Caledonia, WI Inline Skating Trails and Maps

919 Reviews

Looking for the best Inline Skating trails around Caledonia?

Find the top rated inline skating trails in Caledonia, 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
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Type
46 Results
Activities
Length
Surfaces
Type

Almond Road Bike Path

1.5 mi
State: IL
Asphalt

Deer Grove Trail

3.9 mi
State: IL
Asphalt

Eisenbahn State Trail (Route of the Badger)

24.3 mi
State: WI
Asphalt, Crushed Stone

Fox River Trail (IL)

45.7 mi
State: IL
Asphalt, Concrete, Crushed Stone

Glacial Drumlin State Trail (Route of the Badger)

53.2 mi
State: WI
Asphalt, Crushed Stone, Gravel

Hank Aaron State Trail (Route of the Badger)

15.2 mi
State: WI
Asphalt, Crushed Stone

KR Trail (Route of the Badger)

1.5 mi
State: WI
Asphalt, Boardwalk

Lake Arlington Walking Path

2 mi
State: IL
Asphalt

Milwaukee RiverWalk

3.1 mi
State: WI
Concrete

New Berlin Recreation Trail

7 mi
State: WI
Asphalt

North Branch Trail

21.3 mi
State: IL
Asphalt

Oak Leaf Trail (Route of the Badger)

123.6 mi
State: WI
Asphalt

Palatine Trail

9.6 mi
State: IL
Asphalt, Concrete

Pike River Pathway

6.9 mi
State: WI
Asphalt

Prairie Trail (IL)

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

Chain O' Lakes Bike Path

3.2 mi
State: IL
Asphalt

Green Bay Trail

8.9 mi
State: IL
Asphalt, Concrete, Crushed Stone

Lake Country Trail

15.2 mi
State: WI
Asphalt

Long Prairie Trail

13.9 mi
State: IL
Asphalt, Crushed Stone

North Shore Bike Path

7.7 mi
State: IL
Asphalt, Crushed Stone

Robert McClory Bike Path

25.4 mi
State: IL
Asphalt, Concrete, Crushed Stone

Seven Waters Bike Trail (Route of the Badger)

18.6 mi
State: WI
Asphalt, Crushed Stone, Gravel

Skokie Valley Trail (Lake County)

9.8 mi
State: IL
Asphalt

Stone Mill Trail

1.5 mi
State: IL
Asphalt

Techny Trail

3 mi
State: IL
Asphalt, Concrete

East Northbrook Trail

1.1 mi
State: IL
Asphalt

Prospect Heights Bike Path

4.2 mi
State: IL
Asphalt

Ridgefield Trace

8 mi
State: IL
Asphalt

Bull Valley Road Shared-Use Path

1.1 mi
State: IL
Asphalt

Fort Hill Bike Path

2.4 mi
State: IL
Asphalt

Lake Andrea Multi-Use Path

2.3 mi
State: WI
Asphalt

Powerline Trail (WI)

2.8 mi
State: WI
Asphalt

Racine County Bike Trail (Route of the Badger)

1.4 mi
State: WI
Asphalt, Concrete
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 Deer Grove Trail is one of several great Chicagoland trails located in properties of the Forest Preserve of Cook County. Deer Grove is the oldest of all the Cook County preserves. It's comprised...
IL 3.9 mi Asphalt
Overview 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...
WI 24.3 mi Asphalt, Crushed Stone
Overview The Fox River Trail (FRT) was built on stretches of three former railroads: Chicago, Aurora & Elgin; Aurora, Elgin, & Fox River Electric; and Chicago & North Western. Today, it hosts a...
IL 45.7 mi Asphalt, Concrete, Crushed Stone
Overview 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...
WI 53.2 mi Asphalt, Crushed Stone, Gravel
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 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
Overview 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
Lake Arlington is an artificial lake and popular recreation area in Arlington Heights in Cook County. The park features amenities to interest visitors of all ages and it is a local favorite for family...
IL 2 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
Overview 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...
WI 7 mi Asphalt
The North Branch Trail follows the North Branch of the Chicago River over 20 miles through Cook County. The trail was originally a dirt path often used for horseback riding; though it’s now paved, an...
IL 21.3 mi Asphalt
Overview 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...
WI 123.6 mi Asphalt
Overview 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...
WI 30.1 mi Asphalt
The village of Palatine has connected many of its community assets with two long sections of off-road, multi-use trail. The more popular northern section is the one most references call simply and...
IL 9.6 mi Asphalt, Concrete
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
Overview 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...
IL 26.4 mi Asphalt, Crushed Stone, Dirt, Gravel
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
Accordion
Overview 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...
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). A trailhead at the E.B. Shurts Environmental Education Center in...
WI 6 mi Asphalt
The 9-mile Green Bay Trail runs parallel to Chicago's Metra commuter rail line north of the Chicago city limits. Stretching through North Shore towns such as Kenilworth, Winnetka, Highland Park and...
IL 8.9 mi Asphalt, Concrete, Crushed Stone
The 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 Long Prairie Trail journeys across the width of agricultural Boone County for nearly 14 miles on the railroad corridor previously used by the Kenosha and Rockford Railroad, later known as the...
IL 13.9 mi Asphalt, Crushed Stone
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. The trail is one of dozens in the Chicagoland area, all of...
IL 7.7 mi Asphalt, Crushed Stone
The Paul Douglas and Crabtree Preserve Trail System connects two large nature preserves in northwestern Cook County. The trail begins at the Old Stover Trailhead in the Crabtree Preserve, near the...
IL 9.2 mi Asphalt
Overview 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...
IL 25.4 mi Asphalt, Concrete, Crushed Stone
Overview 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,...
WI 18.6 mi Asphalt, Crushed Stone, Gravel
Overview 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...
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
The Techny Trail links downtown Glenview, a charming village northwest of Chicago, with the Techny Basin, a scenic wetlands area adjacent to the West Fork of the Chicago River's North Branch....
IL 3 mi Asphalt, Concrete
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 East Northbrook Trail is a 1-mile route through a wooded corridor adjacent to an out-of-service rail corridor in the Village of Northbrook. The trail provides access to residential neighborhoods,...
IL 1.1 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
Prospect Heights has very few sidewalks, so biking, inline skating or walking are moved to the streets or in the parks. Don't underestimate the Prospect Heights Bike Path which is over four miles of...
IL 4.2 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 Ridgefield Trace is a multi-use pathway that runs through suburban Crystal Lake, Illinois. The trail takes its name from the original Indian trace that once ran along the route of what is now...
IL 8 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
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
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
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 2.8 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

Paul Douglas and Crabtree Preserve Trail System

All pavement and most of it is in the forest preserve. The part along the road has plenty of path area. Just the right amount of incline and substantial length to make it a good ride without being overly challenging.

June, 2024 by carol.buresh

All pavement and most of it is in the forest preserve. The part along the road has plenty of path area. Just the right amount of incline and substantial length to make it a good ride without being overly challenging.

Jefferson County Interurban Trail

Map incomplete

June, 2024 by j.michael.klaus

As noted by the previous reviewer in June, 2023, this trail is now complete from its trailhead in Watertown to its junction with County Road F, south of Ixonia. It has been paved and open since October, 2022. Please update map. The map's satellite view actually shows the asphalt surface.

Ozaukee Interurban Trail (Route of the Badger)

Port Washington

June, 2024 by patrick.smith47203

Picked up the trail by Holiday Inn and went North. Nice run with limited traffic… good paved path to put in a few miles

Accordion

North Branch Trail

Really lovely Chicago riding experience

May, 2024 by creischl

We rode from the parking lot near the corner of West Devon and N. Milwaukee in Norwood Park East up to the Chicago Botanic Garden and back, a total of just under 32 miles. The trail was in excellent condition--almost perfect asphalt surface, curvy, gentle hills and very shady. Most of the road crossings were quite easy--well regulated with lights or signage. We rode mid-day on a Friday in mid-May and there were only a few people on the trail (and one horse in the equestrian trail next to the bike/walk trail). We were on Class 1 e-bikes, following the 15mph speed limit, but did find that lots of people were speeding past us. The trail goes by many parks that include bathrooms and drinkable water.

We had planned to have lunch at the CBG, but found we'd have to buy tickets to enter ($23 pp). Apparently 3 years or so ago, you could get in for free and only had to pay for parking, as I had read in these reviews. We didn't have time to explore the garden so we ended up buying one ticket so one person could go in and purchase lunch for both us--we were hungry and did not want to ride busy roads to get to fast food places. There was a good picnic area by the parking lot where we could have our lunch.

CBG was a beautiful destination--you can ride through the perimeter of the garden with out buying a ticket. The Skokie Lagoon was also a wonderful natural area--full of deer and birds. I'd highly recommend this ride on the North Branch Trail if you're on Chicago's North Side.

White River State Trail (Route of the Badger)

Did the trail yesterday with my wife. Nice traffic bond trail with lots of shade and lots of dog poo left by unscrupulous pet owners . Why wreck this trail because you're too lazy to pick up after yourself . The world is not your toilet.

May, 2024 by johnschloegl

Did the trail yesterday with my wife. Nice traffic bond trail with lots of shade and lots of dog poo left by unscrupulous pet owners . Why wreck this trail because you're too lazy to pick up after yourself . The world is not your toilet.

Prospect Heights Bike Path

Nice ride, but many buckles in the pavement. Hang on tight!

April, 2024 by r186am

Nice ride, but many buckles in the pavement. Hang on tight!

Pike River Pathway

goes a lot further south

April, 2024 by lpstaszewski

Nice trail crossing Hwy 20 is kind of a pain but south of that it is nice. It goes to Hwy KR which is a lot further than the map shows. You can even go to Petrified Springs by taking the pathway that runs parallel to Hwy 31.

Root River Pathway (Route of the Badger)

Charming, Tricky, Gritty

April, 2024 by deetiffanylb

Be aware. Signage not good 1st part of south end (where we began).
Trail Link map + GPS very helpful. Since signs are more in keeping w/ biking, than nose on phone, a suggestion: At decision points pls post signs, rather than down the road when you’ve luckily made a correct turn. Once through that the South end chains thru parks, many charming bridges over The Root River. North end signage was elusive too. We park near Zoo, biked along shore line, cut West to pick up trail just west of Main Street bridge and enjoyed 90% of the ride back toward North/car. A leisurely and scenic ride except for the navigation guessing game at beginning and end.

Long Prairie Trail

Nice trail

April, 2024 by christyfry14

We rode this trail along with the Stone Bridge Trail. The asphalt needs some repair but still a nice trail.

Green Bay Trail

Nicely Maintained but Poor Signage

February, 2024 by reg16

The Green Bay trail is nicely maintained but as others have mentioned the signs for how to keep the trail when going through residential areas is confusing. We found ourselves at one point randomly biking through Highland Park.

Brown Deer Recreational Trail

Oak Leaf > Ozaukee Interurban Connector

February, 2024 by davesnyder1622

Officially part of the Milwaukee County Oak Leaf Trail system, this connector joins the Oak Leaf loop at Brown Deer Park and meets the Ozaukee Interurban Trail seamlessly at County Line Road. Combined with the Oak Leaf’s Lakefront, River Line and Zip Line segments, they provide straight, smooth pavement on railbed between downtown Milwaukee and Cedarburg, and beyond.

Oak Leaf Trail (Route of the Badger)

South Shore Line

November, 2023 by thejake91739

On a perfect weekday morning in early October I experienced by bicycle the South Shore portion of the Oak Leaf Trail.
I parked in the Grant Park Beach parking lot in South Milwaukee and headed north to Cupertino Park and then back, a distance of about twelve miles. Even though it was such a short ride it took me over two hours since I had to frequently stop for the awesome photo ops. The views of the lake and the Milwaukee skyline are sensational!
The trail is obviously beloved by the community. Not only were there plenty of other bicyclists, but there were a tremendous amount of friendly pedestrians walking their dogs or getting their steps in, especially in Bay View Park.
The South Shore portion of the trail has so much to offer: woods, tree lined streets with charming homes, wildflowers, squirrels, geese, shoreline, lots of curves, five parks, yachts, and plenty of benches to take in the marvelous views of Lake Michigan and the downtown skyline. Besides the lake views, I especially enjoyed the curvy trail covered in golden leaves through the woods of Grant Park.

TWO WORDS OF WARNING:
1) There are hills.
2) There are cracked and uplifted portions of trail through the woods of Grant Park due to tree roots. They will effectively work like speed bumps and slow you down a bit.

However, all in all, this is an enjoyable ride and certainly worthy of your time and five stars!

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