Winter Haven, FL Running Trails and Maps

945 Reviews

Looking for the best Running trails around Winter Haven?

Find the top rated running trails in Winter Haven, 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
43 Results
Activities
Length
Surfaces
Type

Auburndale TECO Trail

6.6 mi
State: FL
Asphalt, Concrete

Courtney Campbell Trail

10.9 mi
State: FL
Asphalt, Concrete

Flatwoods Park Trail

7 mi
State: FL
Asphalt

Good Neighbor Trail

10.3 mi
State: FL
Asphalt

Hancock Trail

6.5 mi
State: FL
Asphalt

Hardy Trail

0.9 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

Lake Wales Trailway

2.3 mi
State: FL
Asphalt

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

Seminole Wekiva Trail

26.5 mi
State: FL
Asphalt, Concrete

Shingle Creek Regional Trail (FL)

17.7 mi
State: FL
Asphalt, Boardwalk, Concrete

St. Cloud Lakefront Park Bike Path

2.1 mi
State: FL
Asphalt

Suncoast Trail

54.1 mi
State: FL
Asphalt
Accordion

West Orange Trail

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

Withlacoochee State Trail

45.9 mi
State: FL
Asphalt, Boardwalk, Concrete

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

Fort Fraser Trail

7.54 mi
State: FL
Asphalt

Gaston Edwards Trail

0.7 mi
State: FL
Concrete

Gertrude's Walk

0.25 mi
State: FL
Concrete

Hammock Road Trail

3.7 mi
State: FL
Asphalt

Kewannee Trail

1.7 mi
State: FL
Asphalt

Neptune Road Recreational Pathway

6.6 mi
State: FL
Asphalt, Concrete

Old Fort King Trail

6.7 mi
State: FL
Asphalt, Dirt, Grass

Tampa Riverwalk

2.6 mi
State: FL
Asphalt, Brick, Concrete

Wilson Lake Parkway Trail

3 mi
State: FL
Asphalt

Chain of Lakes Trail

4.7 mi
State: FL
Asphalt

Kissimmee Trail Loop

6 mi
State: FL
Asphalt

Lake Jackson Trail

10.5 mi
State: FL
Concrete

Montverde Greenway Trail

1 mi
State: FL
Concrete

Sebring Parkway Trail

4 mi
State: FL
Concrete

Dakota Avenue Linear Park

0.5 mi
State: FL
Asphalt

Mailer Avalon Trail

0.8 mi
State: FL
Asphalt, 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
Overview The Courtney Campbell Trail provides pedestrian and bicycle access along the southern side of the Courtney Campbell Causeway for nearly 11 miles, linking two communities, Tampa and...
FL 10.9 mi Asphalt, Concrete
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
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 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 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
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 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. 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 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
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
Overview The Suncoast Trail parallels the Suncoast Parkway for 54.1 miles between northern Hillsborough County and through both Pasco and Hernando counties. About the Route For its entire...
FL 54.1 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 46-mile Withlacoochee State Trail is a must-do pure Florida experience for any trail enthusiast. Situated just west of Orlando, the trail takes users through suburban neighborhoods, a...
FL 45.9 mi Asphalt, Boardwalk, 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
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
Overview The paved Fort Fraser Trail traverses part of the former CSX Railroad line, running parallel to US Highway 98 for 7.54 miles, between Lakeland and Bartow, Florida. About the...
FL 7.54 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
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 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
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 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
It should take about 50 minutes to walk the Tampa Riverwalk from end to end, but chances are, it'll take you much longer than that. Tampa's waterfront abounds with attractions for the whole family -...
FL 2.6 mi Asphalt, Brick, 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
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 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
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
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
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
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
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

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.

Withlacoochee State Trail

BEAUTY of a Trail!

March, 2024 by nume0112

On Easter, we parked in the Hernando lot and drove south to Floral City, before returning! Scenery ranges from beautiful partially shaded trails, several lakes and waterways, turtles, and alligators. LOTS of potential restaurants for a break (seafood, pizza, ice cream, etc.). We sat on the deck at Stumpknockers (5 blocks off trail) for an horsdoeuvre and bevvy! This portion of the trail was 29 miles round trip. We’ll be back to do the Northern portion!

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.

Accordion

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.

Courtney Campbell Trail

Family Friendly

March, 2024 by dolsonfamily2013

Perfect trail for families with young children in their bikes

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.

Good Neighbor Trail

2/26/23 trail closed BUT…

February, 2024 by crckco

Parked at historic train station. Headed east and after a mile or so found the trail is closed by Duke Energy to update electrical poles. Back to the truck, reloaded our bikes and headed to Mondon Hill Road and parked the truck. Took off for Withlacoochee Trail. On the return ride we spotted a fox squirrel, a hawk having dinner, and a free range chicken. Nice ride!

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.

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.

Withlacoochee State Trail

e-bike

February, 2024 by moniquebangs

Had an excellent ride today. Nice trail, wide bike paths. Lots of bathrooms and picnic tables. Will go back.

Withlacoochee State Trail

Great Trail

February, 2024 by suesettle08

We rode twice on this trail on Feb. 2-3 starting at the Central Motel in Inverness, FL. It is a very, very nice trail. We did 10 miles south from our motel and then rode from the motel north to the South Citrus Springs Trailhead, 26 miles round trip. Very busy on a beautiful Saturday morning with an even mix of recumbants, e-bikes and bikes - very few kids riding. When we go back to Florida next year, this trail and this motel are on the agenda again.

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Accordion

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