Find the top rated bike trails in Leesburg, 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.
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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...
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,...
This trail branches off from the Leesburg-Wildwood rail-trail and will some day reach Fruitland Park, about 3 miles away. The current paved portion extends 0.7 miles, cutting a shaded swath past...
The Goldsboro Trail is approximately a mile long, located in the Goldsboro neighborhood of Sanford, Florida. The neighborhood was one of Florida's first incorporated Black communities but was annexed...
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,...
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...
Located in Leesburg, Florida, this two-lane, asphalt trail parallels Canal Street, connecting to the Venetian Gardens Park at its southern end. The park is spread out over 45 acres tucked into the...
Fountain Lake Trail is just short of a mile long, and occupies a former CSX railroad corridor. The trail is built to accommodate both pedestrians and cyclists, as well as other non-motorized users....
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 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...
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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...
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....
This is a biking and walking trail located in Leesburg, Florida. It's the first part of what is hoped to be a rail-trail extending to Leesburg High School. Currently, the paved trail heads east from...
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...
Neighbors in Avalon Park will appreciate this short local trail - a place to walk, bike and meet that's right on their doorstep. The trail runs just short of a mile east from the trailhead on Mailer...
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...
As its name suggests, the Leesburg-Wildwood Trail is planned to connect the two communities via an off-street, walking and biking pathway. Presently, the trail extends between Veech Road and N. 14th...
The Cady Way Trail runs from the intersection of Aloma Avenue and Howell Branch Road/Hall Road (just east of Goldenrod Park in Goldenrod) west and south to Coy Drive in Orlando, just past the Fashion...
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...
The Hardy Trail is a mile long walk or ride in the heart of Dade City. The trail sits on a converted railbed, and travels south from Church Avenue. Residents love using the trail to run or jog or walk...
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...
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 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...
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...
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...
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...
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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 startled with humble beginnings of just over 1 mile, beginning...
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....
This is a biking and walking trail located in Leesburg, Florida. It's the first part of what is hoped to be a rail-trail extending to Leesburg High School. Currently, the paved trail heads east from...
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 Goldsboro Trail is approximately a mile long, located in the Goldsboro neighborhood of Sanford, Florida. The neighborhood was one of Florida's first incorporated Black communities but was annexed...
Fountain Lake Trail is just short of a mile long, and occupies a former CSX railroad corridor. The trail is built to accommodate both pedestrians and cyclists, as well as other non-motorized users....
The Lake Underhill Path is a greenway linking four parks in Orlando near the Orlando Executive Airport in downtown Orlando. Work out stations dot the length of the trail, which is why you might hear...
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 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...
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...
The Cady Way Trail runs from the intersection of Aloma Avenue and Howell Branch Road/Hall Road (just east of Goldenrod Park in Goldenrod) west and south to Coy Drive in Orlando, just past the Fashion...
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...
This trail branches off from the Leesburg-Wildwood rail-trail and will some day reach Fruitland Park, about 3 miles away. The current paved portion extends 0.7 miles, cutting a shaded swath past...
Fountain Lake Trail is just short of a mile long, and occupies a former CSX railroad corridor. The trail is built to accommodate both pedestrians and cyclists, as well as other non-motorized users....
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 trail branches off from the Leesburg-Wildwood rail-trail and will some day reach Fruitland Park, about 3 miles away. The current paved portion extends 0.7 miles, cutting a shaded swath past...
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The Crosstown Trail in Crystal River is a historic railway line that has been converted into a multiuse trail stretching nearly two miles. The concrete trail is used for walking, biking and hiking. A...
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...
The Spring to Spring Trail connects a number of natural springs, parks, and friendly towns between De Leon Springs and Deltona in Central Florida. Although much of the trail is completed (22 of 26...
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 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;...
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 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...
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...
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 Little Econ Greenway trail is just one section of the Orlando area's many fine trails. The trail offers riverside recreation, picnicking, wildlife watching, and canoe trails. It also features a...
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 Goldsboro Trail is approximately a mile long, located in the Goldsboro neighborhood of Sanford, Florida. The neighborhood was one of Florida's first incorporated Black communities but was annexed...
The Hardy Trail is a mile long walk or ride in the heart of Dade City. The trail sits on a converted railbed, and travels south from Church Avenue. Residents love using the trail to run or jog or walk...
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 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...
With a final 3.5 miles paved in between Osteen and Farmton in 2021, the East Central Regional Rail Trail is complete. The trail extends more than 50 miles between DeBary and Edgewater with another...
As its name suggests, the Leesburg-Wildwood Trail is planned to connect the two communities via an off-street, walking and biking pathway. Presently, the trail extends between Veech Road and N. 14th...
We rode the northern section of the trail, from DeLeon Springs to W. Minnesota Street. A good portion of this trail is a narrow sidewalk. We had breakfast at Ponce DeLeon State Park (you cook your own pancakes) and then we hit the trail. Next time we will ride the next segment that starts near Lake Beresford Park. We checked it out, lots of amenities.
We rode this trail today and it's one of our favorites so far! Smooth paved trail, we saw a deer, turtle and snake!
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.
Besides a deluge of Biblical proportions during our ride, the trail was awesome. Some street curb cuts to negotiate but plenty of shade and plenty of places to get out of the rain, unless you are a ways away. Its Florida, its warm, so getting rained on is not the worst thing in the world when you are hot. Winter Garden is an awesome place to get your lunch or dinner after your ride. Lots of places to part to take your bike on and off the car. The various stations around the trail are also clean and have helpful Staff. Love this trail.
When we Winter in the Beautiful State of Florida we try and get to this great trail every year!
Rode the trail this morning and it is a nice ride. Low grade hills and mostly shaded. However, there is no potable water or open restroom either at the Brooksville trailhead or where the trail meets the Withlacoochee Trail. Restrooms in Brooksville are closed due to vandalism.
Rode out and back about 50 miles from the Edgewater Rotary Park towards Titusville. The trail is in near perfect condition with only a few minor surface bumps within the first few miles. This is a great trail for training as it really opens up after the first 1/2 dozen miles or so and you can really roll if you like. The scenery is also pretty good too. No services other than an “honor” station so take what you need unless you’re going all the way to Titusville.
We started at south end in Polk City and biked 8 miles north. There is plenty of parking and a restroom about .5 mile in. Nice wide trail with benches along the way. Plenty of tortoises! We also saw turkeys. We crossed a dirt road and a major 2 lane road on this section. 1/2 mile markers are painted on the trail. Mostly shady and so quiet-only heard the birds. Asphalt trail was mostly smooth but did have some bumps and rolling areas. I would bike it again if in the area.
This trail is definitely relaxing with the natural wildlife makes it wonderful. A straight well maintained asphalt bike trail. A great spot to ride your bike and not have a care in the world. Not a heavy over populated trail with tons of people who don’t know the rules of biking. Lots of shade riding the 30 miles one way. If you don’t like serene, middle of nowhere type of trails, then this is not for you.
This trail now extends to the Spring to Spring trail at Lake Monroe Park. If you go East to Mellonville road then south on the road to route 25, you will find a sidewalk bike trail east to hwy 415. The on the West side of 415 another sidewalk trail extends into a full blown double lane trail at Celery avenue up to Osteen connected to the Rail to Rail trail. Head West and connect to the Spring to Spring south trail back to Lake Monroe Park. Roundtrip is about 30 miles around lake Monroe. Stops at Green Springs park, Gemini Springs park, Debary Hall, and Beck Ranch park.
This is one of the most naturally beautiful segments of trail in the area. That said, there are many segments that are not complete yet, and there are many segments that are showing their age, with treacherous rough surfaces, cracked pavement, potholes. The whole area could use some love, but it’s so beautiful. Better suited to walking/jogging than cycling simply because it’s twisty and worn out in places.
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