Looking for the best trails around Caledonia?

Explore the best rated trails in Caledonia, WI, whether you're looking for an easy walking trail or a bike trail like the Ice House Trail and Kenosha County Bike Trail . With more than 71 trails covering 847 miles you're bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.

Recent Trail Reviews

Racine County Bike Trail

Out there on it's own like an island

October, 2026 by kriekkoff_tl

The 12-foot-wide asphalt surface is in great condition. The trail hugs the road past two SC Johnson campuses as well as some government buildings. No shade and not a connector trail. Kind of out there on its own - like an island.

Racine-Sturtevant Trail

Cross at your own peril

October, 2026 by kriekkoff_tl

The 12-foot-wide asphalt trail was smooth overall with nicely mowed sides. There is a nice wooded section to the west, a road section in the middle and a hilly section on the eastern half of the trail that shares the same corridor as the powerline. There are no mile markers and no shade for most of the trail. This trail conveniently connects the Pike River Pathway to the North Shore Trail. There is one controlled intersection, but you will need to take caution when crossing the other roads along the trail.

KR Trail

Nice Connector Trail

October, 2026 by kriekkoff_tl

Although the trail has a smooth surface, it does run next to a busy highway. The main purpose of this trail, however, was to safely connect the Pike River Pathway to the Kenosha County Bike Trail. There is a very nice boardwalk on the south end of the trail!

Accordion

Pike River Pathway

Pleasantly Quiet

October, 2026 by kriekkoff_tl

The 12-foot-wide asphalt surface had some cracks, but was good overall. The trail was relatively flat with good signage. There were some busy roads to cross, but all did so at controlled intersections. I was pleasantly surprised how quiet the ride was as I biked through both prairie and industrial sections. There were no mile markers. The south end of the trail connects conveniently with the KR Trail. There is a parking lot located at the south end of the trail at Highway 195 that is not listed on the Trail Link map.

Lake Andrea Multi-Use Path

Easy Rider

October, 2026 by kriekkoff_tl

The trail was flat and smooth. The 9-foot-wide asphalt trail that circled the entire lake was unshaded, but provided spectacular and unobstructed views of the lake. Great trail for kids!

Prairie Farms Trail

Bumpy Ride

October, 2026 by kriekkoff_tl

It appeared that a load of crushed stone was recently added to the trail. A grader was used to level and spread out the stone, but ruts were left by the truck tires and the grader making the ride a little too bumpy unless you hugged the side of the trail where the grader did not reach. I enjoyed the route which meandered through cornfields, woods and prairie. The ride was peaceful, but there was no shade and I had to swat a few mosquitos when I stopped. There was an 8-car asphalt parking lot with porta potty near the north end of the trail that was not listed in TrailLink.

Ice House Trail

Nice Short Trail

October, 2026 by kriekkoff_tl

The 12-foot-wide asphalt surface had some tree root-raised areas, but manageable. The middle section of the route was a nicely paved road dedicated to wastewater treatment plant traffic. The southwestern section of the trail was nestled nicely behind backyards. The sides of the trail were mowed and the trail corridor itself was not only spacious, but nicely captured beneath a canopy of trees. The trail was a little out of the way, but I highly recommend it if you happen to be in the area.

Glacial Drumlin State Trail

Beautiful sunny October ride

October, 2026 by redpine2001

Completed my final leg of this trail by riding from London to Cottage Grove today. Trail conditions were very good, however the bridges can use some maintenance. All have matting across them to assist in preventing flats, however watch your approach, there can be some serious bumps getting onto & off the bridges. Having ridden the entire trail now, eastern portion several times; it’s just my opinion that the western portion would be my recommendation. East of Douseman the trail is paved, however much of it is in need of maintenance to remedy cracks.

White River State Trail

Pleasant Surprise

September, 2026 by dsjr2

Scenic, very pleasant ride today. Farmland, lots of bridges, packed gravel so no surprises. Parked at the Elkhorn trailhead and biked to Burlington and back. Note: the DNR site says there's a bridge out, as of 9/27/26 - there are no bridges out. Really nice ride and great way to spend a 70 degree and sunny day in late September.

Fox River Trail (IL)

Wonderful Trail

September, 2026 by nevogamer_tl

We rode the Fox River Trail over two days in September 2026. We did a short ride from St Charles to South Elgin and back one the first day, followed by a ride to Aurora and then on to part of the Illinois Prairie Path before returning to St Charles. The trail was in excellent shape and, for the most part, was well marked. We thought the scenery was better going south, with lots of water fowl, flowers and points of interest to enjoy. This trail lived up to its expectations.

Robert McClory Bike Path

September 2026 Ride

September, 2026 by dpott

I just rode from my Chicago home to Racine on the North Shore Channel, Green Bay, R McClory and Kenosha County trails. The McClory is newly paved and well signed from the Great Lakes Naval Station north to the state line. There are no facilities other than the occasional bench, and there are long stretches without any shade. Otherwise it is a terrific ride!

Kenosha Pike Bike Trail

Spectacular Lake Views

September, 2026 by kriekkoff_tl

The trail starts unassumingly in a residential neighborhood to the north and winds its way through Carthage College before bursting out of a canopy of trees into a spectacular, unobstructive view of Lake Michigan. The trail hugs the coast and meanders through a series of gorgeous parks. Just when your senses have almost reached their limit, you find yourself riding along Harbor Park filled with an assortment of sculptures, museums, and marinas. The Park is electric!
This was the most enjoyable ride I have ever taken. I will be back!
There are two cautionary notes, however.
1. The city roads between Poerio Park West and upper Alford Park are in horrible condition. Maybe avoid this northern section altogether.
2. The trail that goes south from the 50th Street bridge as you enter the Harbor is actually a staircase. I missed it the first time, but realized it on my return. There is a very steep embankment with a thin bike path next to the stairs, if you want to risk it.

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