Winston, FL Dog Walking Trails and Maps

790 Reviews

Looking for the best Dog Walking trails around Winston?

Find the top rated dog walking trails in Winston, whether you're looking for an easy short dog walking trail or a long dog walking trail, you'll find what you're looking for. Click on a dog walking 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

Bayshore Trail

0.9 mi
State: FL
Asphalt

Bayway Trail

3.7 mi
State: FL
Asphalt

Chain of Lakes Trail

4.2 mi
State: FL
Asphalt

Clearwater Memorial Causeway Trail

3.5 mi
State: FL
Asphalt

Coastal Anclote Trail

4.5 mi
State: FL
Asphalt, Boardwalk

Courtney Campbell Trail

10.5 mi
State: FL
Asphalt, Concrete

Druid Road Trail

3.9 mi
State: FL
Asphalt

Duke Energy Trail

4.1 mi
State: FL
Asphalt, Concrete

Flatwoods Park Trail

7 mi
State: FL
Asphalt

Fort Fraser Trail

7.75 mi
State: FL
Asphalt

Fred Marquis Pinellas Trail

49.8 mi
State: FL
Asphalt

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

Kissimmee Trail Loop

6 mi
State: FL
Asphalt

Lake Apopka Loop Trail

14.6 mi
State: FL
Asphalt, Crushed Stone

Lake Jackson Trail

10.5 mi
State: FL
Concrete
Accordion

Lake Wales Trailway

2.3 mi
State: FL
Asphalt

Marine Parkway Multi-Use Path

0.4 mi
State: FL
Asphalt

Neptune Road Recreational Pathway

8.1 mi
State: FL
Asphalt

North Bay Trail

6.3 mi
State: FL
Concrete

Old Fort King Trail

6.7 mi
State: FL
Asphalt, Dirt, Grass

Orlando Southeast Trail

13 mi
State: FL
Asphalt, Concrete

Pine Hills Trail

2.5 mi
State: FL
Asphalt

Ream Wilson Clearwater Trail

4.4 mi
State: FL
Asphalt, Concrete

Sebring Parkway Trail

4 mi
State: FL
Concrete

Shingle Creek Regional Trail (FL)

9.3 mi
State: FL
Asphalt, Boardwalk, Concrete

Skyway Bridge Trail

3.5 mi
State: FL
Asphalt

Skyway Trail

4.6 mi
State: FL
Asphalt, Boardwalk

Starkey Gap Trail

2.4 mi
State: FL
Asphalt

Starkey Wilderness Park Paved Trail

5.8 mi
State: FL
Asphalt

Suncoast Trail

42 mi
State: FL
Asphalt

Tangerine Greenway

0.4 mi
State: FL
Concrete

Upper Tampa Bay Trail

16.5 mi
State: FL
Asphalt

West Orange Trail

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

Wilson Lake Parkway Trail

3 mi
State: FL
Asphalt

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
Although short, the Bayshore Trail provides an important connection between two popular trails on Florida's west coast: the Courtney Campbell Trail and the Ream Wilson Trail. The paved north-south...
FL 0.9 mi Asphalt
The Bayway Trail is a 3.7-mile non-motorized trail between St. Petersburg and St. Pete Beach, Florida. The trail begins its westward journey near the St. Petersburg southwest wastewater treatment...
FL 3.7 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
This trail connects the Pinellas Trail in Clearwater to Clearwater Beach across the Memorial Causeway. It is a wide trail, separated from traffic as it slopes up Memorial Causeway Bridge. The trail...
FL 3.5 mi Asphalt
The Coastal Aneclote Trail is a multi-use path is southeast Pasco County. The 4.5-mile trail  provides safe bike-ped connections between the Pinellas Trail (via the developing Elfers Spur Trail) and...
FL 4.5 mi Asphalt, Boardwalk
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
On its own, the Druid Road Trail is pretty respectable recreation trail. It’s nearly four miles long, paved all the way and is accessible to the many residents of Clearwater whose neighborhoods border...
FL 3.9 mi Asphalt
Pinellas County has embarked on the impressive task of creating a 75-mile chain of trails, to be known as the Pinellas Trail Loop. When complete, Duke Energy Trail will be a 22.5 mile link in that...
FL 4.1 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
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
One of Florida's most popular and unique urban pathways, the Pinellas Trail stretches from St. Petersburg north to Tarpon Springs, and on to the Pasco County line with the opening of a 5-mile section...
FL 49.8 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 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
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 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 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 Marine Parkway Multi-use Path was constructed as part of a wider trail networking improvement effort in the city of New Port Richey. The ultimate vision is to have a continuous bike-ped connection...
FL 0.4 mi Asphalt
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 North Bay Trail begins in downtown St. Petersburg with an easy connection to the scenic 42-mile Pinellas Trail at Bay Shore Drive SE. From there, the trail heads north along Tampa Bay, offering...
FL 6.3 mi 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
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
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 Ream Wilson Clearwater Trail will one day stretch across Florida from Tampa Bay to the Gulf of Mexico. Four miles on its eastern end are now complete and run through Safety Harbor. It will one day...
FL 4.4 mi Asphalt, 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
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
Panoramic views of Tampa Bay: That’s it, that’s the pitch for this recreational path at the southern tip of St. Petersburg. For uninterrupted views of the bay accessible by bike, this trail is hard to...
FL 3.5 mi Asphalt
If you are looking for a picturesque stroll or a tranquil ride through nature close to an urban setting, then consider St. Petersburg’s Skyway Trail. The trail showcases the best of Clam Bayou’s...
FL 4.6 mi Asphalt, Boardwalk
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
This is a broad paved trail traveling within the Duke Energy powerline corridor, stretching 2.4 miles from the SR 54 to the Pasco/ Pinellas County line. This stretch of trail is actually strategically...
FL 2.4 mi Asphalt
The paved trail in Jay B. Starkey Wilderness Park stretches across the preserve for about 6 miles. Well-spaced shelters along the trail offer pleasant places to rest in the shade; many are even...
FL 5.8 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 Tangerine Greenway follows a former trolley line that once ran between St. Petersburg and Gulfport on Florida's west coast. The paved pathway begins at Gulfport's Tomlinson Park and heads east in...
FL 0.4 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
Widely regarded as Tampa Bay's best urban trail, the Upper Tampa Bay Trail provides a scenic escape from its congested surroundings. The original section winds through suburban Citrus Park on an...
FL 16.5 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
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!

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Trails by activity

Recent Trail Reviews

Auburndale TECO Trail

Morning Ride

January, 2021 by dmurrayn6

Easy ride. Trail is clean-has a few leaves & sticks. Easy to park & go to the trail.

Coastal Anclote Trail

Sunday ride

January, 2021 by jenfondrk

Trail is great once you get to it. Nice ride from Palm Harbor! Shaded, lots of trees and nature. Rode to the North end and stopped at all the parks and nature trails. Flat smooth ride.

West Orange Trail

Cute little towns line the trail as it weaves in and out of locations. Not intended for someone trying to get in long continious miles. Several street crossings.

January, 2021 by runnersenoski

Cute little towns line the trail as it weaves in and out of locations. Not intended for someone trying to get in long continious miles. Several street crossings.

Accordion

Ream Wilson Clearwater Trail

top of the world

January, 2021 by z5bqrmpnye

I used live in TotW and loved being so close to ReamWilson. Moved to Spring Hill 3 years ago and riding trails are far a few between

Fred Marquis Pinellas Trail

Great urban ride and experience

December, 2020 by dan.willmann

This is a very unique ride as it is so urban. You pass numerous buildings including offices, warehouses, apartments, single family homes, small businesses, etc. There are also several bicycle bridges that cross roads so you don't need to stop for traffic. They were quite cool and a great leg workout riding up so many of them. The other great feature of this trail is its length... it is nearly 50 miles long so for those who love long rides you have plenty of trail to explore.

Upper Tampa Bay Trail

Not what we had expected

December, 2020 by dan.willmann

Since this trail had such high reviews my wife and I drove over from Orlando to give it a try. The first 5 miles or so were nice but then, after crossing Ehrilch Rd (heading north), it got a bit "sketchy" as the trail passed through some less than desirable neighborhoods. The entire trail was well maintained but this last section was not very appealing from an aesthetic point of view and my wife told me that she would not feel safe if I were not with her.

Flatwoods Park Trail

Did 11 miles great experience love this park.

December, 2020 by munozd11

Did 11 miles great experience love this park.

Shingle Creek Regional Trail (FL)

Ride on December 18, 2020

December, 2020 by OldTerry

Experienced a bit of difficulty finding parking but eventually solved that problem. The trail is nice and the section my wife and I rode was scenic. In all honesty this trail is too urban for my tastes but I can see how it would appeal to locals for walking, running and recreational riding.

Lake Apopka Loop Trail

This a beautiful trail, it is very peaceful and the wildlife is breath taking

December, 2020 by xianmcc

This a beautiful trail, it is very peaceful and the wildlife is breath taking

Courtney Campbell Trail

and not a drop to drink... for 10 miles

November, 2020 by icrap511

and not a drop to drink... for 10 miles

Courtney Campbell Trail

Courtney Campbell Trail

November, 2020 by tomalcolmj

Very good bike path. Good distance with a great incline over a bridge to make the ride challenging and interesting. A good 21 mile round tripe workout.

Withlacoochee State Trail

Love the southern half the most

November, 2020 by bretthburkey

The entire trail is terrific but if you only want to do part of it, I suggest the bottom half. The other day we drove to Floral City Park and accessed the trail about a quarter mile down the road to the east. We began riding south on mostly uninterrupted and canopied trail. Along Istachatta Rd with beautiful fields and ranches. We connected with the Good Neighbor Trail at about mile 10 from the terminus and rode southwest. It’s a newer straight trail to Brooksville. We saw two other riders and nothing but trees. Turned around at the end and returned to Floral City. A beautiful 40 mile ride.

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