Find the top rated trails in Waupun, 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.
_0_st.jpg)
_132822_st.jpg)
_122353_st.jpg)
Wisconsin’s Wiouwash State Trail is named for the four counties it passes through: Winnebago, Outagamie, Waupaca and Shawano. Currently, 41 miles of the rail-trail are open in two disconnected...
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 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...
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 Northwestern Trail begins near the public library in downtown Ripon, a charming small town in eastern Wisconsin. History buffs may want to head a few blocks south from this endpoint to explore the...
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 Peebles Trail is a nearly 6-mile pathway, linking Fond du Lac at the southern edge of Lake Winnebago with St. Peter (Taycheedah) to its east. The trail also passes through the unincorporated...
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 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 Capital City State Trail contributes to the impression that you’re never far from a bike path in the Madison area. The paved trail meanders for 17 miles from the suburb of Fitchburg in the...
_0_sc.jpg)
The Downtown Trail—also known as the River Trail and Riverwalk Trail—runs alongside the Fond du Lac River for nearly 2 miles in the heart of Fond du Lac. The vast majority of the trail is smooth...
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 Friendship State Trail will eventually run between Stevens Point and Manitowoc in eastern Wisconsin. Currently, two disconnected segments of the trail are open for use. In the east, a 4-mile...
_58428_sc.jpg)
The Old Plank Road Trail parallels State Route 23—a road originally built out of wooden planks in the 1800s—from the western edge of Sheboygan to the Village of Greenbush. The trail was one of the...
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...
Note: In 2015, portions of the Lake Country Trail will be temporarily closed as part of the Quad County Electric Reliability Project; please see the American Transmission Company’s website for updates...
The Fox River State Trail connects Packerland with pastureland as it rolls for 25 miles from the hometown of NFL’s Green Bay Packers to farming communities south. Named for the river that spawned the...
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...
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 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...
Wisconsin’s Wiouwash State Trail is named for the four counties it passes through: Winnebago, Outagamie, Waupaca and Shawano. Currently, 41 miles of the rail-trail are open in two disconnected...
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 Peebles Trail is a nearly 6-mile pathway, linking Fond du Lac at the southern edge of Lake Winnebago with St. Peter (Taycheedah) to its east. The trail also passes through the unincorporated...
_122353_sc.jpg)
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...
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 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 Northwestern Trail begins near the public library in downtown Ripon, a charming small town in eastern Wisconsin. History buffs may want to head a few blocks south from this endpoint to explore 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 Downtown Trail—also known as the River Trail and Riverwalk Trail—runs alongside the Fond du Lac River for nearly 2 miles in the heart of Fond du Lac. The vast majority of the trail is smooth...
The Fox River State Trail connects Packerland with pastureland as it rolls for 25 miles from the hometown of NFL’s Green Bay Packers to farming communities south. Named for the river that spawned the...
The Friendship State Trail will eventually run between Stevens Point and Manitowoc in eastern Wisconsin. Currently, two disconnected segments of the trail are open for use. In the east, a 4-mile...
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...
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 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 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,...
Appleton’s Newberry Trail follows the Fox River, its navigational canal locks and an active rail line at different points during its scenic trek. The area was once an industrial hub, but mature trees...
The Capital City State Trail contributes to the impression that you’re never far from a bike path in the Madison area. The paved trail meanders for 17 miles from the suburb of Fitchburg in the...
The Mascoutin Valley State Trail is divided into two segments along a former corridor of the Chicago and North Western Railway. The eastern section runs 10 miles between Fond du Lac and Rosendale. The...
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 Old Plank Road Trail parallels State Route 23—a road originally built out of wooden planks in the 1800s—from the western edge of Sheboygan to the Village of Greenbush. The trail was one of the...
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 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 CE Trail, one of the longest trails in the Fox Valley region of Wisconsin, links Appleton and Kaukauna along busy County Highway CE. While not particularly scenic, the trail offers access to a...
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 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,...
Appleton’s Newberry Trail follows the Fox River, its navigational canal locks and an active rail line at different points during its scenic trek. The area was once an industrial hub, but mature trees...
The Peebles Trail is a nearly 6-mile pathway, linking Fond du Lac at the southern edge of Lake Winnebago with St. Peter (Taycheedah) to its east. The trail also passes through the unincorporated...
_132822_sc.jpg)
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...
The Mascoutin Valley State Trail is divided into two segments along a former corridor of the Chicago and North Western Railway. The eastern section runs 10 miles between Fond du Lac and Rosendale. The...
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...
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...
The Northwestern Trail begins near the public library in downtown Ripon, a charming small town in eastern Wisconsin. History buffs may want to head a few blocks south from this endpoint to explore 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 Friendship State Trail will eventually run between Stevens Point and Manitowoc in eastern Wisconsin. Currently, two disconnected segments of the trail are open for use. In the east, a 4-mile...
The Downtown Trail—also known as the River Trail and Riverwalk Trail—runs alongside the Fond du Lac River for nearly 2 miles in the heart of Fond du Lac. The vast majority of the trail is smooth...
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...
_0_sc.jpg)
The Prairie Trail offers a 7-mile, paved route cupping the eastern boundary of Fond du Lac, a mid-sized city befitting its French name which means “foot of the lake” as it hugs the southern shore of...
Note: In 2015, portions of the Lake Country Trail will be temporarily closed as part of the Quad County Electric Reliability Project; please see the American Transmission Company’s website for updates...
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...
Loved this trail. 20 miles of rolling hills. Nothing too strenuous. Very enjoyable ride from Sheboygan to Plymouth and back. Liked crossing the roads is set up - safe and easy.
I rode this trail more than 25 years ago, and its even better now. It's a well-kept, smooth blacktop trail that runs through woods, small towns and scenic woodlands. But it's biggest flaw is the lack of directional signs. With many crossroads running diagonally, rather than east-west, north-south, it's easy to get confused. Just a few signs saying something like "4 miles to Sussex" would make all the difference. The short spur trail to Menomonee Park just outside of Lannon is well worth the trip. There they have a large map of the Bugline trail. It's the only one I saw on the trail giving any directions. There's even a free air station for bikes in the park. Just add some directional signs, and this would be a first class bike trail.
Moving in just behind the beautiful flower fields.
Along side the water, beautiful scenery, and Packers landmarks. Flat, asphalt trail through Green Bay and south. Went under bridges, through the woods, past Vince Lombardi's house, and Curly Lambeau's grave. Nice
trail. No bathroom, though.
Struggled to find trail in Menasha. The trestle bridge is nice, really nice. But both sides of the bridge, not so nice. Won't do it again.
I rode a southern leg of the trail from Oak Creek to the Racine County line and back. There's marked street parking on Drexel Avenue, where the trail intersects. The trail is wide and blacktopped all the way south through well-kept neighborhoods and wildflower fields. There are some minor hills in Oak Creek, as the trail dips down and then rises back up as it crosses roads. The trail heads east for a while along Ryan Road until it continues south through scenic wetlands to County Line Road, where there is a parking lot and conservancy hiking trails across the road.. I took a ride along County Line Road westward, skirting the Root River, and connected with a trail spur that continued west to Howell Avenue. I stopped there, but met a bicyclist who said that the trail now continues into an industrial park for a mile or two. But I retraced my tracks back to my car at Drexel Avenue. The hills in Oak Creek seemed a little harder on the way back. But all in all, it was a pleasant 16 mile round trip on a summer day.
The combination of open fields, swamps, and creeks makes this path a calm and pleasant ride.
The trail is perfect. I can go wherever, whenever on my bike or by my foot. The thing is, it's too small. Groups of three or more are too common here, and that leads to some very close calls. When there is a group of 20 seemingly professional bikers who look like they're going at a speed I will never be able to get to, vs. me who's biking at a super casual speed, surrounded my pools of mud, and nature is not so nice in that situation. It's happened to me. It wasn't nice. Otherwise it's a perfectly nice trail.
The Oak Leaf trail from Grant Park north to Milwaukee has to be one of the nicest stretches in the entire 120 mile system. On a sultry summer day, I parked in the golf course lot at Grant Park in South Milwaukee and headed north on the trail. It winds through woods and fields and offers beautiful views of Lake Michigan from the tall bluffs. There was a welcome cool breeze off the lake. The trail was smooth blacktop all the way, with a few hills. Later, it passes along the lake through the towns of Oak Creek, Cudahy, St. Francis and Bay View. At South Shore Park in Bay View, the trail heads down to the beach and the South Shore Marina, a good place to stop and take a break. I rode up to Bay View before the Hoan Bridge and then headed back. A great ride of 18 miles.
The Oak Leaf Trail has both positives and negatives, however positives do outweigh the negatives. This trail allows users to travel through the heart of Milwaukee, however the lack of bike lanes and signage when the trail segments off makes it difficult for people unfamiliar with the area to find their way around. Being a resident of the Milwaukee area for 16 years, the trail is not so challenging for me to figure out, but this does prove to be a downfall of using the Oak Leaf Trail. On the other hand, the trail is nicely paved, full of wildlife, and the users tend to be friendly, so it does make for a great atmosphere! My advise when using the Oak Leaf Trail would be to review the map and o plan your route beforehand, especially if you are unfamiliar with the Milwaukee area.
I've biked the whole trail in various sections. For the most part the gravel is well maintained, there are a few small sections where there is larger or sandier gravel to cover some storm washouts. You'll have to watch out for the occasional chipmunk hole and bridge transitions, but otherwise it's a smooth ride.
Riding later in the day will allow you to see a wide variety of wildlife, especially around the marshes near London and Sullivan. On all 4 days I rode on the trail, I encountered at least one deer on the trail along with turkeys, woodchucks, minks, all colors of birds and more. The wildlife thins out after Dousman (when the trail is paved) but the view gets better as the trail is quite a bit higher than the surrounding area. Wales to Waukesha is downhill and fast, but not too much of a hassle pedaling the other way. Your mileage may vary.
There are also some great river and lake views as you go across Rock Lake outside of Lake Mills and over the Crawfish and Rock Rivers between there and Jefferson.
The only other issue for people who don't like hills is the road detour around Jefferson. It's a bit of a climb on either side to get over Hwy 26, and the road that takes you to the next section of the trail is hilly also.
TrailLink is a free service provided by Rails-to-Trails Conservancy (a non-profit) and we need your support!
_58428_st.jpg)
_0_st.jpg)
