Explore the best rated trails in Wind Point, WI, whether you're looking for an easy walking trail or a bike trail like the New Berlin Recreation Trail and Brown Deer Recreational Trail . With more than 63 trails covering 698 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.
I've been biking this trail for over 30 years at varying degrees of fitness. It is in part, protected from sun with shade and also from wind. This offers a reprieve from really hot days with heavy wind. It can get congested so being aware of others and biking courteously is important. There is pedestrian traffic that occasionally has no clue it's a shared path, as well as the over enthusiastic cyclist that equally behaves rudely. Most people however are genuinely out enjoying nature and each other.
We came to Milwaukee specifically to ride this trail. Over the course of three days I put a little over 100 miles on my bike, which did include some backtracking. I'd say we rode maybe 60% of the trail. The majority of what we rode was gorgeous and incredibly well maintained. In particular, the lakeshore section from South Shore park to Grant Park was incredible. The Whitnall Park/Root River route on the western edge of the Oak Leaf loop was also a wonderful ride. We rode from riverside park out to Glendale; if you do this portion make sure to ride up into the Arboretum, it was amazing. (And you will find restrooms there). On a less positive note , the East/west route that bisects the Oak Leaf Loop was barely a trail, more o
I started on the West yellow loop. Two routes, either pavement which is terrible or lose gravel which is dangerous. The East side of Quentin is beautiful. New pavement and a nice meadow environment. Short though.
I enjoyed the south half but the part through the city was not well or marked at all. Route would be vastly improved with some signage.
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.
Can confirm that many lazy and inconsiderate dog owners leave their dog's poops right on the trail, so keep an eye out for landmnes. Also beware that many people do not have their dogs on leashes, so have protection on you and stay vigilant. Beautiful farmland scenery starting from the Vandenboom trailhead heading west. Very flat, and occasional holes in trail possibly from critters. Nice that each road you reach from the trailhead is just about 1 mile so it's easy to gauge the distance you've walked.
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.
Parked at the West end in the WalMart parking lot. Entire trail is paved and is mostly flat with some gentle inclines. The first 4.5 miles is along Northwest Hwy (rte 14). This entire section is full of litter either in the grass between the road and path or along the farm fields. SO much garbage. The path turns towards Veteran's park in Crystal Lake just past MCC. The last 2.5 miles is along the high voltage lines that you can hear buzzing. Great path if you are commuting to and from MCC but not a pleasant path for an afternoon ride.
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.
We just completed this paved trail. Absolutely beautiful! It’s whining and bikers, walkers, runners n dog walkers use this trail. We didn’t go fast and loved it.
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