Explore the best rated trails in Pewaukee, WI, whether you're looking for an easy walking trail or a bike trail like the Brooke Street Trail and Wild Goose State Trail . With more than 61 trails covering 784 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.
Started at the depot in Oostburg and headed north. After a few blocks we re-checked the app and saw it was just a bike *route*, not really a trail. We turned around and went back. No idea why this is considered a trail. It’s just a bike route. I don’t mind sharing with cars for short sections but I don’t consider riding busy country roads for miles worthy of “trail” designation.
Started in McHenry and went south. Did 33 miles round trip. McHenry to Crystal Lake lots of ruts and bumpy. Just north of Crystal Lake becomes a new, very smooth trail, but is extremely hilly with lots of turns. After going through a small section of downtown Crystal Lake becomes not as hilly to Algonquin.
Late April Sunday in clear weather. Started at southern end as marked on Traillink map. There is no dedicated parking but on-street parking in surrounding residential neighborhood was without issues. Rode north to McHenry, 16 miles. Surface is newly or recently repaved and excellent, until you reach Pleasant Hill Road, then only fair, with expansion cracks every 50 60 feet, bumpy ride into McHenry but very doable. Generally pleasant, only partially shaded ride, but not the most picturesque.
2 issues around Crystal Lake, first, signage for on-road traverse of the town is inadequate in both directions. Going north, 2 blocks after crossing the railroad tracks, you have to jog East from Main Street 3 blocks to Glen Ave., then cross IL 176 onto Lorraine Dr. to reach the continuation of the trail into Sterne's Woods. Visa versa coming south. Second, be aware there are several short but steep climbs and descents going through Sterne's Woods. Seamless continuation onto Fox River trail at southern end.
It’s pretty scenic, especially with the leaf colors. Also pretty busy! There’s parking on both ends. A lot of the trail is grass, not even gravel. The spot where it’s asphalt is very minimal. It’s awesome you can stop and ride through Horicon Marsh! Lots of kitties on this trail ¿
Just kept riding. Gorgeous fall day. Started at northern trailhead. Passed a few walkers and one other biker the whole way to the end. As noted it has been extended well past 2.2 miles. Lovely scenery and immaculate trail surface with lots of peaceful farms. My new fave!
We rode about 23 miles round-trip from the Waukesha trailhead on Oct. 12. The asphalt is in pretty good condition, with just a few bumps. However, when we got to the big curve around what used to be a field east of Dousman, we discovered that the field is now a massive construction site, and the trail is closed indefinitely, with no posted detour. We don't take our tandem on roads, so we turned around at that point. I assume that the trail is open west of the construction site, but don't know exactly where.
We didn't ride on the western portion of the trail that day, but it's one of our favorites, especially the part where you bike across the lake.
New trail, is very smooth. Crossing streets is safe. Slight uphill grade west to east which makes return trip west easy!
There are several areas in which there are tire ruts and the trail is too narrow. Diffently not worth the daily fee of $5.00.
Good News! This Path Is Finally Going To Get Paved Soon, Between 2025 And 2026. I Can't Wait To See How This Path Turns Out, And I'm Ready For This Trail To Be Like The Kenosha County Bike Trail. I'm Glad They Are Doing This, Because I've Caught Several People Speeding On This Trail With Dirt Bikes, And I Think It's Annoying And Dangerous. The Signs Say No Equestrian, And Motorized Vehicles On The Trail, And People Don't Listen. Till This Day, People Still Ride These Motorized Vehicles On This Trail, Including The Waukegan Savanna Trail, Which Is Connected Right By The Trail Intersection In Beach Park, Right Next To The Lyons Woods Forest Preserve. Today, I Saw This One Person Speeding With A Dirt Bike On The Waukegan Savanna Trail, And I Was About To Film Him And Report Him To The Police. If I Catch More People Doing It, I Will Start Recording, And Reporting It To The Police, Because That Should Be Illegal. Overall, I Ride This Trail Often To Visit The Waukegan Airport, To Do A 10 Mile Round Trip Ride, Just Looking Forward To Seeing This Trail Paved, Hopefully In Spring 2025. Be Safe Guys!
Ran parts of this trail recently. Easy paved trail through wooded area. Some shade in early morning hours.
The water fountain noted on the map at Hillside Rd no longer exists. Looks like it was taken out.
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