Explore the best rated trails in Haines City, FL. Whether you're looking for an easy walking trail or a bike trail like the Seminole Wekiva Trail and Orlando Southeast Trail . With more than 38 trails covering 322 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.
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 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 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...
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 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 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 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...
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...
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...
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 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 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 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...
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...
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,...
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...
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...
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...
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...
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,...
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...
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 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 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...
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 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 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...
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...
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...
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...
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...
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...
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 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...
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 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...
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...
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...
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 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...
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...
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....
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 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 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...
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...
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 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 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 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...
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...
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...
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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 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 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 trail lives up to the hype...Winter Garden is top notch with all types of shops and restaurants...we’ll definitely do this again!
Nicely maintained, smooth trail through the wilderness area. We started out on the Good neighbor trail and the road north from there on Withlacoochee. Did 35 miles RT Total. Lots of shade and some nice benches or picnic tables. Yes, plan on drinking your own water, so pack accordingly.
This trail is awsome. Love the water supplied. Nice trail smooth, the path is nice and wide.
Awesome, flat, straight trail (NO stops for roads/traffic). We saw lots of wildlife including turtles, snakes & a huge gator.
The trail winds around beautiful woods and a golf course with minimal exposure to traffic.
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 trail has been extended on the southern end and now it's 9+ miles and ends at Plymouth Avenue instead of Denton Avenue
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.
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