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.
This trail for me is perfect, I am a brand new biker in my late 40’s and my wife is as well. She is an experienced tri-athlete and knows her way around a bike. This particular trail is all paved at least for the 15 miles we have traversed as well as the off shoot “good neighbor trail”. You have 1 place for water and rest rooms at the 6 mile marker if you start on state road 301 north of Dade City. We have 20oz water bottles and that for me on these hot days is not nearly enough. I am looking into purchasing camelbak style packs to have plenty more fluids. That is my only issue, little hills, big hills and everything in between. Highly recommend trying this trail.
A great find in Florida and the best part is there’s lots of shade! Loved it!
What a nice surprise. Parking available at the former Artegon parking lot on the corner of Oakridge Road and International Drive
Rode from Inverness trailhead south to Floral City and back. Also north a few miles and back. Saw one deer and one squirrel. Nothing special, but not bad either. If you’re looking for a place to ride for exercise this will work.
This past Friday I had t he pleasure of riding The West Orange Trail. We parked and entered the Trail at the Killarney Station. We rode through Oakland, through Winter Garden, and a few miles further, we turned and headed back to Winter Garden, for lunch. Along our route we not only saw older historic buildings, but beautiful homes, natural wildlife habitats, as well as the very nice Butterfly Garden. We saw a chicken crossing, where the local rooster was doing just that, checking on all the chicks in the area, crossing from one side of the road to the other. The Oakland Park was picturesque. And we even passed a walking/hiking point, though we opted in the heat of Summer to keep riding past... Definitely a family friendly trail, as we ventured past playgrounds, as well as families on their bikes, and/or walking. Runners, and cyclists alike met us on our “Cruisin’” journey. Round trip we did 22.38 miles, and still did not see everything. We will be back.... nicely done!
Started at Fort Cooper area (off 41) and headed North toward Inverness. Great ride! Inverness is a quaint little town nestled right on the Trail and Waterfront. Farmer’s Market, water stops, restaurants in Inverness Square, David’s World of Cycle on the Trail, and beautiful Florida landscape and natural habitants
We started the trail at the Apopka end. There was no parking so we had to park at the nearby Publix which has good restrooms. The ride was mostly shaded with a cool overpass bridge but there were some questionable areas and apparently homeless individuals on the trail. The other end of the trail near the Killearny Station was much nicer. There’s a nice bike rental shop at that end. If you can handle the 800+ feet which included rolling hills, the South Lake trail was much more interesting.
Beautiful waterside drive. Parked at maximo Park. Wandered around there a little bit and then hit the trail. Some of the trail , the water is hidden. Conditions were great. Very smooth trail. Enjoy
There’s lots of animals and pretty houses and yards and plant life. It’s all a good destruction from my quads on absolute fire haha
Started at Johns young and went south. No good mostly sidewalks. Turned back to go north and after about 1 mike of trail it turned back to sidewalks . Not well marked. I would not recommend this trail at all
I only wish it were longer. About 7 miles round trip. We parked at Maximo Park. Be careful crossing underneath 275.
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