Longwood, FL Running Trails and Maps

697 Reviews

Looking for the best Running trails around Longwood?

Find the top rated running trails in Longwood, 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
47 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

Cross Seminole Trail

22.8 mi
State: FL
Asphalt

Cross Volusia Trail

5.3 mi
State: FL
Concrete

Dakota Avenue Linear Park

0.5 mi
State: FL
Asphalt

East Central Regional Rail Trail

52 mi
State: FL
Asphalt, Concrete

Flagler Trail

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

Fountain Lake Trail

0.9 mi
State: FL
Asphalt

Gardenia Trail

0.7 mi
State: FL
Asphalt

Gaston Edwards Trail

0.7 mi
State: FL
Concrete

Gertrude's Walk

0.25 mi
State: FL
Concrete

Goldsboro Trail

1.1 mi
State: FL
Asphalt

Halifax River Trail

5.9 mi
State: FL
Concrete

Hancock Trail

6.5 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
Accordion

Lake Baldwin Trail

2.5 mi
State: FL
Asphalt

Lake Underhill Path

2.5 mi
State: FL
Asphalt, Concrete

Leesburg-Wildwood Trail

2.6 mi
State: FL
Asphalt, Concrete

Little Econ Greenway

7.4 mi
State: FL
Asphalt

Magnolia Trail

0.7 mi
State: FL
Asphalt

Mailer Avalon Trail

0.8 mi
State: FL
Asphalt, Concrete

Neptune Road Recreational Pathway

6.6 mi
State: FL
Asphalt, Concrete

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

Ponce Inlet Trail

3.5 mi
State: FL
Concrete

SR 415 Trail

5.2 mi
State: FL
Asphalt

Sanford Riverwalk

1.8 mi
State: FL
Asphalt

Seminole Wekiva Trail

20 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

Sweetheart Trail

1.5 mi
State: FL
Concrete

Tav-Lee Trail

3.5 mi
State: FL
Asphalt

Titusville Multi-Use Trail

1.9 mi
State: FL
Asphalt

Tomoka State Park Trail

2.1 mi
State: FL
Concrete

US 92 Trail

2.6 mi
State: FL
Asphalt

Venetian Gardens Trail

0.5 mi
State: FL
Asphalt

West Orange Trail

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

Wilson Lake Parkway Trail

3 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 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
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 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
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
With a final 3.5 miles paved in between Osteen and Farmton in 2021, the East Central Regional Rail Trail is complete. The trail extends more than 50 miles between DeBary and Edgewater with another...
FL 52 mi Asphalt, Concrete
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
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
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 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 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 5.9 mi Concrete
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
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
Accordion
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
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 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
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
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 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 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
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...
FL 1.8 mi Asphalt
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, 20-mile route is...
FL 20 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 13 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 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
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
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 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
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

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

Recent Trail Reviews

Titusville Multi-Use Trail

Wonderfully not flat nature

May, 2022 by sgrenerth

From Barna east to the end at Kathy Trail is a very nice trail! It's plenty wide, well used and surprisingly not flat. The entire trail goes through nicely sized natural area.
The much shorter portion of the trail through Wuesthoff Park is nice and does include some exercise stations. The very final section of that short trail going west is clearly not used as much.
While down here visiting family I've enjoyed the trail a few times because it's so nice and very convenient to ride my grocery getter over to the nearby Publix for provisions.

South Lake and Lake Minneola Scenic Trail

Still Lack of Signage

May, 2022 by dan508

Not really sure why the lack is signage on this trail has not yet been improved. Has the county not read the reviews mentioning signage issues? It’s not like it hasn’t been a issue very long. The trail is nice. I rode from the Minneola Trailhead to the Winter Garden Station today. There were no maps of the trail that I could find at Minneola. When heading to West Orange you come to what is sort of a fork in the trail at Hancock Road. There is signage at the intersection but no arrows or plain direction to West Orange. I first took a right on Hancock and followed that trail which clearly wasn’t correct because it takes you to the very busy area in of Highway 50. I back tracked to the fork in the road then went left. Correct way. Still poor signage. Please Orange County fix this issue.

Seminole Wekiva Trail

really awesome trail

May, 2022 by jakespy88

I usually park off of markham roads road but honestly the trailer is really nice and a lot of nature. I really appreciate how smooth the asphalt is, no bumps or anything besides sometimes leaves (as to be expected). Pretty solid trail though, I’m trying to find more like it.

Accordion

Seminole Wekiva Trail

Great Ride but I couldn’t follow the path

April, 2022 by rnshelia02

It was such a beautiful ride but I couldn’t follow the bike path with street crossings and all. I wish I had an app that could serve as a guide…I loved the trail so I’ll do it again.

Kissimmee Trail Loop

Feels very unsafe

April, 2022 by lyzlopez3

Feels very unsafe

Auburndale TECO Trail

The trail is closed during the the work day Monday through Friday, at the South trailhead entrance. This would have been good information to know. Prior to riding my bicycle 7 miles to that trailhead, and just have to turn around.

March, 2022 by fireman544

The trail is closed during the the work day Monday through Friday, at the South trailhead entrance. This would have been good information to know. Prior to riding my bicycle 7 miles to that trailhead, and just have to turn around.

Shingle Creek Regional Trail (FL)

Relaxing Trail With Historical Value

February, 2022 by marklemoine

While traveling, my wife and I were Pleased to enjoy this entire trail. It features a shared space between a nature preserve and residential area. Trail head also includes a visitor center that was an enjoyable stop as well, learning about the environmental and cultural history of the area. The most exciting aspect was to learn that we were biking along a watershed that is the start of the Everglades.

Shingle Creek Regional Trail (FL)

Not much fun crossing busy streets. We turned around and went home halfway into the ride. Too much work.

February, 2022 by sprent14

Not much fun crossing busy streets. We turned around and went home halfway into the ride. Too much work.

Spring to Spring Trail

Green Springs to Sanford

February, 2022 by diastole

We drove from Vero Beach to the Green Springs Park to ride the Spring to Spring Trail. We headed west on the trail from Green Springs to Gemini Springs. At first I was a little disappointed. The trail ran along side a busy, noisy street. After a few miles we stopped at Gemini Springs and went for a walk around the park and used the restroom. The park was quite nice and it gave us time to regroup. For a moment we contemplated going back East to Green Springs and head on to Maytown but decided to keep going... and so glad we did! We followed the trail to Lake Monroe Park and on over the bridge to Sanford. What a lovely ride along the lake. Our ride roundtrip was roughly 24 miles. We decided to drive back to Sanford for dinner and ended up at the St. John's River Steak and Seafood restaurant with a view of the water. We had a great meal and a glass of wine. We decided to spend the night since the next morning we were going to hike the Orlando Wetlands park. Next time we will come back and ride east on the trail from Green Springs. It is worth the trip for sure!

East Central Regional Rail Trail

Amazing Ride!!

February, 2022 by phillipmeese87

Well maintained Florida’s natural beauty at its best. Quiet while riding you truly feel apart of the scenic experience.

South Lake and Lake Minneola Scenic Trail

RIght place - right temperature

January, 2022 by jmk355

Very scenic trail, well appointed and easy to ride and enjoy. Reading some of the other reviews about congestion near Victory Park, I realized I picked the right day to ride it. It was a high of 48 degrees that day. The Floridians stayed home bundled in their sweaters and gloves and this Ohio boy went for a great ride wearing shorts and a light jacket! Very enjoyable.

Hancock Trail

Addendum trail

January, 2022 by jmk355

This trail connects with the South Lake trail to give the combination more critical mass in miles and some nice rolling hills to break things up. Nothing notable in the scenery, but it was fun to ride.

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Accordion

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