wind Lake because I didn't want to ride the road and had never ridden this trail before. I drove back to it to see where it would lead to and you would have to cross hwy 36 again and ride roads with no shoulder for quite awhile until it picks up at Amans beer and wine on Loomis.
I rode this trail in its entirety today logging 61.2 miles. The only reason that I rated this trail as 4 instead of 5 stars are the segments on roads instead of the trail. I did try to carefully navigate and watch for the signs, but still got lost a few times. Aside from that, there were some really enjoyable scenic portions to the trail as you head further north. The bridge near Grafton (cover photo for this trail) was particularly awesome. I also enjoyed the lakefront park in Port Washington. Plenty of places to stop and eat if you so choose. The portion of the trail furthest north has the least amount of intersections, so it's great if you want to ride with minimal interruptions. All in all I enjoyed my ride, and would do it again!
We enjoyed writing on this trail as a family. The tunnels are closed, because there were rocks falling from the ceiling (We ran into one of the employees who monitors the trails).
This is a trail that is best walked, not biked. In places, it would be very difficult to get your bike up and down some of the steps that exists. It's a very good trail for walking and relaxing. The trail as restaurants, boat rides, condos, hotels & fine arts center along the route.
Rode from Monroe to Monticello, and then to the Stewart Tunnel. Was told the tunnel was closed, but not monitored, so we could still ride thru. Not the case, tunnel entrance was gated and locked - disappointing. The trail itself had some pretty scenery but is not well maintained or mowed.
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