Explore the best rated trails in Leesburg, FL. Whether you're looking for an easy walking trail or a bike trail like the Cross Volusia Trail and Seminole Wekiva Trail. With more than 35 trails covering 407 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.
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Neptune Road RecreationalPathway connects Kissimmee Lakefront to St. Cloud in central Florida. The 10-foot wide trail exits the Kissimmee Lakefront Park and runs along the north side of Lakeshore...
Bike, walk or jog along a safe separated multiuse path along State Route 415 between Osteen and Sanford. Points of interest include the East Central Regional Rail Trail (at the SR 415 trail’s northern...
Lying largely within the Marjorie Harris Carr Cross Florida Greenway, this trail passes 2.5 miles through stands of cypress and across the Withlacoochee River over a magnificent new (in 2014) bridge....
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...
Gertrude’s Walk spans three city blocks in downtown Orlando, providing access to offices and the city’s sports arena not far from its southern end. The trail runs adjacent to an active CSX and Amtrak...
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,...
If you're traveling to central Florida, you won't want to miss the Spring to Spring Trail, which connects a number of small, friendly towns between Orlando and Daytona Beach, as well as many of the...
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...
Kewannee Trail is a charming, neighborhood trail in Maitland, Florida. More than just a recreation path, the trail is popular as a connective line from the neighborhood to several destinations...
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The Marjorie Harris Carr Cross-Florida Greenway is on a mission to create a non-motorized conduit stretching 110 miles from the Gulf of Mexico to St. John’s River in Palatka. The corridor showcases...
In northern Orlando, the Gaston Edwards Trail provides a pleasant jaunt of nearly a mile along Lake Ivanhoe's eastern shore. (Hence, the trail is also known as the Lake Ivanhoe Trail.) The paved route...
Stretching from Orlando’s densely populated outskirts to the sleepy bedroom communities of Oviedo, Winter Springs, and Lake Mary, the Cross Seminole Trail provides crucial residential links in this...
The Sanford Riverwalk Trail follows the shoreline of Lake Monroe in Sanford, FL, north of Orlando. The riverwalk extends from US 17-92 to Mellonville Avenue and is one of the most scenic paved trails...
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 US 92 Trail travels across northern DeLand, closely following the north side of the highway known locally as International Speedway Boulevard because it passes the famous racetrack at Daytona...
The Cross Volusia Trail will one day link the east and west sides of Volusia County, stretching 20 miles from Lake Beresford to the coastal city of New Smyrna Beach. Currently, it runs through the...
Orlando Urban Trail offers a pleasant way for pedestrians and bicyclists to reach a number of recreational and cultural attractions in the city's northern neighborhoods. It winds by several lakes,...
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 Wilson Parkway Trail parallels the road of the same name, stretching north from Cherry Rd to its endpoint on Libby Rd. #3. It’s mostly a green ride, there’s not much variation in scenery. The...
This is a paved multipurpose trail connecting two cities in central Florida. The pathway stretches 3 miles from W Main St. in Tavares, parallel to US-441 S, and terminates just after Kinne Pearce Rd....
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...
The Auburndale TECO Trail connects Lake Myrtle in Auburndale with Polk City, where it meets up with the General James A. Van Fleet Trail. The Auburndale TECO Trail is flat and invites walkers,...
A rail-trail that's a bit wild and off the beaten path, the Flagler Trail runs for around fourteen miles through rural Seminole County, to the northwest of Orlando. Nearly the entirety of the trail is...
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...
This is a paved multipurpose trail connecting two cities in central Florida. The pathway stretches 3 miles from W Main St. in Tavares, parallel to US-441 S, and terminates just after Kinne Pearce Rd....
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After 30 years of planning, the first segment of the Shingle Creek Regional Trail opened in Kissimmee in November 2016. The paved trail spans just over 1 mile, beginning near Steffee Landing, south of...
The Marjorie Harris Carr Cross-Florida Greenway is on a mission to create a non-motorized conduit stretching 110 miles from the Gulf of Mexico to St. John’s River in Palatka. The corridor showcases...
Lying largely within the Marjorie Harris Carr Cross Florida Greenway, this trail passes 2.5 miles through stands of cypress and across the Withlacoochee River over a magnificent new (in 2014) bridge....
The Lake Apopka Loop Trail is nearly 15-miles. There’s an abundance of nature as well as some background history regarding the lake. Spanning across former farmland along the north shore, Florida’s...
When complete, the East Central Regional Rail Trail will extend more than 50 miles between DeBary and Edgewater with another segment to Titusville. The trail will connect urban centers with the...
The Withlacoochee Bay Trail extends from the Gulf, north of Crystal River and south of Inglis, nearly 5 miles east to just beyond North Suncoast Boulevard. The trail provides access to a 758-acre...
In northern Orlando, the Gaston Edwards Trail provides a pleasant jaunt of nearly a mile along Lake Ivanhoe's eastern shore. (Hence, the trail is also known as the Lake Ivanhoe Trail.) The paved route...
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...
Casselberry Greenway Trail (formerly known as Wirz Trail) is a 5-mile multi-use path zig-zagging through Casselberry, Florida, linking neighborhoods to schools, parks and shopping. The first segment...
Orlando Urban Trail offers a pleasant way for pedestrians and bicyclists to reach a number of recreational and cultural attractions in the city's northern neighborhoods. It winds by several lakes,...
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...
Bike, walk or jog along a safe separated multiuse path along State Route 415 between Osteen and Sanford. Points of interest include the East Central Regional Rail Trail (at the SR 415 trail’s northern...
If you're traveling to central Florida, you won't want to miss the Spring to Spring Trail, which connects a number of small, friendly towns between Orlando and Daytona Beach, as well as many of the...
Gertrude’s Walk spans three city blocks in downtown Orlando, providing access to offices and the city’s sports arena not far from its southern end. The trail runs adjacent to an active CSX and Amtrak...
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 Wilson Parkway Trail parallels the road of the same name, stretching north from Cherry Rd to its endpoint on Libby Rd. #3. It’s mostly a green ride, there’s not much variation in scenery. The...
The Sanford Riverwalk Trail follows the shoreline of Lake Monroe in Sanford, FL, north of Orlando. The riverwalk extends from US 17-92 to Mellonville Avenue and is one of the most scenic paved trails...
A rail-trail that's a bit wild and off the beaten path, the Flagler Trail runs for around fourteen miles through rural Seminole County, to the northwest of Orlando. Nearly the entirety of the trail is...
The US 92 Trail travels across northern DeLand, closely following the north side of the highway known locally as International Speedway Boulevard because it passes the famous racetrack at Daytona...
The Withlacoochee Bay Trail extends from the Gulf, north of Crystal River and south of Inglis, nearly 5 miles east to just beyond North Suncoast Boulevard. The trail provides access to a 758-acre...
The Auburndale TECO Trail connects Lake Myrtle in Auburndale with Polk City, where it meets up with the General James A. Van Fleet Trail. The Auburndale TECO Trail is flat and invites walkers,...
The Little Econ Greenway trail is just one section of the Orlando area's many fine trails. features riverside recreation, picnicking, wildlife watching, and canoe trails. It also features a canal...
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...
This is a paved multipurpose trail connecting two cities in central Florida. The pathway stretches 3 miles from W Main St. in Tavares, parallel to US-441 S, and terminates just after Kinne Pearce Rd....
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...
Kewannee Trail is a charming, neighborhood trail in Maitland, Florida. More than just a recreation path, the trail is popular as a connective line from the neighborhood to several destinations...
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...
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...
If you're traveling to central Florida, you won't want to miss the Spring to Spring Trail, which connects a number of small, friendly towns between Orlando and Daytona Beach, as well as many of the...
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 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...
In northern Orlando, the Gaston Edwards Trail provides a pleasant jaunt of nearly a mile along Lake Ivanhoe's eastern shore. (Hence, the trail is also known as the Lake Ivanhoe Trail.) The paved route...
Lying largely within the Marjorie Harris Carr Cross Florida Greenway, this trail passes 2.5 miles through stands of cypress and across the Withlacoochee River over a magnificent new (in 2014) bridge....
When complete, the East Central Regional Rail Trail will extend more than 50 miles between DeBary and Edgewater with another segment to Titusville. The trail will connect urban centers with the...
The Lake Apopka Loop Trail is nearly 15-miles. There’s an abundance of nature as well as some background history regarding the lake. Spanning across former farmland along the north shore, Florida’s...
This trail is very peaceful and easy to walk. Mile markers every half mile (though some are obliterated), potable water on both ends of the trail, and a bathroom on the south end. I recommend bringing a cap, sunscreen, sunglasses, bug spray, and a water bottle; you will need them. It takes me about five hours to walk the whole thing, round trip. The only fly in the ointment is that there's a lot of really trashy yards near the trail - mostly old cars and buses that have been sitting and rusting for a long time. I even saw a few cars from the 1950s that have apparently been rotting for decades! That's made up for by the beautiful scenery.
In a nutshell: I recommend this trail for a beginner. It's in a straight line. so you can't get lost, and it's close to civilization besides. It's a good way to see rural Florida, but close enough to civilization so that bears and crocodiles are not a problem.
We rode from the Lake Monroe Park TH at the southern end near I 4 expressway to Gemini Springs. My wife is not an experienced bicyclist and does not ride longer distances or on the road. She loved this trail! It is very scenic with shaded board walks or smooth asphalt surfaces. It is moderately busy with cyclists, walkers and skaters. The people are courteous + unusually friendly. We had several great conversations when asking the locals for information. Past Gemini Springs it becomes more suburban along roads, but the initial portion is mostly wooded. We turned around and drove to Green Spring which is beautiful but emits sulfur odor.
All I can say is it is definitely worth the trip. Beautiful trail, well maintained and friendly people.
I share the same sentiment of many reviews made already. I will take partial credit for not reading the description of the trail in full detail. I had no idea that the trail disconnects in many places and expands through heavy traffic. I also drove an hour to get to this trail, looking forward to 22.8 miles one way as opposed to 22.8 round trip. Very disappointing.
Great trail with lots of curves and hills to keep it interesting.Also a lot of shade and few road crossings. Other then Santos trail head there is no water available which can be an issue. Bike rentals available at Santos trail head.
First bike trail I’ve ridden since moving to Florida. I really enjoyed this one. Goes past the Kissimmee Historic Society, & it’s a very scenic ride.
2019-03-05 Beautiful Saturday allowed me to enjoy an equally beautiful bike ride through this trail - which by the way can connect to Casselberry Trail ( if you want to make it a longer ride experience) I enjoyed the scenery. It is an easy Walk, Skate, In-line Skate, Jog or Bike Ride Come check it out for yourselves :-)
We started at the south at the Polk City trailhead and traveled north. The trail quickly goes into rural and then mostly wild surroundings on both sides of the trail. Looking at the maps, you can see the wildlife management area, but the same type of flora is found earlier in along the trail. A few houses, and views over farming on the east side of the trail.
Make sure to go far enough to get to 'The Bridges' which are near Withla on Google Maps. We saw alligators, snakes and hawks, and a lot of other birds and lizards.
At several points along the way the trail split--but no signs. They have some nice kiosks but with no maps just a bunch of stuff about plants, etc. Nice but I need to have better directions--not just guessing or following other people. The "hills"aren't much but still a little variety from most of FLs flat trails, even with crampy legs the "hills" weren't much challenge.
The new western segment from Hiawatha Park about 3 miles out was very nice; hope they extend it beyond the little bike cul de sac. Overall a nice trail, except for lots of road crossings and lack of signage.
Nice ride, almost straight & flat. The western part near Brooksville is somewhat rough & bumpy--probably been around longer than the newer more easterly section which is very smooth. The connection to the Withlacoochee makes it worth doing especially since it's pretty short. Great start in connecting these trails as in other states such as MN, IA, WI.
Beautiful trail, but limited access. The Ross state park pavilion area only about a quarter mile away on state road 200. Please build a feeder trail.
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