Find the top rated dog walking trails in Boscobel, whether you're looking for an easy short dog walking trail or a long dog walking trail, you'll find what you're looking for. Click on a dog walking trail below to find trail descriptions, trail maps, photos, and reviews.
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We rode this stretch out and back on September 15, 2025. The trail is flat and in good shape except for the numerous bridges (10 or 12) which are in pretty bad shape. It’s obvious that a few repairs were recently attempted, but those amount to replacement of a few boards in each bridge. Some bridges are very long and all are super bumpy. If you have an older bike I’d suggest walking it across the longer bridges. Otherwise the scenery is nice and there’s great rest areas with flush toilets in LaValle, Wonewoc and Elroy.
Second long trip for me and the first trip that was mostly rail trail one quarter of which was the Elroy Sparta. Beautiful trail and the safety of being away from most automobile traffic made the trip way less stressful
Rode this trail end-to-end yesterday. The asphalt is in like-new condition and the scenery is beautiful. While we greatly prefer shaded trails in the hot summer, the lengthy stretches of sun on this trail were tolerable due to temps in the high 70’s and a light breeze. Can’t wait to ride this again in the fall. I’m sure the autumn colors near the northern half will be spectacular.
Trail is flat, mostly shaded, and well maintained. Bridge crossings often rough/bumpy due to repairs to damage from snowmobiles. (Thus 4 stars not 5)Legion Park in Wonewock is a great place to camp plus it is an interesting historic town.
A 5 star is really stretching this. I get the history of this being the 1st rail to trail and the cool tunnels, but the very narrow gravel path is not much to desire. The landscape doesn’t change much and the overgrown weeds and trees prevent much scenery. Occasional stream is a welcome sight on this boring path. America’s bicycle capital is needing a little update to encourage us to return. Glad we had headlamps for the almost two mile long tunnel raining on us. Riding, rather than walking was our choice to speed it up but if you’re not steady - then walk.
The tunnels on the trail are nice, cool bluffs and overall very nice trail
We ride trails. We love trails. No pavement required. We embrace the crushed surface. We love to bike. The Omaha trail is surrounded by beautiful scenery. It begins and ends in friendly towns. It was strewn with debris the day after a storm, yet we were undeterred. You can bike around debris. Sadly, you can’t miss the ridges, ruts and roughness of a once paved trail. Omaha stole our energy and joy of riding. We rode on because we don’t quit. But it wasn’t enjoyable and was only memorable for the relief of finishing and knowing we won’t ride Omaha again. It’s unfortunate. The 400 is nearby. It is a far better choice, as is just about any other trail.
Rode the trail the last couple days, loved it. It’s in great shape and is pretty flat. Happened to be there when the Wheelmen were riding with the high wheels!
Rode out 6+ miles from the south end. Apparently they are going to build a bridge across the river sometime soon..Noticed a sign along the trail, that stated you need a permit to ride the trail?! Nice along the river, then out into open fields.
Super nice trail! I think I counted 2 cracks. Well marked. Feel free to ride your road bike. Parked on the north end. There are about five parking spots there. Only downside is that it’s quite open which can expose you to wind
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