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 75 trails covering 837 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.
As of July 23, 2024 there are no signs of tunnel revival. The first six miles from the northern end are paved and well maintained. After that it turns to gravel and dirt. With a lot of grass. It appears neglected.
I was in Sheboygan for a conference & am always on the look out for a good bike ride in new places. I found information on the Old Plank Road Trail from an online search and decided to give it a try. I began at the Sheboygan trailhead and went to Plymouth, a distance of about 14 miles. I found a good spot for lunch and cycled around Plymouth for a while, which was also a good time. I then rode back to Sheboygan, finishing my ride. I read some of the other comments, discussing the trail's proximity to busy WI Route 23. I understand the comments, but the trail's location is sufficiently distant from the highway where I didn't think it was an issue.
I had a thoroughly enjoyable ride, trail was not crowded and was in good condition overall. The closer I got to Plymouth, there appeared to be more bumps, and overgrowth along the edges, but was still good. I guess everyone appreciates nature type trails (as I do too), however I also consider the importance of trails that serve as commuting trails between towns, etc. Overall I give it a thumbs up.
While this is mainly a beautiful trail, the section from Dodgeville to Mt Horeb has some technically challenging spots. Many major ruts and lots of loose sand that may grab your rear wheels. The stretch from Mt Horeb to Msn is Way better.
While this is mainly a beautiful trail, the section from Dodgeville to Mt Horeb has some technically challenging spots. Many major ruts and lots of loose sand that may grab your rear wheels. The stretch from Mt Horeb to Msn is Way better.
As of 7/7/24 no work done on tunnel. There isnt even a trail left, leading up to the tunnel. The tunnel project is a complete sham. Where is the 6 million dollars? Where did the insurance money go, for the bridge, north of Monroe? Time for someone to be held accountable.
This trail exceeded our expectations. Scenery was beautiful and trails were in great condition. This seems to be a hidden gem. We rode from the Eden trailhead to Kewaskum. We will definitely ride this trail again.
Nice, peaceful, perfect weather Monday morning ride. There is a tree laying over the trail @ 5.3 miles from Cottage Grove. Had to duck low, but was able to ride under it on the side that is still off the ground. No other issues for this part of the trail. Very enjoyable trail.
Did this ride starting at the East end. Loved the views and the trail was well maintained. I do wish the connection through Burlington as more direct or better signed.
We use this trail all the time. Flooded portion was about 100 feet long by 1 foot deep in places. Shoes got very wet as we pedaled through it. Ducks were happy. Usually the puddle is not this deep and long but we’ve had a lot of rain lately.
The trail was nicely paved and had frequent shady spots to take a break out of the heat. Slight incline as we made are way. It was approx 5 Miles on Bike to Menomonee Park. Went swimming, had a picnic. There is a shelter. Bathrooms, changing room , shower and bubblers.You can rent kayaks. Easier coming back as the incline slants down so areas to just coast. Surprised by the cars stopping for people to let them cross. I was impressed! My legs are jello but we had a great time!
Biked this trail yesterday to complete a loop with the Lake Michigan pathway. The trail itself is enjoyable…getting out your phone to figure out where you are is not! The trail does have signs, but all signs are located in places where you don’t need help. I actually starting laughing every time I saw a sign with the arrow pointing forward on a straightaway. Almost every time I had to make a decision, there was no sign anywhere! Poor planning.
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