Winter Haven, FL Walking Trails and Maps

726 Reviews

Looking for the best Walking trails around Winter Haven?

Find the top rated walking trails in Winter Haven, 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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Activities
Length
Surfaces
Type
39 Results
Activities
Length
Surfaces
Type

Auburndale TECO Trail

6.6 mi
State: FL
Asphalt, Concrete

Cady Way Trail

7.5 mi
State: FL
Asphalt

Casselberry Greenway Trail

5 mi
State: FL
Asphalt

Chain of Lakes Trail

4.2 mi
State: FL
Asphalt

Courtney Campbell Trail

10.5 mi
State: FL
Asphalt, Concrete

Cross Seminole Trail

22.8 mi
State: FL
Asphalt

Flatwoods Park Trail

7 mi
State: FL
Asphalt

Fort Fraser Trail

7.75 mi
State: FL
Asphalt

Gaston Edwards Trail

0.7 mi
State: FL
Concrete

Gertrude's Walk

0.25 mi
State: FL
Concrete

Good Neighbor Trail

10.3 mi
State: FL
Asphalt

Hammock Road Trail

3.7 mi
State: FL
Asphalt

Hancock Trail

6.5 mi
State: FL
Asphalt

Hardy Trail

0.9 mi
State: FL
Asphalt

Kewannee Trail

1.7 mi
State: FL
Asphalt

Kissimmee Trail Loop

6 mi
State: FL
Asphalt

Lake Apopka Loop Trail

14.6 mi
State: FL
Asphalt, Crushed Stone

Lake Baldwin Trail

2.5 mi
State: FL
Asphalt

Lake Jackson Trail

10.5 mi
State: FL
Concrete
Accordion

Lake Underhill Path

2.5 mi
State: FL
Asphalt, Concrete

Lake Wales Trailway

2.3 mi
State: FL
Asphalt

Little Econ Greenway

8 mi
State: FL
Asphalt

Mailer Avalon Trail

0.8 mi
State: FL
Asphalt, Concrete

Neptune Road Recreational Pathway

8.1 mi
State: FL
Asphalt

Old Fort King Trail

6.7 mi
State: FL
Asphalt, Dirt, Grass

Orlando Southeast Trail

13 mi
State: FL
Asphalt, Concrete

Orlando Urban Trail

2.6 mi
State: FL
Asphalt, Concrete

Pine Hills Trail

2.5 mi
State: FL
Asphalt

Sebring Parkway Trail

4 mi
State: FL
Concrete

Seminole Wekiva Trail

14 mi
State: FL
Asphalt

Shingle Creek Regional Trail (FL)

9.3 mi
State: FL
Asphalt, Boardwalk, Concrete

Suncoast Trail

42 mi
State: FL
Asphalt

West Orange Trail

22 mi
State: FL
Asphalt, Concrete, Dirt, Woodchips

Wilson Lake Parkway Trail

3 mi
State: FL
Asphalt

Withlacoochee State Trail

46 mi
State: FL
Asphalt, Boardwalk, Concrete
Trail Image Trail Name States Length Surface Rating
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,...
FL 6.6 mi Asphalt, Concrete
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...
FL 7.5 mi Asphalt
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...
FL 5 mi Asphalt
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...
FL 4.2 mi Asphalt
The Courtney Campbell Trail provides pedestrian and bicycle access along the southern side of the Courtney Campbell Causeway, linking two communities, Tampa and Clearwater, and two counties,...
FL 10.5 mi Asphalt, Concrete
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...
FL 22.8 mi Asphalt
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,...
FL 7 mi Asphalt
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...
FL 7.75 mi Asphalt
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...
FL 0.7 mi Concrete
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;...
FL 29 mi Asphalt
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...
FL 0.25 mi Concrete
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...
FL 10.3 mi Asphalt
The Hammock Road Trail parallels its namesake from Highlands Hammock State Park to Lake Jackson, allowing Sebring residents easy access between two of the city's natural treasures. The state park...
FL 3.7 mi Asphalt
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...
FL 6.5 mi Asphalt
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...
FL 0.9 mi Asphalt
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...
FL 1.7 mi Asphalt
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,...
FL 6 mi Asphalt
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...
FL 14.6 mi Asphalt, Crushed Stone
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...
FL 2.5 mi Asphalt
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...
FL 10.5 mi Concrete
Accordion
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...
FL 2.5 mi Asphalt, Concrete
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...
FL 2.3 mi Asphalt
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...
FL 8 mi Asphalt
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...
FL 0.8 mi Asphalt, Concrete
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...
FL 8.1 mi Asphalt
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...
FL 6.7 mi Asphalt, Dirt, Grass
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...
FL 13 mi Asphalt, Concrete
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,...
FL 2.6 mi Asphalt, Concrete
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...
FL 2.5 mi Asphalt
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...
FL 0 mi Asphalt
The Sebring Parkway Trail follows this major thoroughfare though downtown Sebring. Trail-goers will pass by three popular recreational attractions—Sebring Lake, Dinner Lake and Lake Jackson—as they...
FL 4 mi Concrete
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...
FL 14 mi Asphalt
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...
FL 9.3 mi Asphalt, Boardwalk, Concrete
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...
FL 13 mi Asphalt
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...
FL 42 mi Asphalt
The Town-n-Country Greenway is part of Tampa's network of trails and non-motorized greenways. You can access the paved trail from a parking lot on Webb Road, just south of Woodbridge Boulevard and on...
FL 3 mi Asphalt
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...
FL 22 mi Asphalt, Concrete, Dirt, Woodchips
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...
FL 3 mi Asphalt
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...
FL 46 mi Asphalt, Boardwalk, Concrete

Now, More Than Ever, Trails Matter!

During COVID-19, trails are being counted on as places where people can find solace and respite and we need your support to keep trails open and provide these critical FREE resources! Please continue to practice physical distancing and check the status of your trail before heading out!

Trails by activity

Gertrude's Walk

FL - 0.25 miles

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...

Good Neighbor Trail

FL - 10.3 miles

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...

Lake Jackson Trail

FL - 10.5 miles

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...

Fort Fraser Trail

FL - 7.75 miles

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...

Accordion

General James A. Van Fleet State Trail

FL - 29 miles

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;...

Orlando Southeast Trail

FL - 13 miles

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...

Suncoast Trail

FL - 42 miles

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...

Little Econ Greenway

FL - 8 miles

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...

Pleasant Hill Road Recreational Pathway

FL - 0 miles

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...

Mailer Avalon Trail

FL - 0.8 miles

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...

Lake Wales Trailway

FL - 2.3 miles

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...

Auburndale TECO Trail

FL - 6.6 miles

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,...

Shingle Creek Regional Trail (FL)

FL - 9.3 miles

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...

Courtney Campbell Trail

FL - 10.5 miles

The Courtney Campbell Trail provides pedestrian and bicycle access along the southern side of the Courtney Campbell Causeway, linking two communities, Tampa and Clearwater, and two counties,...

Lake Baldwin Trail

FL - 2.5 miles

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...

Lake Underhill Path

FL - 2.5 miles

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...

West Orange Trail

FL - 22 miles

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...

Hammock Road Trail

FL - 3.7 miles

The Hammock Road Trail parallels its namesake from Highlands Hammock State Park to Lake Jackson, allowing Sebring residents easy access between two of the city's natural treasures. The state park...

Orlando Urban Trail

FL - 2.6 miles

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,...

Wilson Lake Parkway Trail

FL - 3 miles

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...

Wilson Lake Parkway Trail

FL - 3 miles

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...

Hammock Road Trail

FL - 3.7 miles

The Hammock Road Trail parallels its namesake from Highlands Hammock State Park to Lake Jackson, allowing Sebring residents easy access between two of the city's natural treasures. The state park...

Casselberry Greenway Trail

FL - 5 miles

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...

Pleasant Hill Road Recreational Pathway

FL - 0 miles

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...

Accordion

Suncoast Trail

FL - 42 miles

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...

Kissimmee Trail Loop

FL - 6 miles

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,...

Orlando Urban Trail

FL - 2.6 miles

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,...

Lake Jackson Trail

FL - 10.5 miles

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...

Town-n-Country Greenway (Hillsborough County)

FL - 3 miles

The Town-n-Country Greenway is part of Tampa's network of trails and non-motorized greenways. You can access the paved trail from a parking lot on Webb Road, just south of Woodbridge Boulevard and on...

South Lake and Lake Minneola Scenic Trail

FL - 13 miles

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...

Gaston Edwards Trail

FL - 0.7 miles

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...

Neptune Road Recreational Pathway

FL - 8.1 miles

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...

Lake Apopka Loop Trail

FL - 14.6 miles

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...

Flatwoods Park Trail

FL - 7 miles

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,...

Sebring Parkway Trail

FL - 4 miles

The Sebring Parkway Trail follows this major thoroughfare though downtown Sebring. Trail-goers will pass by three popular recreational attractions—Sebring Lake, Dinner Lake and Lake Jackson—as they...

Gertrude's Walk

FL - 0.25 miles

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...

Old Fort King Trail

FL - 6.7 miles

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...

Hancock Trail

FL - 6.5 miles

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...

Hardy Trail

FL - 0.9 miles

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...

Lake Underhill Path

FL - 2.5 miles

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...

Orlando Southeast Trail

FL - 13 miles

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...

Town-n-Country Greenway (Hillsborough County)

FL - 3 miles

The Town-n-Country Greenway is part of Tampa's network of trails and non-motorized greenways. You can access the paved trail from a parking lot on Webb Road, just south of Woodbridge Boulevard and on...

Lake Wales Trailway

FL - 2.3 miles

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...

Kissimmee Trail Loop

FL - 6 miles

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,...

Accordion

Shingle Creek Regional Trail (FL)

FL - 9.3 miles

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...

Kewannee Trail

FL - 1.7 miles

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...

Hammock Road Trail

FL - 3.7 miles

The Hammock Road Trail parallels its namesake from Highlands Hammock State Park to Lake Jackson, allowing Sebring residents easy access between two of the city's natural treasures. The state park...

Courtney Campbell Trail

FL - 10.5 miles

The Courtney Campbell Trail provides pedestrian and bicycle access along the southern side of the Courtney Campbell Causeway, linking two communities, Tampa and Clearwater, and two counties,...

South Lake and Lake Minneola Scenic Trail

FL - 13 miles

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...

Hardy Trail

FL - 0.9 miles

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...

Neptune Road Recreational Pathway

FL - 8.1 miles

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...

Chain of Lakes Trail

FL - 4.2 miles

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...

Pine Hills Trail

FL - 2.5 miles

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...

Lake Underhill Path

FL - 2.5 miles

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...

General James A. Van Fleet State Trail

FL - 29 miles

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;...

Orlando Urban Trail

FL - 2.6 miles

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,...

Seminole Wekiva Trail

FL - 14 miles

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...

Hancock Trail

FL - 6.5 miles

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...

Fort Fraser Trail

FL - 7.75 miles

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...

Cross Seminole Trail

FL - 22.8 miles

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...

Recent Trail Reviews

West Orange Trail

AMAZING Experience! ¿¿

October, 2020 by mreneeclients

I truly enjoyed myself. I rented a bike from West Orange Trail bikes & blades...amazing customer service by the way, and took off to the trails. I saw so many beautiful surprises; peacock ¿, a snake slithering pass my bike ¿, etc. the trail had walkers, joggers, rollerbladers, and so much more. Heavenly covered with trees if you’re not too big on direct sunlight. I love my experience every time I go¿

Good Neighbor Trail

end to end

September, 2020 by tama.brian

We rode from the withlAchoochee state trail to the opposite side in brooksville. Great ride, we packed a squeeze bottle with electrolytes in water and I have the camelbak mule 3L of water. I thought that would be sufficient to ride there and back. We also had 4 miles to go at the start and finish as we put in at the trailhead just north of 50. In total 28 miles. The brooksville end is supposedly in a place that isn’t the best part of town but having the bathrooms and shops near was a real pleasur. If you do this ride, it is absolutely necessary to have plenty of water as there isn’t a drop available for 19

Lake Wales Trailway

good for rollerblading

September, 2020 by marisela.villeda.16

I come here every morning to run and rollerblade and it’s amazing. Although, it’s not long it is very good pavement to rollerblade!

Accordion

Flatwoods Park Trail

Awesome!!!

September, 2020 by ahstal51

Fun, relaxing 7mile asphalt loop. Great fun!

Withlacoochee State Trail

Great trail for beginners to professionals

September, 2020 by tama.brian

This trail for me is perfect, I am a brand new biker in my late 40’s and my wife is as well. She is an experienced tri-athlete and knows her way around a bike. This particular trail is all paved at least for the 15 miles we have traversed as well as the off shoot “good neighbor trail”. You have 1 place for water and rest rooms at the 6 mile marker if you start on state road 301 north of Dade City. We have 20oz water bottles and that for me on these hot days is not nearly enough. I am looking into purchasing camelbak style packs to have plenty more fluids. That is my only issue, little hills, big hills and everything in between. Highly recommend trying this trail.

Cross Seminole Trail

it’s ok once.

September, 2020 by alan911

Some parts are scenic. Others not so much. Watch for sand on the path.

Courtney Campbell Trail

nice

August, 2020 by kbctkaufk5

Amazing view and the steep bridge was a challenge

Shingle Creek Regional Trail (FL)

What a nice surprise. Parking available at the former Artegon parking lot on the corner of Oakridge Road and International Drive

August, 2020 by msportgina

What a nice surprise. Parking available at the former Artegon parking lot on the corner of Oakridge Road and International Drive

Withlacoochee State Trail

Nice, flat trail

August, 2020 by rrahrig007

Rode from Inverness trailhead south to Floral City and back. Also north a few miles and back. Saw one deer and one squirrel. Nothing special, but not bad either. If you’re looking for a place to ride for exercise this will work.

Lake Baldwin Trail

Amazing trail.

August, 2020 by paulodisdier

I came cycling from Downtown Orlando to here and I really enjoyed. Great atmosphere.

West Orange Trail

Friday Fun

August, 2020 by elckook

This past Friday I had t he pleasure of riding The West Orange Trail. We parked and entered the Trail at the Killarney Station. We rode through Oakland, through Winter Garden, and a few miles further, we turned and headed back to Winter Garden, for lunch. Along our route we not only saw older historic buildings, but beautiful homes, natural wildlife habitats, as well as the very nice Butterfly Garden. We saw a chicken crossing, where the local rooster was doing just that, checking on all the chicks in the area, crossing from one side of the road to the other. The Oakland Park was picturesque. And we even passed a walking/hiking point, though we opted in the heat of Summer to keep riding past... Definitely a family friendly trail, as we ventured past playgrounds, as well as families on their bikes, and/or walking. Runners, and cyclists alike met us on our “Cruisin’” journey. Round trip we did 22.38 miles, and still did not see everything. We will be back.... nicely done!

Withlacoochee State Trail

Saturday in the Park....

August, 2020 by elckook

Started at Fort Cooper area (off 41) and headed North toward Inverness. Great ride! Inverness is a quaint little town nestled right on the Trail and Waterfront. Farmer’s Market, water stops, restaurants in Inverness Square, David’s World of Cycle on the Trail, and beautiful Florida landscape and natural habitants

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