Find the top rated inline skating trails in Winston, whether you're looking for an easy short inline skating trail or a long inline skating trail, you'll find what you're looking for. Click on a inline skating trail below to find trail descriptions, trail maps, photos, and reviews.
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Great trail! But definitely needs some work after the Hurricane's North of Polk City. Trucks have created some dangerous dips/holes in the asphalt from the trail repair crews. BE CAREFUL. the Shade hides some of the obstacles.
You may encounter some equipment on the trail also during weekdays. Hopefully, it will get re-surfaced along this 2 - 3 mile stretch. I did NOT RIDE South of Polk City. Overall, a Very Nice trail. Will be back to 4 star trail after repairs.
It is a dream ride, all paved, scenic views from beginning to end. Stop off at Whiskey Joe’s for dinner or cocktails. Sandy beaches to sit on - easily make a day of this one trail and not wear yourself out.
This is a great trail through marsh and forest area. As many we met on the trail say. This trail feeds our souls...enjoy. we will be back.
We started at the Pinellas Trail North, the beginning point, and rode 10 miles out to John Chestnut Park. The first 2.5 miles runs alongside a preserve so quiet, scenic & very family friendly. The rest of the ride was along the highway so continual road noise although every major intersection had a button for the crosswalks, the trail is well paved & wide. There was no signage for parking at the trail head or restroom facilities. Signage to guide you to Tarpon Springs is also very limited.
We rode our tandem on the Courtney Campbell Causeway on a bright, beautiful Super Bowl Sunday, 2/9/25. The asphalt still has a few sections where the pavement has been lifted and so is rough, but it is very serviceable with most bumps avoidable. The pelicans were diving and feasting on bait balls across the bay as we rode. The trail was busy, especially near the parks in the causeway, but nothing that a bit of patience didn’t resolve. It is a wide multiuse trail. We used a parking area in Cooper’s Grove Park in Del Oro Grove on the west side of the bay. We rode out and back and explored Safety Harbor (nice!) and some additional areas after our out and back.
Training for a sprint Triathlon and used this for interval training. Not much shade but the perfect length for beginners and early training.
Short trail but a good way to connect with other trails and ride to St. Pete Beach or south to Ft. DeSoto. For another mile or two, pedal around Eckerd College on the way.
The trail is well maintained. There are a lot of road crossings and this in general is poor for road biking with only a few sections that are decent in length without interruption. For those using tri bikes there is essentially nowhere I felt comfortable in the aerobars. This is better suited for more leisurely activities.
Paved path runs parallel to the road the whole time. Park in lot at Walgreen’s because there’s no lot at trail head. It was ok.
Enjoyed the trailside businesses as we biked from our Airbnb in Dunedin to Clearwater. If the trail gets too busy for you, there's a parallel Edgewater Trail that offers another view on the way back closer to the water. Both were lovely.
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