Wauwatosa, WI Snowmobiling Trails and Maps

790 Reviews

Looking for the best Snowmobiling trails around Wauwatosa?

Find the top rated snowmobiling trails in Wauwatosa, 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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Activities
Length
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9 Results
Activities
Length
Surfaces
Type

Des Plaines River Trail

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

Eisenbahn State Trail

24.3 mi
State: WI
Asphalt, Crushed Stone

Glacial Drumlin State Trail

53.2 mi
State: WI
Asphalt, Crushed Stone, Gravel

Hebron Trail

6.7 mi
State: IL
Crushed Stone, Gravel

Prairie Trail (IL)

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

White River State Trail

19.7 mi
State: WI
Concrete, Crushed Stone, Gravel

Old Plank Road Trail (WI)

37.6 mi
State: WI
Asphalt

Pelishek-Tiffany Nature Trail

6 mi
State: WI
Dirt, Grass

Wild Goose State Trail

34.5 mi
State: WI
Asphalt, Crushed Stone, Dirt, Grass
Trail Image Trail Name States Length Surface Rating
The Des Plaines River Trail runs alongside the Des Plaines River for just over 56 miles, protecting watershed habitat and forestland through much of Lake and Cook Counties. The trail is a natural...
IL 56.1 mi Asphalt, Crushed Stone, Dirt, Gravel
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 24.3 mi Asphalt, Crushed Stone
The 53-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 53.2 mi Asphalt, Crushed Stone, Gravel
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 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 26.4 mi Asphalt, Crushed Stone, Dirt, Gravel
The White River State Trail is a 19.7-mile trail 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...
WI 19.7 mi Concrete, Crushed Stone, Gravel
The Old Plank Road Trail parallels State Route 23—a road originally built out of wooden planks in the 1800s—from the western edge of Sheboygan to the Village of Greenbush. The trail was one of the...
WI 37.6 mi Asphalt
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
Closure Notice: The Wild Goose State Trail is currently closed between Prospect Rd. and Teal Rd. Please check with Wisconsin DNR for more current information. The Wild Goose State Trail is a...
WI 34.5 mi Asphalt, Crushed Stone, Dirt, Grass

Recent Trail Reviews

Robert McClory Bike Path

September 2026 Ride

September, 2026 by dpott

I just rode from my Chicago home to Racine on the North Shore Channel, Green Bay, R McClory and Kenosha County trails. The McClory is newly paved and well signed from the Great Lakes Naval Station north to the state line. There are no facilities other than the occasional bench, and there are long stretches without any shade. Otherwise it is a terrific ride!

Kenosha Pike Bike Trail

Spectacular Lake Views

September, 2026 by kriekkoff_tl

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.

North Shore Trail (WI)

Short, flat and easy to ride

September, 2026 by kriekkoff_tl

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.

Accordion

Jefferson County Interurban Trail

Trail extention to Oconomowoc is now open

September, 2026 by rturowski

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.

Jefferson County Interurban Trail

Trail is completed -- Watertown to Oconomowoc! 11+ mile all paved!

September, 2026 by matthewge

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!

Millennium Trail (IL)

Hill Billy - Part 2

September, 2026 by kriekkoff_tl

I almost forgot to include this in my previous review:
If you do not like hills, DO NOT do either section of this trail.

Millennium Trail (IL)

Hill Billy

September, 2026 by kriekkoff_tl

Both the North and South sections used asphalt and crushed stone surfaces. Care must be taken when riding on the crushed stone. The trail is nearly 12 foot wide and it is neatly groomed, however, the stone is just loose enough to keep bicycle speeds down. The rider who tests their speed traveling downhill and around the blind curves will surely tumble. The age of the asphalt in both sections varies from "newer" to "desperately in need of repair." The southern section actually has a warning sign just south of Fairfield Park.
The last two miles of the northern section in Round Lake Beach is loaded with perpendicular cracks in the asphalt causing a jarring ride even at slow speeds.
One must be cautious at the street crossings although some of the busier roads have traffic lights with designated pedestrian cross walks. The signage was ok, but could have been better.

Sheboygan Interurban Trail

Not a trail on N end

September, 2026 by slowery969

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

Robert McClory Bike Path

New Asphalt!

September, 2026 by kriekkoff_tl

Except for the 2 miles of crushed stone from Sheridan Road in Highland Park to County Line Road in Ravinia, the entire trail surface it asphalt!
The first 11 miles of the trail from the Wisconsin border is newer asphalt; no cracks or bumps to worry about. Just a smooth ride. The northern section of the bike path, however, is plagued with several street crossings, all of which must be approached with caution. There is little to no shade on the northern section.
The southern section of the bike path has a lot more points of interest including various sculptures along the trail, Metra train stations, the Ravinia Festival grounds and interesting cities to explore. The southern section offers much more shade, but also has a few street crossings as well.
The trail does give way to the road in both sections, but the signage is good for the most part. There are new mile markers on the west side of the trail every 1/2 mile.

Muskego Recreation Trail

Nice East-West Corridor

September, 2026 by kriekkoff_tl

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.

Powerline Trail (WI)

Excellent Off Street Trail

September, 2026 by jjg2

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.

Seven Waters Bike Trail

Vietnam Base Camp

August, 2026 by kriekkoff_tl

The route has a mix of crushed gravel at both ends and a nice wide asphalt trail in the middle. Be careful going through Saller Woods in the village of Rochester. The trail has been scarred by runoff, the gravel is loose and the hills are steep. Like a child clutching tightly to it's mother, the trail hugs Highway 36 for much of the ride. Although most of the trail is concealed by trees and brush, the sound of cars could still be heard. The trail in Burlington ends at a very nice park that has bathroom facility, water fountain and picnic tables under cover for a nice place to have lunch. The best part of the trail was "The Bunker." This bar & grill has a unique military-theme inside and outside its walls including a Vietnam Guard Tower and other military equipment.

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