Find the top rated snowmobiling trails in Wisconsin, whether you're looking for an easy short snowmobiling trail or a long snowmobiling trail, you'll find what you're looking for. Click on a snowmobiling trail below to find trail descriptions, trail maps, photos, and reviews.








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The trail starts unassumingly in a residential neighborhood to the north and winds its way through Carthage College before bursting out of a canopy of trees into a spectacular, unobstructive view of Lake Michigan. The trail hugs the coast and meanders through a series of gorgeous parks. Just when your senses have almost reached their limit, you find yourself riding along Harbor Park filled with an assortment of sculptures, museums, and marinas. The Park is electric!
This was the most enjoyable ride I have ever taken. I will be back!
There are two cautionary notes, however.
1. The city roads between Poerio Park West and upper Alford Park are in horrible condition. Maybe avoid this northern section altogether.
2. The trail that goes south from the 50th Street bridge as you enter the Harbor is actually a staircase. I missed it the first time, but realized it on my return. There is a very steep embankment with a thin bike path next to the stairs, if you want to risk it.
The 10-foot wide asphalt surface is still in good shape. The trail hugs the road at the north end, but eventually disappears behind suburban backyards under a wonderful canopy of trees. There are a few pesky road crossings, but not bad. The trail is short, but flat and easy to ride. This is a great connector to the Kenosha County Bike Trail or the Kenosha Pike Bike Trail.
9/12/26 Rode the newly opened interconnecting portion linking Watertown to Oconomowoc, Wisconsin. We started at the westerly trailhead of the Lake Country Trail in Oconomowoc, then rode west across the new portion all the way to the Watertown westerly Jefferson County Interurban Trailhead. This trail has one bench along the route and no facilities except at the trailhead in Watertown, which are very nice, and no parking points along the route except at the west and east trailheads. The route itself is nicely pave, wide and maintained; however straight as an arrow and the scenery is essentially all agriculture, which for the area is to be expected. Our round trip mileage was 27 miles on our odometers. One note for anyone bridging the gap between the easterly end of the Jefferson trail and the westerly trailhead of the Lake Country Trail; there's approximately a 1/2 mile road portion bridging the two locations which could be marked better. The other improvement might be mile markers, or a least road identification signs at crossings along the way. At the end of the ride though it was a pleasant trip, and an addition to the many trails we've traveled across Wisconsin.
This recently completed trail now runs all the way between Watertown and Oconomowoc! Eleven plus miles of really nice asphalt, passing thru farm fields and crossing the Rock River -- it is a treat. I rode a full round trip twice in the last weeks, and it was great. Check out the great Mexican dishes at Taqueria Maria's in Watertown, just a mile or two past the Watertown trailhead. Try it out!
But we had a nice road ride from just N of the power plant (good bathroom at the park) to the southern end of Kohler-Andrea S. P. Shady, mostly good road shoulders, about half marked for bike lane or fog line and 3’ paved shoulder. Some turns not marked with bike route signage so watch your GPS. Maybe 4 or 5 vehicles per mile. Only actual trail is 50 yards at SP entry. Beyond SP no shoulders so tuned back, got about 14 miles
The trail is almost entirely crushed stone, except for the 1/2 mile of asphalt in New Glarus and the 1 mile of road in Brodhead. In fact, the term "crushed stone" is quite generous, since the trail is mostly two tire tracks with a grass median. Bottom line, the trail surface was solid even after a light rainfall and the grass on both sides of the trail as well as the median were neatly mowed. There was a nice mix of marsh, forest and open prairie. There was a mile marker on the west or south side of the trail every mile. The ride was very peaceful and quiet, except for an auction I heard while taking a break at the Albany trailhead. It was a nice change of pace to the ambient serenity. There were a few road crossings, but the country roads were rarely traveled. Both Broadhead and New Glarus were excellent anchors for this trail. There was lots to explore in both cities!
The surface of this 8-foot wide trail seems to be crushed stone over an older asphalt base. It is a little tougher to ride than the typical crushed gravel surface. There are some "soft" spots throughout the length of the route, but still manageable. The trail is relatively flat with an occasional grade change. The scenery is mostly suburban backyard with a touch of industrial to the west. There is very little shade to protect you from the sun, but the openness is refreshing. Although most street crossings have minimal traffic, please take caution when approaching them. This is one of my "go to" rides.
The asphalt surface had perpendicular cracks running throughout most of the trail resulting in a bumpy ride and over half of the cracks were filled with grass. The grass-filled cracks were actually preferred, since they helped cushion the ride almost eliminating the bumps altogether. Riding on the Levee, which separated the Wisconsin River from the local Portage population, gave me a euphoric feeling as if I were on "Top of the World." There was an interesting lock on the west side of the trail with an equally interesting watch tower. The trail was short, however, with an abrupt ending at the east end of the trail.
I started my ride in Sauk City on an overcast day and biked to the end of the trail in Merrimac. After reading previous reviews, I had high expectations for this trail. The asphalt surface was in perfect condition from start to finish. The trail was a wonderful mix of city neighborhoods, forest, farmland and open prairie. The art work scattered along the trail was a bonus as well as riding along the border of the Ho-Chunk Nation. At the start of the trail in Sauk City, it looked like a new pedestrian bridge had been built over the Wisconsin River. The trail to the bridge was closed due to construction. Even though the day was overcast, my high expectations for this trail were met. I will be back again.
I parked in the Mary Rountree Evans Park parking lot where the two trail segments are separated. Although the asphalt was older with some cracks, the ride was still acceptable. The trail meanders through a nice canopy of trees through the west segment and the western section of the east segment. Midway through the east segment, the route changes from trail to sidewalk (or road). The route takes you past the Circus World Museum and the corresponding historic buildings where all the circus animals were kept. There was lots to see during the short ride. I was fortunate that there were not many visitors that day and thus vehicular traffic was at a minimum.
I accessed the Powerline Trail at Cold Spring Road off of the Oak Leaf Trail. My ride on the new trail was very enjoyable and I found the route to be very pleasant passing by a number of neighborhoods. Compliments to the City of Greenfield and We Energies for their efforts to build this trail.
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