Shorewood Hiking Trails and Maps

478 Reviews

Looking for the best Hiking trails around Shorewood?

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

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Activities
Length
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45 Results
Activities
Length
Surfaces
Type

Beerline Trail

3.7 mi
State: WI
Asphalt

Brown Deer Recreational Trail

1 mi
State: WI
Asphalt

Bugline Trail

15.6 mi
State: WI
Asphalt

Des Plaines River Trail

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

Duck Lake Nature Area Trail

2 mi
State: WI
Dirt

Eisenbahn State Trail

25 mi
State: WI
Asphalt, Crushed Stone

Fox River Trail (Waukesha)

6 mi
State: WI
Asphalt

Glacial Drumlin State Trail

53.4 mi
State: WI
Asphalt, Crushed Stone, Gravel

Glacial River Trail

55.8 mi
State: WI
Asphalt, Crushed Stone

Grant Woods Bike Path

5.9 mi
State: IL
Crushed Stone

Hank Aaron State Trail

15.2 mi
State: WI
Asphalt, Crushed Stone

Hebron Trail

6.7 mi
State: IL
Crushed Stone, Gravel

Kenosha County Bike Trail

18.6 mi
State: WI
Asphalt

Kinnickinnic River Trail

2.3 mi
State: WI
Asphalt

Kohler Memorial Drive Path

0.7 mi
State: WI
Asphalt

Lake Country Recreation Trail

15.2 mi
State: WI
Asphalt

Lake Geneva Bike Path

8.9 mi
State: WI
Asphalt

Lake Michigan Pathway

14 mi
State: WI
Asphalt, Concrete, Crushed Stone
Accordion

Lake to Lake Bike Trail (WI)

6.5 mi
State: WI
Crushed Stone, Gravel

Lakefront Bike Path

0.5 mi
State: WI
Asphalt

MRK Trail

4.6 mi
State: WI
Crushed Stone

Meadowbrook Trail

2.4 mi
State: WI
Concrete

Millennium Trail

30.7 mi
State: IL
Asphalt, Concrete, Crushed Stone

Milwaukee RiverWalk

3.1 mi
State: WI
Concrete

Muskego Recreation Trail

6.7 mi
State: WI
Crushed Stone, Dirt

New Berlin Recreation Trail

7 mi
State: WI
Asphalt

North Shore Trail (WI)

3 mi
State: WI
Asphalt

Oak Leaf Trail

120 mi
State: WI
Asphalt

Old Plank Road Trail (WI)

17 mi
State: WI
Asphalt

Ozaukee Interurban Trail

30.1 mi
State: WI
Asphalt

Pike River Pathway

2 mi
State: WI
Asphalt

Prairie Trail (IL)

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

Racine-Sturtevant Trail

3.5 mi
State: WI
Asphalt

Robert McClory Bike Path

25.4 mi
State: IL
Asphalt, Concrete, Crushed Stone

Root River Pathway

4 mi
State: WI
Asphalt

Seven Waters Bike Trail

17.6 mi
State: WI
Asphalt, Crushed Stone, Gravel

Sheboygan Interurban Trail

17.7 mi
State: WI
Asphalt

Shoreland 400 Rail Trail

1.85 mi
State: WI
Asphalt

Taylor Drive Multi-use Path

2.75 mi
State: WI
Asphalt

WE Energies Trail

2 mi
State: WI
Asphalt, Gravel

West Allis Cross Town Connector

0.9 mi
State: WI
Asphalt

White River State Trail

19 mi
State: WI
Concrete, Crushed Stone, Gravel

Wild Goose State Trail

34.4 mi
State: WI
Asphalt, Crushed Stone, Dirt, Grass
Trail Image Trail Name States Length Surface Rating
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...
WI 3.7 mi Asphalt
The Brown Deer Recreational Trail runs through the Village of Brown Deer, a suburb of Milwaukee. The tree-line route parallels an active rail line through commercial and residential areas. Mid-way,...
WI 1 mi Asphalt
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...
WI 15.6 mi Asphalt
The City of Franklin Hike and Bike Trail follows a corridor originally used by the Milwaukee Electric Railway & Light, an interurban railroad in southeastern Wisconsin. The corridor was later acquired...
WI 1.5 mi Asphalt
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,...
WI 3 mi Asphalt
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 56.2 mi Asphalt, Crushed Stone, Dirt, Gravel
The Duck Lake Nature Area Trail follows the southern side of Lake Como between Lake Geneva and Como, Wisconsin, not far from the Illinois state line. The trail is more rustic than most rail-trails and...
WI 2 mi Dirt
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 25 mi Asphalt, Crushed Stone
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...
WI 6 mi Asphalt
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 53.4 mi Asphalt, Crushed Stone, Gravel
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...
WI 55.8 mi Asphalt, Crushed Stone
About an hour northwest of Chicago, the beautiful Grant Woods Forest Preserve spans more than 1,000 acres, offering an outdoor respite of prairie, woodlands and marshes. The crushed limestone pathway...
IL 5.9 mi Crushed Stone
In 1957, baseball legend Hank “The Hammer” Aaron led the Milwaukee Braves to the first of two consecutive World Series appearances and a championship over the usually dominant New York Yankees. In...
WI 15.2 mi Asphalt, Crushed Stone
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 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...
WI 18.6 mi Asphalt
Kinnickinnic River Trail (called the KK River Trail by locals) runs just over 2 miles in southern Milwaukee, following the river through a densely populated and industrial corridor. The trail links...
WI 2.3 mi Asphalt
The Kohler Memorial Drive Path is a straight paved path that rides adjacent to the Kohler Memorial Drive. Starting at the American Red Cross, you can ride for just under a mile on the outskirts of the...
WI 0.7 mi Asphalt
The Lake Country Recreation Trail runs from the western edge of Waukesha to Oconomowoc in Wisconsin’s Lake Country area. Most of the trail was built on a former Milwaukee-Watertown Interurban Railway...
WI 15.2 mi Asphalt
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...
WI 8.9 mi Asphalt
The 13.5-mile Lake Michigan Pathway keeps you in close touch with the sixth-largest freshwater lake in the world as it links rail-trails north and south of the port city of Racine. Along the way, the...
WI 14 mi Asphalt, Concrete, Crushed Stone
Accordion
The Lake to Lake Bike Trail takes you through the beautiful terrain of the Kettle Moraine State Forest. It is a newer, well-maintained trail, with a wide, crushed limestone roadbed. It is used daily...
WI 6.5 mi Crushed Stone, Gravel
Located in Sheboygan at the South Pier, the Lakefront Bike Path begins off Indiana Avenue and connects on to the Pier Boardwalk. The trail is right off the shores so users have a pleasant ride or walk...
WI 0.5 mi Asphalt
Racine County's eastern edge is home to the MRK Trail, a rail-with-trail that extends north from the City of Racine to the Village of Caledonia. Because Racine County standardized its signs several...
WI 4.6 mi Crushed Stone
Meadowbrook Trail parallels Meadowbrook Road offering a useful and convenient off-road route through northwest Waukesha. It begins at a connection to Lake Country Recreation Trail, a 15-mile east-west...
WI 2.4 mi Concrete
The Millennium Trail currently spans just over 30 miles in two disconnected segments, but there are plans to extend it to 35 miles and connect it to the Des Plaines River Trail. The trail goes through...
IL 30.7 mi Asphalt, Concrete, Crushed Stone
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...
WI 3.1 mi Concrete
The Muskego Recreation Trail follows a corridor originally used by the Milwaukee Electric Railway & Light, an interurban railroad in southeastern Wisconsin. The corridor was later acquired by...
WI 6.7 mi Crushed Stone, Dirt
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,...
WI 7 mi Asphalt
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...
WI 3 mi Asphalt
The Oak Leaf Trail is the jewel in the crown of Milwaukee County’s extensive trail system. The trail meanders for more than 120 miles in and around the city of Milwaukee on a changing terrain of flat...
WI 120 mi Asphalt
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 17 mi Asphalt
If you’re going to visit the historical communities that lie just west of Lake Michigan, why not use the former route of the venerable interurban railroad? The Ozaukee Interurban Trail stretches the...
WI 30.1 mi Asphalt
The Pike River Pathway is a short trail on both sides of the reconstructed Pike River in the Village of Mount Pleasant. The path is convenient to several neighborhoods in the community. Birds, frogs...
WI 2 mi Asphalt
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 26.5 mi Asphalt, Crushed Stone, Dirt, Gravel
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...
WI 3.5 mi Asphalt
The Robert McClory Bike Path runs the length of Lake County, knitting together a string of communities on the north shore of Chicago all the way to the Wisconsin border. In 1997, the trail was named...
IL 25.4 mi Asphalt, Concrete, Crushed Stone
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...
WI 4 mi Asphalt
The Seven Waters Bike Trail is a scenic corridor stretching more than 17 miles north–south between Burlington and Muskego Lake into Waukesha County. The trail was originally three trails, locally...
WI 17.6 mi Asphalt, Crushed Stone, Gravel
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...
WI 17.7 mi Asphalt
The Shoreland 400 Rail Trail opened in 2013 on a former Union Pacific Railroad corridor through the heart of Sheboygan. More than 30% of Sheboygan County’s residents live within a mile of the trail,...
WI 1.85 mi Asphalt
Taylor Drive Multi-use Path is a 2.75-mile trail in the heart of Sheboygan, Wisconsin. The trail stretches from Crocker Avenue to Kohler Memorial Drive (SR 23), providing a north-south non-motorized...
WI 2.75 mi Asphalt
The WE Energies Trail, so named because it uses a Wisconsin Energy Corporation utility corridor for much of its route, links Racine and Oak Creek in Racine and Milwaukee counties. Despite the presence...
WI 2 mi Asphalt, Gravel
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...
WI 0.9 mi Asphalt
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...
WI 19 mi Concrete, Crushed Stone, Gravel
The Wild Goose State Trail is a premier rail-trail, spanning approximately 35 miles in Dodge and Fond du Lac counties. If you are looking for a peaceful and beautiful place to visit, this trail has it...
WI 34.4 mi Asphalt, Crushed Stone, Dirt, Grass

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Trails by activity

Recent Trail Reviews

Oak Leaf Trail

no extension to Bender park

August, 2018 by crswit

First let me start by saying the Oak Leaf trail is an excellent trail that circles Milwaukee county. I have been using this trail ever since it use to be called the '76' trail. Unfortunately, I haven't been on the south end in years. I recently decided to go south(starting at Greenfield park) with the intent to get to the newer of Milwaukee Counties parks, Bender park. When I got to Drexel at which point I would normally go straight east toward Grant Park I found I was able to continue South. Not having checked the trail map prior to my adventure I made the assumption that the ability to go further South of Drexel would somehow meander its way to Bender park. Unfortunately I was mistaken. Needless to say I managed to get to Bender park by going East on Ryan Rd./Hwy 100. I eventually got back on the Oak Leaf trail down near Grant park after heading North from Bender park through South Milwaukee on 5th Ave. Let me once again reiterate how awesome the Oak leaf trail is and how I should have checked the map prior to my excursion. As an avid biker I can only hope that at some point there will be an extension/offshoot of the Oak leaf trail that will allow bikers to safely get to that corner of Milwaukee county via trails.

Bugline Trail

beautiful...

August, 2018 by tradrrr

In town for a tri and rode the trail this morning. It’s really nice and well marked. I forgot I had ridden it once before years ago until I came across the quarry with the most beautiful blue water.

White River State Trail

Nice country trail

August, 2018 by mail4denisk

I had a very nice bike ride on the trail from Elkhorn to the west end of Burlington. Started at the well-marked parking lot just east of Elkhorn, the trail is relatively flat and hard-packed gravel. It passes through farm fields and rich tunnels of greenery. I enjoyed lots of colorful wildflowers and birds along the way. Even glimpsed a beaver that visited the trail near the White River bridge. The creeks and river are well marked, and there are plenty of benches to rest along the way. Took a little side trip off trail in Lyons and visited its veterans memorial at the flag pole, listing its local war heroes dating back to the Spanish-American War. There's a nice coffee shop in Springfield. I rested in its shady yard, but it's only open on weekends. Heading back from the Burlington trail head, I noticed the trail gradually goes uphill, or at least it seemed that way, as I completed the 24-mile round trip on a hot summer day.

Accordion

Des Plaines River Trail

Walk to Big Bend Lake

August, 2018 by stclaircarl

Started at Dam No 4 Woods and walked to Golf Rd and Big Bend Lake , saw plenty of animals deer, squirrels , chipmunks and beautiful scenery along the trail. Nice peaceful walk plenty to see , nice surface to walk on not muddy saw 1 deer by the 294 underpass and south of Oakton St saw 2 deer in the woods about 20 feet away from me, what a beautiful sight to see a doe and her fawn took pictures of this. It was a beautiful walk and I had a lot of fun.

Millennium Trail

My favorite so far!

July, 2018 by thundercamel

I love this trail for biking! Great forest and savanna scenery. Thankfully most of it is not parallel to roads, and none of it is old train tracks, which I find more boring. Really feels like you're moving across country under your own power.

Des Plaines River Trail

North End 5 stars,,South End not so much

July, 2018 by esobolewski01

We live near the southern section of this trail, so we have rode that portion multiple times. It is a night and day difference with the northern portion. The southern end is just not very pleasant. Trail is in poor shape, poor signage and due that section of river, the area is prone to flooding. Viaducts are usually impassable, flora is mostly invasive species, lot of trash , etc etc.

The north end however (maintained by Lake Co. as opposed to Cook Co.) is just great. Well groomed, tons of signage, usable viaducts, clean, etc. This section meanders through forest, open prairie , some farmland. The scenery is beautiful, especially mid summer with the plants in full bloom.

Highly recommend sticking to north of Cook Co. We plan on finishing the entire trail a section at a time until we hit Wisconsin!

Des Plaines River Trail

from Touhy Ave to Bender Road

July, 2018 by stclaircarl

Had a great time walking this section of trail saw 2 deer at Touhy and by the 294 underpass walked up into Des Plaines by Bender Road.

Oak Leaf Trail

Closed Bathrooms

July, 2018 by brittany.thompson18

Not alot of open bathrooms near The Landing stretch. Oh yes they are marked on the map but locked 95% of the time. Very nice trail otherwise. Get some permanent port a johns please!!!!

Bugline Trail

Nice trail

July, 2018 by jo turner

Nice trail. Paved. Green tunnels. Pleasant even on a hot July mid-day. Lots of busy road crossings. 99% cars stopped for crossing, but never sure about that other 1%. DH and I ride a tandem recumbent trike with a wide turn radium and many corners were not wide enough for us in one pass.

Eisenbahn State Trail

loved this trail

July, 2018 by hargreaves48

My friend and I bike the whole trail. It was hot out but had a great breeze. There are lots of bridges, great scenery, mostly gravel, but paved on the west bend end. There are bugs so spray and you’ll be fine. Fun trail. If us, 2 old ladies and do it, you can too. We are over 70!

Des Plaines River Trail

beware of the water

July, 2018 by epc.lots

Great trail full of changing landscapes, the only pity is that many times it's impossible to ride it because it's flooded.

Apart from that, a well worth trail.

Des Plaines River Trail

First ride with my son

June, 2018 by sumptonjackson29

Me and my son started just east of the Des Plaines library and we stopped just south of the airport and I must say that I absolutely love this trail. Eventually I will make that trip to gurnee. Just an absolute beautiful trail

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