Winter Springs, FL Walking Trails and Maps

813 Reviews

Looking for the best Walking trails around Winter Springs?

Find the top rated walking trails in Winter Springs, 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
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Type
50 Results
Activities
Length
Surfaces
Type

Auburndale TECO Trail

7.3 mi
State: FL
Asphalt, Concrete

Brevard Zoo Linear Park

3 mi
State: FL
Asphalt, Boardwalk

East Central Regional Rail Trail

55.7 mi
State: FL
Asphalt, Concrete

Goldsboro Trail

1.1 mi
State: FL
Asphalt

Hancock Trail

6.5 mi
State: FL
Asphalt

Lake Apopka Loop Trail

18.4 mi
State: FL
Crushed Stone, Gravel

Lake Baldwin Trail

2.5 mi
State: FL
Asphalt

Lake Underhill Path

2.5 mi
State: FL
Asphalt, Concrete

Little Econ Greenway

7.4 mi
State: FL
Asphalt

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

Sanford RiverWalk

4.5 mi
State: FL
Asphalt, Concrete

Seminole Wekiva Trail

26.5 mi
State: FL
Asphalt, Concrete

Shingle Creek Regional Trail (FL)

17.7 mi
State: FL
Asphalt, Boardwalk, Concrete

Spring to Spring Trail

25.7 mi
State: FL
Asphalt

St. Cloud Lakefront Park Bike Path

2.1 mi
State: FL
Asphalt

Titusville Multi-Use Trail

1.9 mi
State: FL
Asphalt
Accordion

West Orange Trail

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

Cady Way Trail

7.5 mi
State: FL
Asphalt

Casselberry Greenway Trail

5 mi
State: FL
Asphalt

Cross Seminole Trail

29.4 mi
State: FL
Asphalt

Flagler Trail

14 mi
State: FL
Concrete, Dirt, Grass, Gravel, Sand

Gaston Edwards Trail

0.7 mi
State: FL
Concrete

Gertrude's Walk

0.25 mi
State: FL
Concrete

Kewannee Trail

1.7 mi
State: FL
Asphalt

Neptune Road Recreational Pathway

6.6 mi
State: FL
Asphalt, Concrete

Sweetheart Trail

1.5 mi
State: FL
Concrete

Tav-Lee Trail

3.5 mi
State: FL
Asphalt

Tomoka State Park Trail

2.1 mi
State: FL
Concrete

Wilson Lake Parkway Trail

3 mi
State: FL
Asphalt

Chain of Lakes Trail

4.7 mi
State: FL
Asphalt

Cross Volusia Trail

5.3 mi
State: FL
Concrete

Halifax River Trail

4.7 mi
State: FL
Concrete

Kissimmee Trail Loop

6 mi
State: FL
Asphalt

Neighborhood Lakes Scenic Trail

2.8 mi
State: FL
Asphalt

Ponce Inlet Trail

3.5 mi
State: FL
Concrete

SR 415 Trail

5.2 mi
State: FL
Asphalt

Leesburg-Wildwood Trail

2.6 mi
State: FL
Asphalt, Concrete

Montverde Greenway Trail

1 mi
State: FL
Concrete

Dakota Avenue Linear Park

0.5 mi
State: FL
Asphalt

Fountain Lake Trail

0.9 mi
State: FL
Asphalt

Gardenia Trail

0.7 mi
State: FL
Asphalt

Magnolia Trail

0.7 mi
State: FL
Asphalt

Mailer Avalon Trail

0.8 mi
State: FL
Asphalt, Concrete

US 92 Trail

2.6 mi
State: FL
Asphalt

Venetian Gardens Trail

0.5 mi
State: FL
Asphalt
Trail Image Trail Name States Length Surface Rating
Overview The Auburndale TECO Trail is a 7.3-mile paved trail running between Polk City and Auburndale. About the Route The Auburndale TECO Trail connects Polk City with Lake Myrtle in...
FL 7.3 mi Asphalt, Concrete
Overview The Brevard Zoo Linear Park is a 3-mile mixed-surface trail running along the wetlands on the east side of I-95 near Brevard Zoo. About the Route The 3-mile journey (6 miles round...
FL 3 mi Asphalt, Boardwalk
Overview  Spanning over 50 miles, the East Central Regional Rail Trail links inland Deltona with the eastern coast of Florida. The main stretch of trail runs southeast from Deltona to Titusville,...
FL 55.7 mi Asphalt, Concrete
Overview  The General James A. Van Fleet State Trail runs for 29 miles between Mabel and Polk City through some of Florida’s most scenic rural landscapes. At least one-third of the trail passes...
FL 29 mi Asphalt
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...
FL 1.1 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
Overview The Lake Apopka Loop Trail is 18.4-miles. There’s an abundance of nature as well as some background history regarding the lake. Spanning across former farmland along the north shore,...
FL 18.4 mi Crushed Stone, Gravel
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 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
Overview The Little Econ Greenway runs 7.4 miles through the Orlando area. The entire trail is flat and paved. About the Route The Little Econ Greenway offers riverside recreation,...
FL 7.4 mi Asphalt
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
Overview The Sanford RiverWalk follows the shoreline of Lake Monroe in Sanford, FL, north of Orlando. One of the most scenic paved trails in the county, the trail features views of Lake Monroe and...
FL 4.5 mi Asphalt, Concrete
Overview 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,...
FL 26.5 mi Asphalt, Concrete
Overview The Shingle Creek Regional Trail startled with humble beginnings of just over 1 mile, leaving off near Steffee Landing, south of US Highway 192, and running past the Osceola County Welcome...
FL 17.7 mi Asphalt, Boardwalk, Concrete
Overview 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...
FL 15.5 mi Asphalt
Overview The Spring to Spring Trail connects a number of natural springs, parks, and friendly towns between De Leon Springs and Deltona in Central Florida.  The paved trail is currently 27.4...
FL 25.7 mi Asphalt
This multiuse path skirts the south shore of East  Lake Tohopekaliga (fondly known as East Lake Toho) in St. Cloud, Florida. The trail is paved, and stretches about 2 miles point-to-point, paralleling...
FL 2.1 mi Asphalt
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...
FL 1.9 mi Asphalt
Accordion
Overview 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...
FL 22.4 mi Asphalt, Concrete, Dirt, Woodchips
Overview    The Cady Way Trail is a 7.5 mile paved, multi-use pathway that runs between Orlando’s Coytown neighborhood and the Goldenrod area of nearby Winter Park, where it connects to the Cross...
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
Overview Stretching from Orlando’s densely populated outskirts to the sleepy bedroom communities of Oviedo, Winter Springs, and Lake Mary, the 29.4-mile Cross Seminole Trail provides crucial...
FL 29.4 mi Asphalt
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...
FL 14 mi Concrete, Dirt, Grass, Gravel, Sand
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
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
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
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...
FL 6.6 mi Asphalt, Concrete
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...
FL 1.5 mi Concrete
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....
FL 3.5 mi Asphalt
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...
FL 2.1 mi Concrete
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
Overview The Chain of Lakes Trail stretches nearly 5 miles along an abandoned rail corridor between downtown Winter Haven and north of Lake Alfred in central Florida. About the Route As its...
FL 4.7 mi Asphalt
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...
FL 5.3 mi Concrete
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...
FL 4.7 mi Concrete
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
Part of the developing Wekiva Trail System, the Neighborhood Lakes Scenic Trail will help provide an essential link between Lake and Orange Counties. From its northern endpoint in Sorrento, the...
FL 2.8 mi Asphalt
The Ponce Inlet Trail stretches down Florida's eastern seashore from the southern outskirts of Daytona Beach to the small coastal town of Ponce Inlet. The trail begins at Major Street and follows S....
FL 3.5 mi Concrete
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...
FL 5.2 mi Asphalt
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...
FL 2.6 mi Asphalt, Concrete
The Montverde Greenway Trail or as locals refer to it "The Greenway" provides safer passage along County Road 455 for commuting and recreational activities. The paved trail runs along a former...
FL 1 mi Concrete
This short trail acts as a connector, delivering residents from their neighborhoods to the south shore of East Lake Tohopekaliga. The trail runs the length of a linear park that sits in the median...
FL 0.5 mi Asphalt
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....
FL 0.9 mi Asphalt
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...
FL 0.7 mi Asphalt
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...
FL 0.7 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
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 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...
FL 2.6 mi Asphalt
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...
FL 0.5 mi Asphalt

Recent Trail Reviews

South Lake (Lake Minneola Scenic Trail)

Closed Section

November, 2024 by mattmortefolio

As of 11/24, there was a roughly a1000 foot section of the trail adjacent to the lake that is still closed due to past hurricane flooding. You will have to go on the road to get around it. No longer flooded, just covered with debris which will hopefully be cleaned up soon.

Spring to Spring Trail

my first trail on an E bike

November, 2024 by mhchilds

Not the trail you want to do for you first ride. It was amazing. Did about 21 miles of it. Now other trails are going to be hard to match this one. Saw a lot of wildlife, friendly ebike riders and it was beautiful. Lots of curves, tree covers trails and places to stop. I highly recommend riding this trail

East Central Regional Rail Trail

Nice trail to start the coast 2 coast across the state.

September, 2024 by bobtobias

Nice trail to start the coast 2 coast across the state.

Accordion

West Orange Trail

Courtesy

September, 2024 by lahlonvance

I’ve ridden this trail several times. The trail itself is awesome. Not too many busy crossings lots of shade. I really like riding this trail. The one thing that takes away from the experiences too many bike riders who are very rude riding for too fast for this trail, walkers, people, walking, dogs, pushing strollers, etc., also passing in spots where they shouldn’t be running stop signs it’s getting to be where it’s almost dangerous

Spring to Spring Trail

BH

August, 2024 by bhunt2660

It would be nice if some of you realized that E trikes are mostly used by persons that have limitations, there are so few ways that my husband can enjoy the outdoors, this is one way. Not all E bike/ E trike riders are inconsiderate. Thank you

Lake Apopka Loop Trail

Reptiles & Birds

August, 2024 by jallen1804

Bumpy ride, & snakes, alligators, egrets, herons, & hawks. A nice afternoon ride.

West Orange Trail

The trail is great but...

August, 2024 by webmail1

It's getting so dangerous with all of the electric mopeds I'm afraid to ride or walk on it.

General James A. Van Fleet State Trail

great trail

August, 2024 by loryad123

This is a great trail, beautiful shade. We saw deer, otter, a rat snake, and a pigmy rattlesnake. We love nature and if you don’t bother it, it won’t bother you. Lots of places to sit, as well as overview spots. Flat for most of the trail that we did. I recommend it highly

Cady Way Trail

For rollerbladers!

July, 2024 by bkmurphy

I am an average rollerblader and I very much enjoyed this trail. I gave 4 stars because there are a lot of road crossings, rumble strips and a bit of debris that you have to be careful of. Get there early though because there isn’t much shade and you will be directly under the sun as early as 8 AM. Otherwise, highly recommended for rollerbladers!

Sanford RiverWalk

Nice Ride on Weekdays

June, 2024 by jallen1804

The west end of this trail meets with the Cross Seminole Trail. You can cross the St John's River into Volusia County now. Good ride.

West Orange Trail

Great Trail

June, 2024 by wade.lanier

Scenery: 4/5
Shade: 4/5
Condition: 3/5
Crowdedness: 3/5
Amenities: 4/5
Road Crossings: 2/5
Signage: 3/5

This is a great trail, but it's not perfect. It meanders through several cute neighborhoods, towns, and wooded areas with a diverse array of pleasant scenery (woods, charming homes, open vistas, etc.). Stations and outposts all along the trail provide better amenities than most other trails. With just a few exceptions, shade is ample. The trail is very popular and can get quite crowded, especially between the end point at Killarney Station and the Apopka-Vineland outpost. Once you get past the Apopka-Vineland Outpost (heading east from Killarney Station) and turn north, the crowd really thins out and it's much easier to travel. Naturally, crowds are heaviest on weekends and when the weather is mild. The trail is in good shape for the most part, although there are places where it is noticeably bumpy due to root incursion. My biggest complaint is the number of road crossings - there are a LOT. Some of them are very busy with automobile traffic, and some of them are quite rough. All in all, though, it's a very pleasant trail, and I would certainly ride it again. It's important to note that this trail is relatively long. I have ridden the entire trail, and my observations apply to the trail as a whole. Some observations may not apply to certain sections of the trail.

South Lake (Lake Minneola Scenic Trail)

Among the Best in Central Florida

June, 2024 by wade.lanier

Scenery: 5/5
Shade: 4/5
Condition: 5/5
Crowdedness: 4/5
Water Availability: 3/5
Road Crossings: 3/5
Signage: 2/5

This is one of my favorite trails in Central Florida. In this area, the West Orange Trail is the most popular, but I think the South Lake/Lake Minneola Trail beats out in terms of scenery and crowdedness. Except for the portion of the trail that follows the shoreline of Lake Minneola, shade is ample. It is less crowded than the West Orange Trail, except for the portion that runs through the lakefront park on Lake Minneola. This is understandable given the nature of the park. The crowded stretch is manageable as long as you take it slow and are patient, and it's relatively short compared to the rest of the trail as a whole. The scenery both through wooded areas and along the lake is great. On the western end, the section through Lake Hiawatha Preserve is beautiful albeit very short. Beyond the Preserve (heading west), there's not much to see. The trail is in very good shape, but there are a good number of road crossings. Overall, a really great trail that, in my opinion, is more enjoyable than the West Orange Trail.

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Accordion

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