Find the top rated walking trails in Winter Garden, 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.
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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...
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 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...
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...
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...
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...
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,...
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 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 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...
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 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...
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...
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 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 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 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 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...
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...
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...
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 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...
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...
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 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 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 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 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...
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 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...
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, 14-mile route is...
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...
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 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;...
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 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...
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 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...
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...
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...
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,...
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 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 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...
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 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...
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 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...
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...
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 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 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 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...
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 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...
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,...
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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...
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...
The trail was fabulous, paved and winding along Lake Minneola. I would love to give our experience 5 stars, but several trail users made this impossible. We had been looking forward to biking this trail on our cruisers and traveled over an hour from Seminole County. We came on a Wednesday afternoon.
The posted speed limit on the trail is 15 mph and those directions are to also use the right side of the path.
Most of the bicyclists were riding touring bikes and exceeding the speed by a considerable amount. In addition, only two out of the more than 40 touring cyclists alerted us when they passed us. Because we didn't hear them coming, a collision nearly resulted in one case. We noticed that several pedestrians and a couple of other bicyclists were also startled at different times by these cyclists with some riding at speeds we've seen when they ride along the highway.
Another issue was people walking in groups spread across the entire path. I was nearly involved in a head-on collision with three cyclists because A walker who was spread across to the far left side of the trail did not yield despite my calling out 3 times "ON YOUR LEFT!" I had no where to go but into a pole or a park bench until she finally moved to her right. At that point I was able to see the other cyclists feet away who were only able to pass just inches from me. It could have been a big mess of bikes AND pedestrians.
Earlier we heard a jogger telling other groups to "break up" due to the same situation. No one walking seemed to hear him either.
I'd like to think that people just aren't thinking about how their use of the trail affects others. I really don't like to believe people are selfish and inconsiderate. Regardless of intent, however, there were at least three incidences that we personally witnessed or were involved in during our one and half ride in which we or others could have been hurt pretty badly.
In the interest of public safety it seems that the trail should be monitored, warnings given to abusers and fines imposed if they choose to continue to behave without concern for others.
Not a fun ride. Not sure how this is in the rails to trails guide, it would be fine if you needed to commute to work. All you hear is traffic and not much to see; trail is a little quieter once you get to the school. A lot of the pavement has roots, asphalt is in need of repair and there are poor transitions to the streets. Caution on the crosswalk as some cars ignore the crosswalk signal even while the lights are flashing. Lots of better trails to choose from in FL
The paved trail is pretty flat with the exception of some bridges across busy streets. From the parking lot at the Chamber of Commerce on the Winter Haven side to the end of the trail at W. Haines Blvd in Lake Alfred is 5.1m out and 5.1 miles back. It's pretty basic, but I would like to add some suggestions to make the ride slightly more enjoyable.
1) Try and time your ride for the third Saturday of the month. There is a free water ski show on Lake Silver. The show time changes so check the website for the Cypress Gardens Ski team. I suggest that you do your ride first and hit the show on the way back into Winter Haven as the bike path goes right past the lake.
2) Instead of just dead heading out to where the trail ends in Lake Alfred, take a little detour off the path to the Mackay Gardens and Lakeside Preserve. The preserve is a better destination than just the abrupt end of the trail in downtown Lake Alfred. It's about a mile east of the trail.
3) There's not a lot of shade on the trail so stay hydrated and bring sunscreen. There is a "splash pad park" along the trail in downtown Winter Haven where you can cool off under the misters so DEFINITELY bring a change of clothes.
4) Enjoy Winter Haven at the end of your ride. Again, bring a change of clothes...and explore the downtown area. There are public restrooms for changing near the splash park for changing. They have nice restaurants, coffee shops, a brewery, antique shops for browsing, and live music on Saturdays (once Covid subsides) - It's a cool little area to walk around after your ride.
I think it's a great way to kill a Saturday afternoon if you're looking for a leisurely ride. A good portion of the trail is through industrial areas, which is to be expected as this was an old train track bed, but if you're looking for a nice 10 or so mile easy trail, this is a good option.
Finally the connection of the second and third section is near completion at mile marker 14.5 where the trail dead ended into a recycling dump before. In addition they are constructing public restrooms along the trail at the Winter Springs High School sports complex. This turns the trail from a 4 to a 5 star bike trail, though it still has many road crossings and certain sections get quite busy on weekends. People are overall polite and cooperative when you announce yourself and communicate well with drivers at the many 4 way stops. I love this trail since a lot of it runs through shady wooded areas, especially between Longwood and Oviedo.
The trail is paved and there are great views the entire way. There are parks along the way and places to eat. Such a relaxing and beautiful ride.
Parked in Sand Point Park, rode to Aurantia Trailhead & back (20 mi) No services, but there are a few places nearby to stop for water. Check out Pier 220 for lunch & a great water view
Nice ridding with easy connections to others trail but intermittent crossing & stop signs ¿
Great trail , nicely kept , water& bench seating available! Easily connects to other central trails !
We used the new, temporary parking just off 2850 List Road, the entrance to the only on weekends Wildlife Loop for cars. This temp lot is open daily and you can walk your bike through the opening left at the gate. However, the wildlife on the trail and the fact that it's closed to cars during the week makes up for it. We rode to Limpkin Point. The trail varies in comfort, sometimes a bit rocky, definitely not for road bikes. We took about an hour, stopping to see the wildlife and scenery. There are clean port-a-potties at the pump house and close to the trail entrance.
There is no need to ride this trail as a stand alone ride. It crosses many business entrances with many dips creating whoop-de-doos more appropriate for a motocross course. As it parallels 415, there is very little beauty to take in as you ride, the exception being the view from the bridge over the St. John’s. But the half cloverleaf under the bridge to change sides of 415 is incredibly bumpy and the turns extremely sharp. This trail will be an important link when the trails in Sanford are finished to the Florida East Central Regional Trail
Visiting Orlando, first time we brought our bikes. Looked this up on the App. Enjoyed the rides on the well paved trail. Overcast February day, so sun was not a problem. Great warm up ride for a casual 1 hour ride out and back.
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