Find the top rated walking trails in Middleton, 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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Madison’s Campus Drive Pedestrian and Bicycle Path is a short trail linking the city’s west side with the University of Wisconsin’s agricultural facilities. Both the heart of the university and the...
The Deming Way Trail is a recreational path along Pheasant Branch in Middleton, Wisconsin. The two-lane trail accommodates walkers, joggers, dog-walkers and cyclists. Though short, the trail connects...
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...
Rail-trail fans know that Wisconsin’s Elroy-Sparta State Trail is famous for its three tunnels. The Badger State Trail, which heads south from Madison to the Illinois state line (where it connects...
The Wingra Creek Path—also known as the Wingra Bike Path—runs along the winding waterway in Madison. The trail provides a critical link from the neighborhoods south of downtown Madison to the Capital...
The US Highway 12 Path offers a convenient, non-motorized alternative to traveling on the highway. The paved pathway begins in Middleton and heads northwest paralleling the roadway, separated from...
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...
The Williamson Parkway Bike Path offers a pleasant, paved route through a residential area in southern Rockton. The mile-long trail follows its namesake roadway from Freeport Road (also known as S....
Dane County's Lower Yahara River Trail offers an incredibly scenic experience in the Madison area. On its western end, the 2.5-mile paved pathway connects to the Capital City State Trail near the...
The Military Ridge State Trail finds the high ground as it rolls across 40 miles of idyllic farmland from the outskirts of Madison to the historic mining town of Dodgeville. It follows an American...
The Starkweather Creek Path traces the waterway north from the Capital City State Trail through Madison’s eastern neighborhoods of Starkweather, Worthington Park, Eken Park and Carpenter-Ridgeway. The...
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The South Fork Trail is a multipurpose recreation path in the City of Middleton, a suburb of Madison, Wisconsin. It winds east to west, from beneath US-12/14 to the Pleasant View Golf Course. The...
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 Rock River Parkway Trail in Janesville runs between Rockport Park and S. Jackson Street bridge on the north side of the river. Here, at the trail's eastern terminus, you can easily link to Spring...
The paved trail running through Nick Saelens Memorial Park is a pretty one, with a loop around a small pond and much of it following a tree-lined creek. The park is nestled in the Village of Durand in...
The Baraboo Riverwalk occupies nearly 3 miles of the Baraboo River's east bank. The shared use path brings residents to nature not just by bringing them closer to the river, but also by threading...
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As is apparent from the name, the trail sits atop a beside along the Wisconsin River. The trail is asphalt and easy to use for people of all ages and abilities. The trail begins in Edgewater Street in...
Janesville's Spring Brook Trail provides an important non-motorized route to many of the city's popular recreational amenities. The pathway begins just off the eastern terminus of the Rock River...
Stretching from Afton to Janesville, the northern section of the Peace Trail offers a paved, tree-shaded route paralleling the Rock River and an active rail line. At its northern end, the trail merges...
This path runs along the north side of Highway 11 and south of the city of Janesville. The eastern end starts about 3/4 of a mile west of I-39 and runs all the way to S County Road D, crossing over...
Rail-trail fans know that Wisconsin’s Elroy-Sparta State Trail is famous for its three tunnels. The Badger State Trail, which heads south from Madison to the Illinois state line (where it connects...
Madison’s Campus Drive Pedestrian and Bicycle Path is a short trail linking the city’s west side with the University of Wisconsin’s agricultural facilities. Both the heart of the university and the...
The Kiwanis Bike Trail, named for the Kiwanis Club that spearheaded the effort to build the trail, parallels the western bank of the Rock River through the southern Wisconsin community of Janesville....
The Williamson Parkway Bike Path offers a pleasant, paved route through a residential area in southern Rockton. The mile-long trail follows its namesake roadway from Freeport Road (also known as S....
There’s no debating the historical significance of the Jane Addams Trail. Not only is it named for a Nobel Peace Prize-winning social activist who grew up nearby, but the trail also passes the site of...
The Pine River Trail winds on an abandoned railroad corridor between Richland Center and Lone Rock in scenic Richland County. Trail users are treated to stunning views of river bluffs, marshland and...
The Pecatonica State Trail is never far from water as it takes the easygoing Bonner Branch Valley through the rolling hills and rocky bluffs of southwest Wisconsin’s Driftless Area, a region that the...
Blackhawk Path offers a convenient way to traverse Shorewood Hills, a western suburb of Madison nestled along Lake Mendota. Increasing its value as a commuting corridor are plans to extend the trail...
The Hidden Oaks Trail is a piece of Middleton's expanding shared use path system. It peels off from the North Fork Trail and heads east, passing the Capitol Ice Arena, into the Hinrich's Family Farm...
The Pheasant Branch Creek Corridor Trail follows a lush wooded creek through Middleton, a northwestern suburb of Wisconsin’s state capital. Its east end is anchored by the beautiful Pheasant Branch...
The Rock River Parkway Trail in Janesville runs between Rockport Park and S. Jackson Street bridge on the north side of the river. Here, at the trail's eastern terminus, you can easily link to Spring...
The Wingra Creek Path—also known as the Wingra Bike Path—runs along the winding waterway in Madison. The trail provides a critical link from the neighborhoods south of downtown Madison to the Capital...
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The Wolf Run Trail supports a wide variety of users on its two miles of crushed gravel, situated on the outskirts of Mazomanie in northwestern Dane County. Heading southeast from the charming...
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...
If you can’t make it to Switzerland, then you can do the next best thing: take the Sugar River State Trail to “America’s Little Switzerland,” New Glarus, Wisconsin. Settled in 1845 by a small group...
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...
The Starkweather Creek Path traces the waterway north from the Capital City State Trail through Madison’s eastern neighborhoods of Starkweather, Worthington Park, Eken Park and Carpenter-Ridgeway. The...
The Deming Way Trail is a recreational path along Pheasant Branch in Middleton, Wisconsin. The two-lane trail accommodates walkers, joggers, dog-walkers and cyclists. Though short, the trail connects...
The Baraboo Riverwalk occupies nearly 3 miles of the Baraboo River's east bank. The shared use path brings residents to nature not just by bringing them closer to the river, but also by threading...
In south-central Wisconsin, the Upper Yahara River Trail connects the communities of DeForest and Windsor along a beautiful wooded waterway. Buffered by neighborhoods, the trail offers residents an...
The Hidden Oaks Trail is a piece of Middleton's expanding shared use path system. It peels off from the North Fork Trail and heads east, passing the Capitol Ice Arena, into the Hinrich's Family Farm...
All it takes is a short ride on Madison’s 5.6-mile South west Commuter Path to understand the critical role it plays in getting people around town. Not only does it pass within a mile of the State...
The Yahara River Bike Path, on the northeastern side of Madison, is anchored by Tenney Park on one end and the 17-mile Capital City Trail on the other. From one recreational amenity to the other, the...
Blackhawk Path offers a convenient way to traverse Shorewood Hills, a western suburb of Madison nestled along Lake Mendota. Increasing its value as a commuting corridor are plans to extend the trail...
There’s no debating the historical significance of the Jane Addams Trail. Not only is it named for a Nobel Peace Prize-winning social activist who grew up nearby, but the trail also passes the site of...
The Rock River Parkway Trail in Janesville runs between Rockport Park and S. Jackson Street bridge on the north side of the river. Here, at the trail's eastern terminus, you can easily link to Spring...
Janesville's Spring Brook Trail provides an important non-motorized route to many of the city's popular recreational amenities. The pathway begins just off the eastern terminus of the Rock River...
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The North Fork Trail begins beside US-12, intersecting with Middleton's other multiuse trails: specifically the US Highway 12 Path; Pheasant Branch Creek Corridor Trail; and the Deming Way Trail. The...
This path runs along the north side of Highway 11 and south of the city of Janesville. The eastern end starts about 3/4 of a mile west of I-39 and runs all the way to S County Road D, crossing over...
The Williamson Parkway Bike Path offers a pleasant, paved route through a residential area in southern Rockton. The mile-long trail follows its namesake roadway from Freeport Road (also known as S....
As is apparent from the name, the trail sits atop a beside along the Wisconsin River. The trail is asphalt and easy to use for people of all ages and abilities. The trail begins in Edgewater Street in...
The Kiwanis Bike Trail, named for the Kiwanis Club that spearheaded the effort to build the trail, parallels the western bank of the Rock River through the southern Wisconsin community of Janesville....
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 Starkweather Creek Path traces the waterway north from the Capital City State Trail through Madison’s eastern neighborhoods of Starkweather, Worthington Park, Eken Park and Carpenter-Ridgeway. The...
The South Fork Trail is a multipurpose recreation path in the City of Middleton, a suburb of Madison, Wisconsin. It winds east to west, from beneath US-12/14 to the Pleasant View Golf Course. The...
If you can’t make it to Switzerland, then you can do the next best thing: take the Sugar River State Trail to “America’s Little Switzerland,” New Glarus, Wisconsin. Settled in 1845 by a small group...
The US Highway 12 Path offers a convenient, non-motorized alternative to traveling on the highway. The paved pathway begins in Middleton and heads northwest paralleling the roadway, separated from...
If you’re looking for an invigorating motorized-trail experience, the Cheese Country Recreation Trail (aka the Tri-County Trail) won’t disappoint. If you’re on foot, hoof, or self-propelled two...
The Military Ridge State Trail finds the high ground as it rolls across 40 miles of idyllic farmland from the outskirts of Madison to the historic mining town of Dodgeville. It follows an American...
Rail-trail fans know that Wisconsin’s Elroy-Sparta State Trail is famous for its three tunnels. The Badger State Trail, which heads south from Madison to the Illinois state line (where it connects...
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.
We got on the trail at Lacy Street in Verona/Fitchburg WI. The trail was paved and in great shape at that point. Cyclists were using it as a commuter trail and there were several people out walking and running. The trail turned into non-paved surface and that is where we dismounted to pay the fee of $5. Oh my, what can I say. The trail is NOT crushed limestone. At places it appeared to be an abandoned trail except for the path made by a bicycle tire. It was a muddy, sticky mess. I had checked ahead of time and found out the Stewart Tunnel was closed, which saved us back tracking since there wasn't a sign indicating the tunnel was closed. We detoured onto Tunnel Rd and took various paved roads into New Glarus. The best part of the trail was the Monroe WI segment. There was a detour off of the trail as we were coming into town. Very good signage directing us through the road construction area. There was a very nice trailhead with a drinking fountain and restrooms as you came into town from the north. We continued to the downtown area and decided to take a break and headed to the Dairy Queen by exiting the trail at 5th Street and riding to 8th Street. It was a challenge to cross the street but it was during lunch hour. As we headed out of Monroe there was an area of very loose gravel vs crushed limestone. An inexperienced rider might have wrecked. The rest of the trail was not maintained until it connected with the Jane Adams Trail. It was is good shape into Freeport IL.
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.
Being from Brodhead I have many memories of taking bike rides on the trail. But today... not so much. Is our trail less important than others? It seems to be. It is in desperate need of work. Sections of the path are down to one tire path only. Numerous holes and a lot of over growth. It was pretty sad seeing it in such disrepair.
My husband and I rode the Military Ridge Trail from Dodgeville to Fitchburg on Saturday of Labor day weekend. We connected the Military Ridge Trail to Cannonball path to Capital City Path and stayed overnight at the Wyndam Garden Madison Fitchburg (total of 45 miles) . We enjoyed the Great Dane Pub and Brewery that is within walking distance from the hotel. Then we rode the trail back to Dodgeville on Sunday. We stopped in Mt Horeb for lunch both days. There are several shops and resturants so it was a nice break to get something to eat and walk around a while. The Military Ridge Trail is nice with varied scenery between rolling farms, wooded areas and marshland. There are a few places where it runs along the highway but overall I thought it was a scenic trail. Most of the trail is in good condition for a hybrid bike but there are a couple sections where there is grass growing in the middle of the path. It didn't cause any problems, but wasn't a well maintained as the other sectins. Overall for a rail trail, I thought it was in good condition. The most scenic part is through the Blue Mound State Park area and the Quarry Ridge Recreation area just west of Fitchburg. The section of the Capital City Trail across Fitchburg is very pretty with lots of wildflowers, but is has a few hills.
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.
This was a difficult trail for bike riding. I must say that ALL ATV riders we encountered were respectful. They all slowed down and gave us space. Won’t be doing this again unless with an ATV.
We rode the Sugar River round-trip the weekend of July 27-28, 2019. We are experienced riders and were on hybrid bikes. The trail was in very poor condition, with many ruts, potholes and even mole holes. On the return ride, I caught the side of a pothole, fell, and broke a bone in my hand. Not good. The trail is in serious need of maintenance.
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