Find the top rated dog walking trails in Winston, whether you're looking for an easy short dog walking trail or a long dog walking trail, you'll find what you're looking for. Click on a dog walking trail below to find trail descriptions, trail maps, photos, and reviews.
Very nice. It connects to several other trails nearby!
I didn’t find this trail very interesting. Another user had said that it felt like “an alley” and this is true for the section between Hoagland and John Young where it closely passes homes and apartments. The rest of the trail between John Young - Central and the southern section by the airport seem barren. The trail does connect to Shingle Creek and additional trails which are definitely worth visiting. Overall, this is the least interesting bike trail I have traversed in Florida. I will return to West Orange and Cross Seminole trails before biking this one again.
This is more like an alley between what are not nice areas.. felt unsafe. Plus the pavement is in bad shape
If you start at the southern end near the I-275 rest stop, you can combine this with the Pinellas Trail for a 20+ mile out-back ride to downtown St. Petersburg. Beautiful vistas of bay, Skyway Bridge and downtown St. Petersburg. City needs to improve the signage at key intersections, especially at the intersection of Skyway and Bayway trails.
Went here for the first time in March of 2021. I can only talk about the first 12.5 miles going north from the Polk City trailhead.
Overall, the trail itself is in decent shape. It is a bit bumpy from tree roots (only occasionally) and also has some big dips where the ground has settled under the trail. Most of this is in the first few miles.
The trail was relatively well-maintained. No real issues as far as big potholes or trees encroaching.
The first crossing is about 3 miles in and it is a very desolate road, so you can ride for a good ways without stop-and-go. The second one in at about 5 miles needs your full attention. A very fast moving, busy two-lane highway with no flashers to alert motorists that you are crossing.
There are no restrooms at the trailhead, so if you need one before your ride, you're better off to stop at the convenience store before you get there.
Overall, we'd go back but we'll go to the next trailhead up so we can see a different part of the trail.
We road the Clermont to Winter Garden part of the trail. It is one of the most scenic and nicest trails we road in central Florida. Highly recommend it. Start in Clermont, have lunch at the brewery building on the west of Winter Garden and return to Clermont. About 13 miles one way.
This route is probably only about 9.75 miles or a bit longer. I walked it and that's what my Garmin said. Garmin could be off a bit, but probably not by 3/4 of a mile. Anyway, this route could use a few park benches along the way, as the only two places to rest are the two parks on opposite sides of the lake. Parts of this route could be run, but parts have many street crossings and driveways that make running difficult. I would not recommend bike riding along the three miles that front US 27 on the west side (although some ride there). I have walked and run many trails and I rate this one average. I think this route has potential to become a better trail with a bit of work.
Went rollerblading during the sunrise one day of my vacation and was definitely a highlight!
This trail is ideal for race training. If you’re looking to put your head down and pound it for 3-4 hours, then this is your place. If you’re looking for some hills and turns, or if you want sights there are better choices. This is very remote with no water options. Bring your own. We’ll go again but I like the Withalacoochee and Marjorie Carr Trails more.
Don’t miss this one. The views are amazing of the water and birds. It can be windy but you’ll fly going the opposite way. We rode from Clearwater Beach and used connecting trails to ride this one. Even if you just ride end to end and back, it’ll be a great ride. The little rises and not steep at all so don’t be worried at all.
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