Winter Springs, FL Running Trails and Maps

796 Reviews

Looking for the best Running trails around Winter Springs?

Find the top rated running trails in Winter Springs, whether you're looking for an easy short running trail or a long running trail, you'll find what you're looking for. Click on a running trail below to find trail descriptions, trail maps, photos, and reviews.

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Activities
Length
Surfaces
Type
50 Results
Activities
Length
Surfaces
Type

Auburndale TECO Trail

6.6 mi
State: FL
Asphalt, Concrete

Brevard Zoo Linear Park

3.1 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

14.6 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 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

29.2 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
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 Brevard Zoo Linear Park is a mixed-surface trail running along the wetlands on the east side of I-95 near Brevard Zoo. The 3-mile journey (6 miles round trip) takes users from the zoo through...
FL 3.1 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
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
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
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 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
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...
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
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...
FL 17.7 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 15.5 mi Asphalt
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 (25 of 27...
FL 25 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
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
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 29.2 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
The Chain of Lakes Trail stretches nearly 5 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 lakes...
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

Neptune Road Recreational Pathway

on its way to something good

April, 2024 by sharon_wb

The northern portion is gorgeous with Waterview to the west and a nice ride through beautiful parks. I went a little further and did the regional trail just north of this one and it was absolutely beautiful but very short. The section after the high school heading north is dangerous for unsteady cyclist. The local community is actively working to improve this 3 to 5 mile section of trail Once that is complete the trail will be quite nice. The majority of the trail is a double wide sidewalk, so it is not good for a zone four or five ride. It is perfect for a leisure zone 2 ride. The Northern section is excellent for a family bike ride. On my way back heading south. I avoided the double wide sidewalk and rode the generous bike lane until it ended.

Lake Apopka Loop Trail

Lots of wildlife

March, 2024 by bannerman

Pick a cloudy day and maybe a mountain bike. Lots of gators and birds. We started from the green mountain trail head and I would start at one of the other trailheads instead. They spent so much on the trail head that there is no money to maintain the trail and the first two miles are extremely rough.

Chain of Lakes Trail

Cute trail

March, 2024 by hitchcock.anita1

This is a short city trail ride but well maintained. There are sections of it which are quite pretty. There are amenities along the way, and with a Dunkin Donuts, 7-11, and a Diner at the trail end.

Accordion

Leesburg-Wildwood Trail

Stay Away!

March, 2024 by kmdagostino

Very disappointing. Nothing special about the trail itself. the homeless encampment and trash was unsettling. Also many men loitering about. I did not feel safe. So many other nicer places to bike this is just not worth it.

Leesburg-Wildwood Trail

nice, but.....

March, 2024 by slin7

This was nice and level, easy parking at either end, part sun and part shaded (although mostly sun), but you will be passing by a few homeless encampments. No one came out to bother us, but just something to be aware of your surroundings. As an older female rider, I probably wouldn't do this ride again alone. But it was an interesting ride, nonetheless. When we got to the end in downtown Leesburg, there are lots of great places to eat.

Seminole Wekiva Trail

Too much traffic!

February, 2024 by gjprutgers1978

I started this trail at the southern entrance. I got less than 3 miles into my bike ride and turned around. Too many intersections with heavy traffic. Perhaps this trail is better towards the northern end.

Orlando Southeast Trail

Great Ride during the Holidays

February, 2024 by jallen1804

I ride this area at least twice a week. The trails are wide & the scenery is pretty good. It is great place to ride at night if you enjoy that. The neighborhood is always well decorated at Christmas.

Hancock Trail

Hill work

February, 2024 by vbellatplay

On our visit to Florida and first time in the saddle in six months we opted for a short day, about 20 miles. We parked at the Copper library which was convenient and had nice bathrooms and water. There are new developments and a shopping complex since the details to this trail were written. At about mile 5 there is a Publix, Starbucks and a few more retail stores. There were a lot of roads to cross and hills to climb. We opted for a 6 mile round trip down the intersecting Lake Shore trail to Minneola Lake. That was a nice, scenic section. Overall a good day to start our season.

Brevard Zoo Linear Park

Florida Ride

February, 2024 by psoukup

Cute little trail. Very smooth with many boardwalks. Perfect short ride after a day at Kennedy Space Center. Blessed with a red shoulder hawk!!!!

General James A. Van Fleet State Trail

Great Trail

February, 2024 by pdreger

Rode on a cold day but still saw otters and deer. Be careful because Google maps will take you the wrong way. The northern most part of the trail is in Mabel FL off Highway 50. The access road to this point is horrible but short.

Brevard Zoo Linear Park

Easy & Cute

February, 2024 by brookeypav

Has cute scenery! Lots of it is boardwalk, but smooth even as a boardwalk! As a distance skater, it was still easy and enjoyable. Averaged 9 mph on skates. Easy surface and saw a red shoulder hawk which is always a treat :)

Seminole Wekiva Trail

Mileage

January, 2024 by sprinkhaan_1

The Seminole Wekiva has been extended a few times in recent years so you can find all sorts of claims about what the length is ... anywhere from 14 to 26 miles. I wanted to find out for myself, so I rode the entire length of the trail yesterday (1/26/24), noting my cyclometer mileage at various points, and compared that to the trail markers and what's listed on TrailLink.
I found that my cyclometer and the trail markers pretty closely matched each other. From MM 0 in Altamonte Springs (a little less than .1 of a mile north of SR 414) to the last marker on Longwood Markham Rd (17.75 miles), I believe the posted mileage is accurate. The Seminole Wekiva trail continues from the MM 17.75 marker onto the side path of SR 46, up to the Wekiva River and the Seminole/Lake county line, an additional .9 mile. My total mileage for the Seminole Wekiva trail was 18.7 miles, which is far short of the 26.5 miles listed in TrailLink. I think the 26.5 is including other trails which connect to the Seminole Wekiva as part of the total mileage. Beyond the Wekiva River the path is uninterrupted, but it is a different trail - the Wekiva Trail which is maintained by Lake County. I normally park at Neighborhood Lakes trailhead, which is off the Wekiva Trail about 6 miles west of the river. Similar situation on the south end of the Seminole Wekiva. Beyond MM 0 there is a wide sidewalk following SR 414 to US 441, about .7 mile. This is in Orange county and is supposed to be part of the West Orange Trail in the future, but I wouldn't consider it to be part of the Seminole Wekiva.
I usually don't ride the trail south of the San Sebastian trailhead because the crossings at 436/Laurel St. and 434/Orange Ave. are such a pain. Seminole county wants to build tunnels at both crossings which will help out a lot.
Overall, a nice trail with great connections to other trails!

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Accordion

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