Greenfield, WI Inline Skating Trails and Maps

777 Reviews

Looking for the best Inline Skating trails around Greenfield?

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

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Activities
Length
Surfaces
Type
35 Results
Activities
Length
Surfaces
Type

Almond Road Bike Path

1.5 mi
State: IL
Asphalt

Eisenbahn State Trail

24.3 mi
State: WI
Asphalt, Crushed Stone

Glacial Drumlin State Trail

53.2 mi
State: WI
Asphalt, Crushed Stone, Gravel

Hank Aaron State Trail

15.2 mi
State: WI
Asphalt, Crushed Stone

KR Trail

1.5 mi
State: WI
Asphalt, Boardwalk

Kenosha County Bike Trail

7.9 mi
State: WI
Asphalt

Kenosha Pike Bike Trail

6.95 mi
State: WI
Concrete

Lake Andrea Multi-Use Path

2.3 mi
State: WI
Asphalt

Meadowbrook Trail

2.4 mi
State: WI
Concrete

Milwaukee RiverWalk

3.1 mi
State: WI
Concrete

New Berlin Recreation Trail

7 mi
State: WI
Asphalt

Oak Leaf Trail

123.6 mi
State: WI
Asphalt

Ozaukee Interurban Trail

30.1 mi
State: WI
Asphalt

Pike River Pathway

6.9 mi
State: WI
Asphalt

Prairie Trail (IL)

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

Beerline Trail

3.7 mi
State: WI
Asphalt

Chain O' Lakes Bike Path

3.2 mi
State: IL
Asphalt

Fox River Trail (WI)

6 mi
State: WI
Asphalt

Lake Country Trail

15.2 mi
State: WI
Asphalt

North Shore Bike Path

7.7 mi
State: IL
Asphalt, Crushed Stone
Accordion

Robert McClory Bike Path

25.4 mi
State: IL
Asphalt, Concrete, Crushed Stone

Root River Pathway

6.6 mi
State: WI
Asphalt

Seven Waters Bike Trail

18.6 mi
State: WI
Asphalt, Crushed Stone, Gravel

Sheboygan Interurban Trail

14 mi
State: WI
Asphalt

Skokie Valley Trail (Lake County)

9.8 mi
State: IL
Asphalt

Stone Mill Trail

1.5 mi
State: IL
Asphalt

West Allis Cross Town Connector

0.9 mi
State: WI
Asphalt

Kinnickinnic River Trail

2.3 mi
State: WI
Asphalt

Powerline Trail (WI)

4.4 mi
State: WI
Asphalt

Lake Geneva Bike Path

8.9 mi
State: WI
Asphalt

Bull Valley Road Shared-Use Path

1.1 mi
State: IL
Asphalt

Fort Hill Bike Path

2.4 mi
State: IL
Asphalt

North Shore Trail (WI)

3 mi
State: WI
Asphalt

Racine County Bike Trail

1.4 mi
State: WI
Asphalt, Concrete

Racine-Sturtevant Trail

3.5 mi
State: WI
Asphalt
Trail Image Trail Name States Length Surface Rating
This bike path sits on the east side of Almond Road between Washington Street and Fairfield Lane in Gurnee. The 8-foot wide asphalt path is used by residents as a spot for exercise and recreation, but...
IL 1.5 mi Asphalt
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 Hank Aaron State Trail, which spans the breadth of Milwaukee County, begins at Lakeshore State Park in Milwaukee, where it overlooks Lake Michigan to the east and provides breathtaking views of...
WI 15.2 mi Asphalt, Crushed Stone
The KR Trail is a new addition to Kenosha County’s growing bike-ped network. The trail picks up where the Kenosha Pike Bike Trail leaves off, in Petrifying Springs Park. From the northwest corner of...
WI 1.5 mi Asphalt, Boardwalk
The Kenosha County Bike Trail runs for nearly 8 miles in two sections separated by couple miles with the city of Kenosha. About the Route The northern segment runs between 1st St....
WI 7.9 mi Asphalt
Helping to forge a connection between the northern and southern segments of the Kenosha County Bike Trail, the Kenosha Pike Bike Trail also has plenty to offer in its own right, giving trail users a...
WI 6.95 mi Concrete
The 2.3-mile multiuse trail wraps around Lake Andrea in Pleasant Springs Park. The trail is an easy walk, run or ride around the lake, and is accessible for a wide range of users. It also helps users...
WI 2.3 mi Asphalt
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 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 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
The Oak Leaf Trail is the jewel in the crown of Milwaukee County’s extensive trail system. The trail meanders for 123 miles in and around the city of Milwaukee on a changing terrain of flat rural...
WI 123.6 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 paved, multiuse trail that parallels the river after which its named through meadows, fields, woods, and residential areas in the Village of Mount Pleasant, WI.  From...
WI 6.9 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 26.4 mi Asphalt, Crushed Stone, Dirt, Gravel
The Beerline Trail, named after the corridor that was once used by freight trains transporting the ingredients for beer to some of Milwaukee’s famous breweries, runs for 3.7 miles through central...
WI 3.7 mi Asphalt
The Chain O' Lakes Bike Path is a paved trail that runs between E. Grand Avenue in Fox Lake and Grant Woods Forest Preserve to the east. The trail parallels the railroad track and Rollins Road/CR 31,...
IL 3.2 mi Asphalt
The Fox River Trail runs diagonally along its namesake waterway through Waukesha in southeastern Wisconsin (just outside of Milwaukee). The trail is part of the Route of the Badger, a Milwaukee-area...
WI 6 mi Asphalt
The 15.2-mile Lake Country 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 North Shore Bike Path runs for nearly 8 miles between Lake Bluff and Mundelein, paralleling State Route 176 for the path's entire length. About the Route The trail is one of dozens in the...
IL 7.7 mi Asphalt, Crushed Stone
Accordion
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 6.6 mi Asphalt
The Seven Waters Bike Trail is a scenic corridor stretching more than 18 miles north–south between Burlington and Muskego Lake into Waukesha County. The trail was originally three trails, locally...
WI 18.6 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 14 mi Asphalt
The Skokie Valley Trail connects Highland Park in the south to the northern trailhead in Lake Bluff. The entire trail corridor is a rail-with-trail, paralleled by double tracks that sit about 40 feet...
IL 9.8 mi Asphalt
The Stone Mill Trail runs between Lawrence Road in Harvard and Maxon Road in Chemung. The 1.5-mile, paved trail mostly parallels County Highway 17 (Ramer Road) and active railroad tracks, and will...
IL 1.5 mi Asphalt
Although short, the West Allis Cross Town Connector represents an important start to a future link between three trails in Milwaukee County. The trail leaves from a junction with the New Berlin...
WI 0.9 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
Stretching east-west through the City of Greenfield, the Powerline Trail is a new shared-use path that offers multiple recreation and transportation opportunities for locals and visitors alike. The...
WI 4.4 mi Asphalt
The 8.9-mile 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 Lake Geneva Bike...
WI 8.9 mi Asphalt
The Bull Valley Road Shared-Use Path travels along the south side of Bull Valley Road in the city of McHenry, Illinois. The paved path is suitable for non-motorized uses including walking, jogging,...
IL 1.1 mi Asphalt
The Fort Hill Bike Path trail sits on the north side of Peterson Road/ County Road 20. The trail peels away from the Prairie Crossing Bike Path at Midlothian Road and extends west, passing industries...
IL 2.4 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
Helping to extend the excellent network of trails around the city of Racine deeper west into the heart of the county, the Racine County Bike Trail serves as a disconnected addition to the...
WI 1.4 mi Asphalt, Concrete
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

Recent Trail Reviews

Lake Geneva Bike Path

Agree with other Reviews

July, 2026 by jboepple

Poorly marked. Several sections are in need of repair. Several unexpected "end of trail" dead ends. Very disappointed. Wish a safe route was created to hook up with the White River State Trail, which is only a few miles away, but to access it you need to traverse country roads posted at 55 MPH and with little to no shoulder.

Wild Goose State Trail

beautiful trail

June, 2026 by 47gkpg2wy5

Beautiful country trail. A lot of tree cover and not very many other people. Worth the ride.

Glacial River Trail

a lot of road riding

June, 2026 by 47gkpg2wy5

We took this trail from the Wild Goose trail but had no idea we would be on so many roads. As you got closer to Watertown, you are also on the road. We personally try to avoid roads as much as possible so we didn’t like this part. We only went to Watertown from the North so I am not sure what the rest of the trail is like. The actual bike paths are great.

Accordion

Seven Waters Bike Trail

flat

June, 2026 by sterp8

I think it was a nice trail. We started out in Rochester and went north Very flat so there is constant pedaling. Good signage. No bathrooms until Meyer Park or Heg park and pray they are open.

White River State Trail

Update!

June, 2026 by b7ggzfh8h9

As of June 15th, the trail is now open between Burlington and Lyon.

Millennium Trail (IL)

Review of Northern Section

June, 2026 by tandemlovers

We rode the entire northern section this spring. 10 miles one way. Best place to park if you want to start in Round Lake Beach is the Round Lake Beach Elementary School parking lot. It's about a block and a half off the trail near the west terminus.
Most of the trail is well manicured fine limestone. Very good condition throughout. Scenery is excellent.
The signage is ok. Some intersections are well marked and others not marked at all.
There are several spur loops and many neighborhood access spurs. Use a map, these can get very confusing.
It loses a star for the signage and some rather intimidating grade crossings near the west end.

White River State Trail

Between Spring Valley road trailhead and Lyon the trail was closed due to 2 bridges being washed out

May, 2026 by fredklausegger

Between Spring Valley road trailhead and Lyon the trail was closed due to 2 bridges being washed out

Muskego Recreation Trail

Beautiful trail with varying gravel conditions

May, 2026 by nkanute

great gravel cycling! Everyone complaining must be riding some skinny tires or should stick to the oak leaf- this was a very fun ride (I run 40mm semi slick tires and had no issues)

Moraine Hills State Park Trail

My wife and I just purchased two e-Bikes and decided to use this place for our maiden voyage. This was also our first time at this state park. We really enjoyed the tails and the nature. We will be returning with cameras and fishing poles.

May, 2026 by garyboutte

My wife and I just purchased two e-Bikes and decided to use this place for our maiden voyage. This was also our first time at this state park. We really enjoyed the tails and the nature. We will be returning with cameras and fishing poles.

Kenosha County Bike Trail

Lots of shade and well maintained

April, 2026 by gypsycyn

A short but pleasant ride, with lots of shade, smaller wildlife, rest benches, even a couple pet stops with water dishes for the fur babies.

Muskego Recreation Trail

If you continue on this trail west of 164 you will reach the Fox River and there is no bridge

March, 2026 by fredklausegger

If you continue on this trail west of 164 you will reach the Fox River and there is no bridge

Prairie Trail (IL)

2026 ride in early March very rough

March, 2026 by w5q7jv7kc9

The trail from rusty nail north to Richmond was very rough and I lost the screws to my kick stand with all the bumps in the trail is there any plans to help smooth them out — I understand the horses share the trail but if they could help by staying to one side so us bikers have a chance on using the trail with out so many bumps dug into the paths¿

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