Find the top rated walking trails in Lake Mary, whether you're looking for an easy short walking trail or a long walking trail, you'll find what you're looking for. Click on a walking trail below to find trail descriptions, trail maps, photos, and reviews.
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...
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...
Tomoka State Park Trail offers a short, paved route through the park in northeastern Florida's Ormond Beach (just north of Daytona Beach). The easy-to-ride trail runs through the woods alongside Beach...
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...
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 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...
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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...
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 Lake Baldwin Trail is a 12-foot wide multi-use trail that circles Lake Baldwin in Orlando Florida. The asphalt trail is wide enough to accommodate different types of users, including older...
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...
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 Titusville Multi-Use Trail, also known as the Wuesthoff Trail, is a short and pleasant paved path located in the southern outskirts of the city of Titusville. The trail runs through Wuesthoff Park...
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 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...
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,...
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...
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 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...
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...
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 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...
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...
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...
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,...
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...
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...
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...
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...
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...
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...
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 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...
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 Sweetheart Trail offers a paved route nestled between Beach Street and the Halifax River in Daytona Beach. It's named after a yacht owned by Charles Grover Burgoyne, a successful businessman who...
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...
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...
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 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 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...
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...
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...
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 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 Halifax River Trail (also known as the Halifax River Greenway) will one day stretch 11 miles from Port Orange to Ormond Beach on Florida’s northeast coast. It’s currently open in two segments...
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...
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...
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 Lake Baldwin Trail is a 12-foot wide multi-use trail that circles Lake Baldwin in Orlando Florida. The asphalt trail is wide enough to accommodate different types of users, including older...
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 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...
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 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...
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....
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...
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...
Running along the former line of the Orange Belt Railway, the Seminole-Wekiva Trail offers a peaceful alternative to the busy streets of Altamonte Springs. This popular, well-marked, 20-mile route is...
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 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.
This trail now runs all the way to the county line, across the St John’s River at 17-92 and connects to the Spring to Spring trail. It is possible to begin in downtown Sanford, followed the trail west and head north across the Saint John, Loop back east and follow the trail to Osteen, and on to Edgewater or Titusville, if you’re feeling adventurous, or head south at 415 in Osteen and back across the river. You will have to follow Celery Ave for two miles, to Melonville, But it is a roughly 26 mile loop around the lake with 24 on dedicated trail.
Beautiful riverwalk, now extended all the way to the Sanford Zoo. Plenty of seating and scenic views. My favorite place to run!
This trail has a lot of potential. Unfortunately, there is a lot of litter and homeless. Do not use this trail by yourself.
Great ride for seeing wildlife. I’ve seen bobcats, alligators, panthers, turtles, birds, snakes, and more. The magnolia Park trailhead is closed but you can access the trail at the McDonald Canal or Green Mountain trailheads. Must use mountain bike as trail is mostly gravel. There are a few lookouts you can climb to get a better view of the area. There’s also quite a few covered benches along the way.
I ride this trail frequently. It’s a little congested by Victory Park (by the lake) with walkers and joggers, but keep going and it thins out dramatically. Nice, pretty, almost flat ride. A lot of the trail is through woods with limited houses along the way.
The missing central section of this trail was filled in, a couple months ago as I understand. It's now complete between Osteen and Maytown. You can now cycle from Titusville, on the Indian River, all the way to DeBary and on to the St. Johns River at Lake Monroe Park. (And likewise from Edgewater, on the Halifax River.)
The south part if this trail is one of the best scenic “woodsy” bike trails. You want it to go on longer. But Tomoka state where the map says it starts isn’t a bike trail. Very scenic and pretty but mostly for fishing and camping. I recommend doing the asphalt trail in the woods from Tomoka state park to Inglesa Ave. or park at Inglesa and ride to Tomoka state park.
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