Find the top rated walking trails in Greenfield, whether you're looking for an easy short walking trail or a long walking trail, you'll find what you're looking for. Click on a walking trail below to find trail descriptions, trail maps, photos, and reviews.
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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...
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...
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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...
The Middlefork Savanna Forest Preserve is a natural gem hidden in an high-income neighborhood of Lake Forest, Illinois. Those 600 acres are home to perhaps the best-preserved example of the rare...
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...
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,...
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,...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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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...
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...
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...
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...
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...
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...
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...
The Prairie Crossing Bike Path is a hard surface trail connecting Mundelein to Grayslake in central Lake County, Illinois. The trail is perpendicular to the 30-plus-mile Millennium Trail, which it...
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...
The KR Trail is a new addition to Kenosha County’s growing bike-ped network. The trail picks up where the Kenosha County Bike Trail leaves off, in Petrifying Springs Park. From the northwest corner of...
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...
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...
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...
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...
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...
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...
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An excellent example of land use in greater Chicago, the entire Skokie Valley Trail corridor is a rail-with-trail, paralleled by double tracks that sit about 40 feet to the west of the trail surface....
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....
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...
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...
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...
The Seven Waters Bike Trail is a scenic corridor stretching more than 17 miles northsouth between Burlington and Muskego Lake into Waukesha County. The trail was originally three trails, locally...
The KR Trail is a new addition to Kenosha County’s growing bike-ped network. The trail picks up where the Kenosha County Bike Trail leaves off, in Petrifying Springs Park. From the northwest corner of...
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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...
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...
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,...
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,...
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...
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...
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...
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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...
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...
The Prairie Crossing Bike Path is a hard surface trail connecting Mundelein to Grayslake in central Lake County, Illinois. The trail is perpendicular to the 30-plus-mile Millennium Trail, which it...
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...
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...
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,...
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...
The Middlefork Savanna Forest Preserve is a natural gem hidden in an high-income neighborhood of Lake Forest, Illinois. Those 600 acres are home to perhaps the best-preserved example of the rare...
I returned on one of those great Midwestern fall days to complete the portion of the Glacial River Trail south of Jefferson. I found the few miles that were in-fact a former railroad. The rest of the trail is in the WI-26 freeway corridor or on rural roads and city streets, but the trail is all paved.
The city of Fort Atkinson is very attractive with trail amenities including public art. I again found that the TrailLink map was a necessity as the signage on the tail is sparse.
My only negative is there is no need to do the on-highway portion south of N Wright Rd unless you want to continue to the connection to the Spring Brook Trail that will take you into Janesville.
For an out and back trip consider places where you can use the parallel old WI-26 for a different landscape view.
Plenty of space to park stock trailer in gravel lot on Lake Shore Rd Clinton. Cute little covered bridge in small park with picnic tables was the start of my mule ride. There were trash receptacles, handicap accessible restroom & a wood post hitching rail. Many "sponsored" rest spots with wooden benches, picnic tables & some had roofs along the flat trail. Trail bed is wide, flat & firm as small crushed gravel & grass base. Views of plant/tree farm & rural properties after brief bit of SE side of Clinton. Mileage markers. Several blacktop road crossings. Easy, well-groomed trail. Small gravel lot at east end with trail map on kiosk. For lunch at Boar's Nest Bar ride Hill St (right uphill), stay right on Clinton St, quick Left along west side of the Park 1 block to stop sign Cty X. Ride directly across Cty X then straight across grass to cable picket line.
I-43 runs parallel to trail. Loud traffic but distance kept equines from becoming unnerved 🙂 Met a jogger, a hiker with a leashed dog on trail & 2 bicyclists at covered bridge. All were respectful of equines.
The Glacial River Trail in the Rock River valley is untypical for Wisconsin state trails in that it is entirely paved and not a rail-to-trail. It has a great mix of segments in the WI-26 freeway corridor, city streets and rural roads, with some good grades. I did the north part of the trail from Jefferson to the junction with the Wild Goose State Trail. There are no services provided by the trail owner, but the trail is free to use. The signage for the trail-turns is minimal so the Trail-Link map downloaded on your smart phone is a must. I especially enjoyed my ride thru the river towns of Jefferson, Johnson Creek and Watertown, where I took the time to ride around the downtowns. I will come back someday to do the south portion.
Parked at Cottage Grove today and biked out 23 miles and then back to car. It was annoying that we both paid our 5 dollars and then visited the rest room. No toilet paper in mens or women's and both stalls in women's were smeared with feces. Nice surface on trail. Not enough benches. This trail would definitely not qualify as a national rail trail.
I grabbed the trail north of Janesville on my road bike. Crossed the bridge over the highway and did about a mile on the county road before winding through a new housing development and finding the actual trail. It's in great shape, lots of gentle rolling hills and a couple of roundabouts but not a single person anywhere along the trail. I rode to Milton and most of the trail parallels the highway so it's loud on one side but beautiful and agricultural on the other side. I saw hawks and finches and no humans of any kind. It was pretty sweet. I only gave it 4 stars because of the highway driving . Otherwise it's a 5-star paved trail.
I have become fond of this trail for its natural surface and rural feel. Don’t try it with skinny tires since the ground can be soft in spots. Also great fun to encounter the occasional horses.
August 7th. Almost a perfect summer day and definitely perfect for a ride. Did a 30 mile round tripper from just south of Wisconsin line to south of McHenry and back. Condition of trail for that portion was about the best I've ever seen on any trail. Highly recommend parking at the trailhead for the Hebron Trail off Keystone Road at the north end of the trail. Hebron Trail will then take you straight east to hook up with Prairie Trail where you can begin and head south. No problems, well maintained all the way. Passes through several small, medium sized towns on this stretch with McHenry being the biggest. Plenty of access to services, food, water if you need it. Plan is to continue from McHenry on down south for my next leg of this trail. Can't wait to see what's ahead.
I like the canopied forest intermingled with open prairie. I live fairly close to the trail and have frequently ridden the trail from as far south as the city of Des Plaines to as far north as Libertyville. The trail extends farther south and north. For the parts that I ride the trail is mainly dirt, crushed gravel, and paved trails. During heavy rains, it will be washed out in many spots. Even during relatively dry periods, there is standing in several spots on the trail. Heading north from Des Plaines you have to cross railroad tracks. This is the private property of the railroad and they have done many things to dissuade riders from crossing the track. Farther north you have to cross Milwaukee Ave. without a light. Later you have to cross Dundee without a convenient light. You could use any bike on this part of the trail, and I have encountered a few adventurous riders on touring bikes despite some less than ideal conditions for thin tires. Overall it is a spectacular ride, especially when the prairie flowers are blooming.
One of the best bike trails in northern Illinois. Haven’t finished all the trails and look forward to being there again with it’s maintained quiet paths, and very few people using the trails as compared to the Des Plaines river bike path. Love the one way bike paths given the hills, our age and safety concerns. Given the steep hills and the effort it takes to reach the top each hill, I can understand why there are few people on the trails.
Mel & I drove from Raleigh to Milwaukee to see the Braves play the Brewers for a Mon-Wed series. We brought the Tandem bike. On Mon-Tues we rode out 6.2 miles from the west trail end-point to the Three Bridges Park and back. For convenience, We parked @ the Target parking lot. Along this section, The trail is mostly flat, well-paved, and very clean. It passes behind some industrial complexes, the State Fair complex, and some residential subdivisions. The street crossings requiring more care, were few, as the major street intersections utilized trail overpasses! As baseball fans, we felt honored to ride the HANK AARON TRAIL! If I come back with my single trail bike, I would love to ride the entire trail, and also the Oak Leaf Trail which joins up right where we began our ride!
I recently rode this trail from south of Burlington to Wind Lake round trip. I'll be honest, I thought it would be more scenic than it was, but it didn't disappoint either. The portion through Burlington goes fast as there's plenty to see in the town, including nice views along the river. In between, there are long-winded stretches that don't excite. Think crushed limestone path, lots of sun, and nothing else. Case Eagle Park and Saller Woods were nice, but not a large segment of path either. Heading north you've got a few places to stop for amenities like Rochester, Waterford and Wind Lake, where I chose to stop. I know the trail extends up close to Franklin but I chose to turn around near Muskego Lake. This provided me with a 30+ mile round trip ride. Along the way and I can't recall where it was, is a VFW (or similar entity) that houses a tank, helicopter and a couple of jets. They're right on the path and worth stopping to admire. Cheers.
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