Find the top rated bike trails in Winston, whether you're looking for an easy short bike trail or a long bike trail, you'll find what you're looking for. Click on a bike trail below to find trail descriptions, trail maps, photos, and reviews.
The Hancock Trail is 6.5 miles of smooth as ice, undulating multi-purpose trail in Lake County, Florida. It’s wide - a good 14 ft - and the hilly topography can either be a moderate challenge or a...
Connecting small communities and suburban neighborhoods, the 22-mile West Orange Trail is one of Florida's most popular rail-trails, thanks to its reputation and proximity to metro Orlando. Fifteen...
The North Bay Trail begins in downtown St. Petersburg with an easy connection to the scenic 42-mile Pinellas Trail at Bay Shore Drive SE. From there, the trail heads north along Tampa Bay, offering...
The Courtney Campbell Trail provides pedestrian and bicycle access along the southern side of the Courtney Campbell Causeway, linking two communities, Tampa and Clearwater, and two counties,...
The Coastal Aneclote Trail is a multi-use path is southeast Pasco County. The 4.5-mile trail provides safe bike-ped connections between the Pinellas Trail (via the developing Elfers Spur Trail) and...
Pinellas County has embarked on the impressive task of creating a 75-mile chain of trails, to be known as the Pinellas Trail Loop. When complete, Duke Energy Trail will be a 22.5 mile link in that...
The Hammock Road Trail parallels its namesake from Highlands Hammock State Park to Lake Jackson, allowing Sebring residents easy access between two of the city's natural treasures. The state park...
Opened in 2001, the Suncoast Trail is part of Florida's Statewide Greenways and Trails System. The trail parallels the Suncoast Parkway, beginning in northern Hillsborough County, and heads north...
The General James A. Van Fleet State Trail runs 29 miles through some of Florida's most scenic rural landscape. If you are looking to immerse yourself in wetlands and wildlife, it will not disappoint;...
The Bayway Trail is a 3.7-mile non-motorized trail between St. Petersburg and St. Pete Beach, Florida. The trail begins its westward journey near the St. Petersburg southwest wastewater treatment...
The Oldsmar Trail extends over 10 miles, and links to 10 major parks in Oldsmar, Florida. R.E. Olds Park lies at the center of the system, which is roughly shaped like an upside down T. One...
On its own, the Druid Road Trail is pretty respectable recreation trail. It’s nearly four miles long, paved all the way and is accessible to the many residents of Clearwater whose neighborhoods border...
This is a broad paved trail traveling within the Duke Energy powerline corridor, stretching 2.4 miles from the SR 54 to the Pasco/ Pinellas County line. This stretch of trail is actually strategically...
The Flatwoods Park Trail is located within a park of the same name. Flatwoods Park is just one of five parks that make up the Wilderness Park system. These parks include Trout Creek, Dead River,...
This is a dedicated bike-ped sidepath along Pleasant Hill Road in Kissimmee, Florida. The north-south trail extends from Cypress Parkway to Orange Blossom Trail (US Highway 17/ 92) through a setting...
The Tangerine Greenway follows a former trolley line that once ran between St. Petersburg and Gulfport on Florida's west coast. The paved pathway begins at Gulfport's Tomlinson Park and heads east in...
About 20 miles west of Orlando, the South Lake Trail (also known as Lake Minneola Scenic Trail) takes in some of central Florida's most spectacular prospects. Nowhere in this region will you find more...
Combining asphalt off-street paths and sections of sidewalk (particularly the eastern arc of the loop), the Kissimmee Loop provides access from the city’s residential neighborhoods to many amenities,...
The Old Fort King Trail is a 6.7-mile mixed-surface trail in west Central Florida. The trail consists of two parts: starting from John B. Sargeant Park, a 2.2 mile paved portion heads north, along the...
The Lake Jackson Trail circles this popular swimming and boating spot in the heart of Sebring. Trail-goers will enjoy waterfront views along the lake's sandy shores and connections to other trails in...
Although short, the Bayshore Trail provides an important connection between two popular trails on Florida's west coast: the Courtney Campbell Trail and the Ream Wilson Trail. The paved north-south...
The Hancock Trail is 6.5 miles of smooth as ice, undulating multi-purpose trail in Lake County, Florida. It’s wide - a good 14 ft - and the hilly topography can either be a moderate challenge or a...
The Lake Jackson Trail circles this popular swimming and boating spot in the heart of Sebring. Trail-goers will enjoy waterfront views along the lake's sandy shores and connections to other trails in...
The paved trail in Jay B. Starkey Wilderness Park stretches across the preserve for about 6 miles. Well-spaced shelters along the trail offer pleasant places to rest in the shade; many are even...
The Marine Parkway Multi-use Path was constructed as part of a wider trail networking improvement effort in the city of New Port Richey. The ultimate vision is to have a continuous bike-ped connection...
The Orlando Southeast Trail is a collection of multiuse pathways crisscrossing Lake Nona, a master-planned community southeast of the City of Orlando. Narcoosee Road, running north-south, serves as...
This is a broad paved trail traveling within the Duke Energy powerline corridor, stretching 2.4 miles from the SR 54 to the Pasco/ Pinellas County line. This stretch of trail is actually strategically...
The Sebring Parkway Trail follows this major thoroughfare though downtown Sebring. Trail-goers will pass by three popular recreational attractionsSebring Lake, Dinner Lake and Lake Jacksonas they...
The Ream Wilson Clearwater Trail will one day stretch across Florida from Tampa Bay to the Gulf of Mexico. Four miles on its eastern end are now complete and run through Safety Harbor. It will one day...
If you are looking for a picturesque stroll or a tranquil ride through nature close to an urban setting, then consider St. Petersburg’s Skyway Trail. The trail showcases the best of Clam Bayou’s...
Note: Per a Florida Department of Transportation press release, "The Fort Fraser Trail will be closed at the Banana Creek Bridge from April through fall 2016 due to construction. The remainder of the...
The Neptune Road Recreational Pathway, also known as the Bill Johnston Memorial Pathway, connects Kissimmee's Lakefront Park to St. Cloud in central Florida. The 10-foot wide trail exits the Kissimmee...
The Good Neighbor Trail runs for just over 10 miles from Brooksville to the Withlacoochee State Forest in western Florida, following the route of the former Florida Southern Railroad Line. The...
The 46-mile Withlacoochee State Trail is a must-do pure Florida experience for any trail enthusiast. Situated between Orlando and Tampa, it hosts a steady stream of visitors and locals on its paved...
The Courtney Campbell Trail provides pedestrian and bicycle access along the southern side of the Courtney Campbell Causeway, linking two communities, Tampa and Clearwater, and two counties,...
The North Bay Trail begins in downtown St. Petersburg with an easy connection to the scenic 42-mile Pinellas Trail at Bay Shore Drive SE. From there, the trail heads north along Tampa Bay, offering...
The General James A. Van Fleet State Trail runs 29 miles through some of Florida's most scenic rural landscape. If you are looking to immerse yourself in wetlands and wildlife, it will not disappoint;...
Opened in 2017, Orange County's Pine Hills Trail spans 1.75 miles from Alhambra Drive to Silver Star Road in a western subdivision of Orlando. In the middle of the north-south route, a spur heads...
The Lake Wales Trailway is a 2.3 mile, 12-foot wide asphalt path that circles most of Lake Wales. The trail serves both as a recreational and transportation asset, thanks to its proximity to a number...
Widely regarded as Tampa Bay's best urban trail, the Upper Tampa Bay Trail provides a scenic escape from its congested surroundings. The original section winds through suburban Citrus Park on an...
The Lake Jackson Trail circles this popular swimming and boating spot in the heart of Sebring. Trail-goers will enjoy waterfront views along the lake's sandy shores and connections to other trails in...
Widely regarded as Tampa Bay's best urban trail, the Upper Tampa Bay Trail provides a scenic escape from its congested surroundings. The original section winds through suburban Citrus Park on an...
The 46-mile Withlacoochee State Trail is a must-do pure Florida experience for any trail enthusiast. Situated between Orlando and Tampa, it hosts a steady stream of visitors and locals on its paved...
The Good Neighbor Trail runs for just over 10 miles from Brooksville to the Withlacoochee State Forest in western Florida, following the route of the former Florida Southern Railroad Line. The...
Pinellas County has embarked on the impressive task of creating a 75-mile chain of trails, to be known as the Pinellas Trail Loop. When complete, Duke Energy Trail will be a 22.5 mile link in that...
The Ream Wilson Clearwater Trail will one day stretch across Florida from Tampa Bay to the Gulf of Mexico. Four miles on its eastern end are now complete and run through Safety Harbor. It will one day...
The Courtney Campbell Trail provides pedestrian and bicycle access along the southern side of the Courtney Campbell Causeway, linking two communities, Tampa and Clearwater, and two counties,...
One of Florida's most popular and unique urban pathways, the Fred Marquis Pinellas Trail stretches from St. Petersburg north to Tarpon Springs and on to the Pasco County line for a total of 50 miles....
The Sebring Parkway Trail follows this major thoroughfare though downtown Sebring. Trail-goers will pass by three popular recreational attractionsSebring Lake, Dinner Lake and Lake Jacksonas they...
The Chain of Lakes Trail stretches for more than 3 miles along a former railroad bed from downtown Winter Haven to north of Lake Alfred in central Florida. As its name implies, you'll pass numerous...
The paved trail in Jay B. Starkey Wilderness Park stretches across the preserve for about 6 miles. Well-spaced shelters along the trail offer pleasant places to rest in the shade; many are even...
Opened in 2001, the Suncoast Trail is part of Florida's Statewide Greenways and Trails System. The trail parallels the Suncoast Parkway, beginning in northern Hillsborough County, and heads north...
The General James A. Van Fleet State Trail runs 29 miles through some of Florida's most scenic rural landscape. If you are looking to immerse yourself in wetlands and wildlife, it will not disappoint;...
The Hancock Trail is 6.5 miles of smooth as ice, undulating multi-purpose trail in Lake County, Florida. It’s wide - a good 14 ft - and the hilly topography can either be a moderate challenge or a...
The North Bay Trail begins in downtown St. Petersburg with an easy connection to the scenic 42-mile Pinellas Trail at Bay Shore Drive SE. From there, the trail heads north along Tampa Bay, offering...
The Neptune Road Recreational Pathway, also known as the Bill Johnston Memorial Pathway, connects Kissimmee's Lakefront Park to St. Cloud in central Florida. The 10-foot wide trail exits the Kissimmee...
This trail connects the Pinellas Trail in Clearwater to Clearwater Beach across the Memorial Causeway. It is a wide trail, separated from traffic as it slopes up Memorial Causeway Bridge. The trail...
This is a broad paved trail traveling within the Duke Energy powerline corridor, stretching 2.4 miles from the SR 54 to the Pasco/ Pinellas County line. This stretch of trail is actually strategically...
The Orlando Southeast Trail is a collection of multiuse pathways crisscrossing Lake Nona, a master-planned community southeast of the City of Orlando. Narcoosee Road, running north-south, serves as...
The Tangerine Greenway follows a former trolley line that once ran between St. Petersburg and Gulfport on Florida's west coast. The paved pathway begins at Gulfport's Tomlinson Park and heads east in...
Tried this trail today. Came in from the Withlachoochee Trail. Only went about six miles on it because we had a way to go to get back home. Nice, smooth ride with very few other riders. Want to go back and do the entire trail next time and we will come in from the Beooksville end. Could definitely use a restroom and a place to get water along the trail. Other than that, it was a nice ride!
Overall nice flat trail. Was perfect for my cruiser bike. Was hoping to see more wildlife, but was able to get a few nice pictures.
If you are looking to use a racing bike and just get a ride in, this would be the trail. It is a smooth ride and well maintained. It is not for the casual rider. There isn’t much shade, water stations or even stops. You will find a noisier ride since you are paralleling a major highway. The one great surprise is at approx 4 miles north of 56, you will find an entrance to Starkey Park where you can take a peaceful ride in the park.
This trail winds through 2 parks and you are either in the shaded woods or on the water, where you can see dolphins playing. Worth riding on to Philipe Park too
This trail is underwhelming compared to other trails in the area. But as a connector trail on a route, or as a commuter trail it is fine. Just not worth going g out of your way for
My wife and I have ridden this trail many times and have always enjoyed it. We usually park the car at the Publix parking lot (Alt 19 and Curlew road) adjacent to the trail and from there one can go North or South for quite some distance. We have ridden all but the last northern 4 miles of this trail (46+ miles) and really enjoy the beautiful, well maintained trail. There also multiple other trails off of this main trail. Our longest round trip ride has been 38 miles. I highly recommend this trail.
This trail is a very nice , well maintained asphalt trail. The trail provides users with different terrains and exposure to different types of wildlife. I highly recommend this trail.
The Oldsmar trail is a beautiful trail that takes you through many parks and provides many waterfront views. The trail is well manicured and gives the rider/hiker a variety of beautiful landscapes.
I was happily surprised to see a new section of this trail open, south of Oak Ride. There’s a good length that you can travel south all the way to Sand Lake Road. Beware a section that is being repaired just north of LB McLeod … but it’s possible to walk your bike past in the travel lane when clear. I do wish there was more signage overall
Fanatic trail, gorgeous views, and will recommend to everyone¿¿¿¿
Rode with 9 other recumbent rides (CRABS) on a beautiful day, starting in Winter Garden to the Horse Park near Apopka, returning to WG, then on to Killarney Station & back to WG for a nice 30+ mile ride. Beat the rain as well.
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