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Middleton, Wisconsin Trails and Maps

Looking for the best trails around Middleton, Wisconsin? Find the top rated trails in Middleton, whether you're looking an easy walking path or a long bike trail, you'll find what you're looking for. Click on a trail below to find trail descriptions, trail maps, photos, and reviews.
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TRAIL LENGTH SURFACE TRAIL MAP

400 State Trail

22.3 miles
The 400 State Trail travels between Reedsburg and Elroy on 22.3 miles of old Chicago and North Western Railroad line. The trail's curious name has an obvious origin. It is named for the train—Number 400—that traveled 400 miles from Chicago to ...
Crushed Stone

Badger State Trail

40 miles
The Badger State Trail runs from the Illinois border to the southern neighborhoods of Madison. The first 34 miles from Illinois to Purcell Road near Fitchburg have a crushed limestone surface, while the remaining 6 miles into Madison are paved. ...
Asphalt
Crushed Stone

Campus Drive Pedestrian and Bicycle Path

0.8 miles
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 downtown area of Madison are just a short trek ...
Asphalt

Cannonball Path

3 miles
The Cannonball Path is currently being developed on a railbanked Union Pacific corridor from near downtown Madison to Fitchburg, a southern suburb. A substantial portion of the paved trail is complete between Madison’s Beltline—including a new ...
Asphalt

Capital City State Trail

17 miles
NOTE: The Wisconsin Department of Natural Resources requires a trail pass for cyclists and inline skaters for the Nine Springs E-way portion of this trail (9 miles), but Dane County provides free passes for frequent commuters. If you want ...
Asphalt

Cheese Country Recreation Trail

47 miles
If you're looking for an invigorating motorized trail experience, the Cheese Country Trail (a.k.a. the Tri-County Trail) will not disappoint. The 47-mile trail meanders through the heart of southwest Wisconsin's Driftless Area, a massive tract ...
Crushed Stone

Dorr Road Bike Path

2.7 miles
The Dorr Road Bike Path begins at South Beloit Municipal Park and parallels the roadway for its entire length. The views are primarily residential. After about three-quarters of a mile (from the northern endpoint), a short spur along Prairie ...
Asphalt

Glacial Drumlin State Trail

51.6 miles
Note: Trail passes are required year-round for cyclists and inline skaters, ages 16 and up. You can buy them at self-registration stations on the trail or at select parks and private businesses. The passes are good for all state trails. Hikers ...
Asphalt
Crushed Stone
Gravel

Glacial River Trail

8.6 miles
Before hopping on the Glacial River Trail to see the sights, consider beginning your journey at the Hoard Historical Museum in Fort Atkinson. The museum is named after the Hoard family behind the nationally distributed dairy farm magazine "Hoard's ...
Asphalt
Crushed Stone

Jane Addams Trail

14.8 miles
Stretching north from Freeport, Illinois, to the Wisconsin state line, the Jane Addams Trail is a natural wonder. Expect to see birds and wild animals-from exotic aerial hunters, such as owls and hawks, to run-of-the-mill squirrels and deer. ...
Asphalt
Crushed Stone

Kiwanis Bike Trail

4 miles
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 northern half of the trail is heavily ...
Asphalt

Military Ridge Path

0.7 miles
The Military Ridge Path, in the Madison suburb of Fitchburg, is a little trail with big connections. It offers direct links to a number of trails in the area. At its southern end is the Military Ridge State Trail that heads west for 45 miles ...
Gravel

Military Ridge State Trail

45 miles
Note: Trail passes are required year-round for cyclists and inline skaters, ages 16 and up. You can buy them at self-registration stations on the trail or at select parks and private businesses. The passes are good for all state trails. Hikers ...
Asphalt
Crushed Stone

Peace Trail

4 miles
The Peace Trail is a scenic tree-shaded route paralleling the Rock River and an active rail line in southern Wisconsin's Janesville. At its northern end, the pathway merges with the Rock River Parkway Trail, which continues east another 2.5 ...
Asphalt

Pecatonica State Trail

10 miles
The Pecatonica State Trail from Belmont to Calamine promises a journey through some early Wisconsin history. Old Belmont was Wisconsin's capital when it was still a territory, and you can visit the First Capitol Historic Site, which includes ...
Crushed Stone

Pelishek-Tiffany Nature Trail

6 miles
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 cross-country skiers. The wooded trail passes ...
Dirt

Pheasant Branch Conservancy Trail

4.2 miles
The Pheasant Branch Conservancy Trail forms a loop within the scenic Pheasant Branch Conservancy, a natural area containing a marsh, meadows, forest and hills. The area is home to a vast array of wildlife, including frogs and deer. Birdwatchers ...
Crushed Stone

Pheasant Branch Creek Corridor Trail

1.4 miles
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 Conservancy; one can cross to the north ...
Asphalt

Pine River Trail

14.3 miles
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 dense woodlands, as well as famous Wisconsin ...
Asphalt
Crushed Stone

Rock River Parkway Trail

2.4 miles
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 Brook Trail from the end of Riverside Drive. ...
Asphalt
Concrete

Rockton Main Street Path

0.8 miles
The Rockton Main Street Path is situated off the Rock River on the southern end of downtown Rockton, a charming Midwestern village near the Illinois–Wisconsin border. It begins at Settler's Park, which offers views of the waterway, athletic ...
Asphalt

Saelens Park Trail

1 miles
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 northern Illinois and offers athletic facilities, ...
Asphalt

South Connector Trail

3.8 miles
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 Rock River and just a short distance from Valley ...
Asphalt

Southwest Commuter Path

5.6 miles
A quick trip on Madison's 5.6-mile Southwest Commuter Path conceals the full scale of this path. It's also the northern segment of the Badger State Trail, which travels 40 miles to the state line and continues for another 32 miles into Illinois. ...
Asphalt

Spring Brook Trail

5.1 miles
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 Parkway Trail and crosses the river on its journey ...
Asphalt

Starkweather Creek Path

3.1 miles
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 scenic trail also features two dedicated ...
Asphalt

Sugar River State Trail

25 miles
If you can't make it to Switzerland 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 tribe of Swiss pioneers, New Glarus today is a living monument to ...
Asphalt
Crushed Stone

Upper Yahara River Trail

2.7 miles
In south-central Wisconsin, the Upper Yahara River Trail connects the communities of DeForest and Windsor along a beautiful wooded waterway. The trail is paved (with boardwalk over some environmentally sensitive sections) and well maintained ...
Asphalt
Boardwalk

Wild Goose State Trail

34.4 miles
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 all. Almost the entire trail is tree-covered, ...
Asphalt
Crushed Stone

Williamson Parkway Bike Path

1 miles
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. Blackhawk Boulevard) south to Wagon Wheel Road. ...
Asphalt

Wingra Creek Path

1.9 miles
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 City State Trail and several city parks. At ...
Asphalt

Yahara River Bike Path

0.9 miles
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 paved trail offers views of the river as ...
Asphalt