Winston, FL Dog Walking Trails and Maps

1106 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
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Type
49 Results
Activities
Length
Surfaces
Type

Auburndale TECO Trail

7.3 mi
State: FL
Asphalt, Concrete

Bayshore Trail

0.9 mi
State: FL
Asphalt

Bayway Trail

3.7 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

10.9 mi
State: FL
Asphalt, Concrete

Druid Road Trail

4 mi
State: FL
Asphalt

Flatwoods Park Trail

10 mi
State: FL
Asphalt

Fred Marquis Pinellas Trail

46 mi
State: FL
Asphalt, Concrete

Good Neighbor Trail

10.4 mi
State: FL
Asphalt

Hancock Trail

6.5 mi
State: FL
Asphalt

Hardy Trail

0.9 mi
State: FL
Asphalt

Lake Apopka Loop Trail

18.4 mi
State: FL
Crushed Stone, Gravel

Lake Wales Trailway

2.3 mi
State: FL
Asphalt

North Bay Trail

6.3 mi
State: FL
Asphalt, Concrete

Orlando Southeast Trail

13 mi
State: FL
Asphalt, Concrete

Pine Hills Trail

2.5 mi
State: FL
Asphalt

Pinellas Loop Trail

72.3 mi
State: FL
Asphalt

Ream Wilson Clearwater Trail

4.4 mi
State: FL
Asphalt, Concrete
Accordion

Shingle Creek Regional Trail (FL)

17.7 mi
State: FL
Asphalt, Boardwalk, Concrete

Skyway Bridge Trail

3.5 mi
State: FL
Asphalt

Skyway Trail

4.6 mi
State: FL
Asphalt, Boardwalk

St. Cloud Lakefront Park Bike Path

2.1 mi
State: FL
Asphalt

Starkey Gap Trail

2.4 mi
State: FL
Asphalt

Starkey Wilderness Park Paved Trail

5.8 mi
State: FL
Asphalt

Suncoast Trail

54.1 mi
State: FL
Asphalt

Tangerine Greenway

0.4 mi
State: FL
Concrete

Upper Tampa Bay Trail

13.85 mi
State: FL
Asphalt

West Orange Trail

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

Withlacoochee State Trail

45.9 mi
State: FL
Asphalt, Boardwalk, Concrete

Duke Energy Trail

11.68 mi
State: FL
Asphalt, Concrete

Fort Fraser Trail

7.54 mi
State: FL
Asphalt

Hammock Road Trail

3.7 mi
State: FL
Asphalt

Neptune Road Recreational Pathway

6.6 mi
State: FL
Asphalt, Concrete

Oldsmar Trail

11 mi
State: FL
Asphalt, Boardwalk, Concrete, Crushed Stone

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

Old Fort King Trail

6.7 mi
State: FL
Asphalt, Dirt, Grass

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

Marine Parkway Multi-Use Path

0.4 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 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. About the...
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
Overview The Clearwater Memorial Causeway Trail is a paved 3.5-mile trail that connects Clearwater Beach and downtown Clearwater. About the Route From its eastern end in Clearwater, the trail...
FL 3.5 mi Asphalt
Overview The Coastal Anclote Trail is a 4.5-mile multi-use path in southeast Pasco County, Florida. The paved trail includes one longer route and three spurs that connect trail users to local...
FL 4.5 mi Asphalt, Boardwalk
Closure Notice: A section of the Courtney Campbell Trail is closed between Bayshore Boulevard to Dr. Kiran C. Patel Boulevard. Overview The Courtney Campbell Trail provides pedestrian and...
FL 10.9 mi Asphalt, Concrete
The Druid Road Trail is a vital link in Pinellas County’s extensive trail system, connecting two of its most prominent trails: the Pinellas Trail, which stretches for 50 miles from St. Petersburg to...
FL 4 mi Asphalt
Overview  The Flatwoods Park Trail is located within a park of the same name.  This multi-purpose route is a ten-mile paved loop that provides a pleasant, wooded experience with abundant wildlife...
FL 10 mi Asphalt
Overview One of Florida's most popular and unique urban pathways, the Fred Marquis Pinellas Trail curves northwest from St. Petersburg and the stretches to form a rough "C" shape before ending in...
FL 46 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
Overview  The Good Neighbor Trail runs for 10 miles between Brooksville and Withlacoochee State Forest, following the former Florida Southern Railroad Line. The paved path offers a scenic,...
FL 10.4 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
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 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
Overview The North Bay Trail runs 6.3 miles through St. Petersburg, FL. The multiuse trail is paved, smooth and varies from 12-to-15 feet wide depending on the section of trail.  About the...
FL 6.3 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
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
Whether you are commuting to work and school or going for a family bike ride, this trail has it all. The Pinellas Trail Loop will be a 75-mile loop running throughout the county and is currently...
FL 72.3 mi Asphalt
Overview The Ream Wilson Clearwater Trail is a four-mile trail that runs through Safety Harbor, Florida. There are frequent amenities along the route including drinking fountains and...
FL 4.4 mi Asphalt, Concrete
Accordion
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
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
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
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
Part of Florida's Coast-to-Coast Trail, the Starkey Gap Trail is a broad paved trail traveling within the Duke Energy powerline corridor. Paved with asphalt, the trail is 12-feet-wide.  Stretching...
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
Overview The Suncoast Trail parallels the Suncoast Parkway for 54.1 miles through Hillsborough, Pasco, Hernando, and Citrus counties. About the Route For its entire route, the Suncoast Trail...
FL 54.1 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
Closure Notice: The Rocky Creek Bridge is closed for reconstruction. Both north and south of the bridge are open to trail use. The closure is expected to last until 2025. Please check with...
FL 13.85 mi Asphalt
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
Closure notice: Starting August 2024, a resurfacing project is underway along portions of the Withlacoochee State Trail. Sections of the trail will temporarily close when necessary. Please follow all...
FL 45.9 mi Asphalt, Boardwalk, Concrete
Please note: There is a gap in the route where it will cross over Lake Tarpon Outfall Canal. The bridge is scheduled for completion in 2024. Overview Currently, the Duke Energy Trail is almost...
FL 11.68 mi Asphalt, Concrete
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
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 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 Oldsmar Trail extends over 10 miles, and links to 10 major parks in Oldsmar, Florida. R.E. Olds Park lies at the center of the system, which is roughly shaped like an upside down T. One...
FL 11 mi Asphalt, Boardwalk, Concrete, Crushed Stone
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 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 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
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 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
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 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
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

Recent Trail Reviews

Withlacoochee State Trail

Beautiful trail!

April, 2025 by kakcc

We parked at Lake Townsen Park, had some lunch at Bree’s Provisions (They close at 2:00) and rode north, out and back for about an hour. The trail is well maintained and goes through beautiful farm country.

Auburndale TECO Trail

nice and easy

March, 2025 by mbdp2005

Easy straight trail and lunch at Margaritaville

General James A. Van Fleet State Trail

Great Trail to Get Away

March, 2025 by robfitzkc

Started at Green Pond Trail Head and headed North. As reported, the trail has some pretty big bumps and a few holes, usually near the edge. With the limited traffic on the path, it isn't difficult to avoid them but you do have to keep your eyes on the trail. On 3/28 there was quite a bit of tree trimming and brush consolidation in the 10 miles between Green Pond and Bay Lake and some heavier equipment was staging at the State Park garage near Green Pond so maybe they are going to fix it this Spring.

The 10 miles between Green Pond and Bay lake is a very nice mostly shaded ride through timber with swamp land on both sides. There are 3 bridges about 2 1/2 Miles North of Green Pond which provides a place to watch alligators (this is mating season so you see some but there's a bunch more as the grunt and talk...), enjoy the birds and quiet serenity. At Bridge 2 that day, there is a 10+ Foot alligator nesting with her (soon to be) baby alligators.

North of Bay Lake is very nice and shaded for the 4 miles we traveled (Total round trip of 28 Miles).

Some call this trail 'straight and boring.' I'd suggest that it is quiet and serene, and, because it is straight and wide, you can spend most of your time enjoying nature!

Accordion

West Orange Trail

Killarney station problem

March, 2025 by bannerman

I have seen so many close calls with small children and groups renting bikes and organizing standing on the trail when speeders come down the hill and fly past them. Killarney rentals should come out the side door and not directly onto the trail or slow the traffic down.

Pinellas Loop Trail

What a beautiful day on this part of the trail... well maintained, some many places to stop, site seeing, Sponge Docks, Monkey Farm, Shopping, Restaurants and libations.

March, 2025 by gmcplc79

What a beautiful day on this part of the trail... well maintained, some many places to stop, site seeing, Sponge Docks, Monkey Farm, Shopping, Restaurants and libations.

Starkey Gap Trail

sTARKEY gAP tRAIL

March, 2025 by donnatraficante

The trail and the land needs to be cleaned up. The grass and weeds needs to mowed and garbage in the grass. The weeds are as high all along the trail by Trinity Blvd. You have a nice trail but the surrounding areas are filthy. It makes the homes /townhomes look shabby. How come Starkey doesn't have weekly maintaince on this empty lot???. She made promises when she was running telling us that this is going to be beautiful. Why not put some lights up for the darkness when walking or riding on this trail?????? The area around this trail is filthy and needs attention Asap!!!!!!

General James A. Van Fleet State Trail

Some work needed after Hurricane

March, 2025 by dougtarter

Great trail! But definitely needs some work after the Hurricane's North of Polk City. Trucks have created some dangerous dips/holes in the asphalt from the trail repair crews. BE CAREFUL. the Shade hides some of the obstacles.
You may encounter some equipment on the trail also during weekdays. Hopefully, it will get re-surfaced along this 2 - 3 mile stretch. I did NOT RIDE South of Polk City. Overall, a Very Nice trail. Will be back to 4 star trail after repairs.

Courtney Campbell Trail

Great trail to see Old Tampa Bay

February, 2025 by jennifer271

It is a dream ride, all paved, scenic views from beginning to end. Stop off at Whiskey Joe’s for dinner or cocktails. Sandy beaches to sit on - easily make a day of this one trail and not wear yourself out.

West Orange Trail

Just a note about a small correction!

February, 2025 by bcdalland

Living in Apopka, I've been on portions of the West Orange Trail MANY times. Your description starts at the southern point at the bottom of Lake Apopka and ends with the words describing the trail ending at its southern point along Lester Rd. You should change the word "southern" to "northern". Otherwise, a nice description of a very nice trail. Thank you.

General James A. Van Fleet State Trail

This is a great trail through marsh and forest area. As many we met on the trail say. This trail feeds our souls...enjoy. we will be back.

February, 2025 by diannereiter

This is a great trail through marsh and forest area. As many we met on the trail say. This trail feeds our souls...enjoy. we will be back.

Fred Marquis Pinellas Trail

Trail along major highway.

February, 2025 by cindypearson2020

We started at the Pinellas Trail North, the beginning point, and rode 10 miles out to John Chestnut Park. The first 2.5 miles runs alongside a preserve so quiet, scenic & very family friendly. The rest of the ride was along the highway so continual road noise although every major intersection had a button for the crosswalks, the trail is well paved & wide. There was no signage for parking at the trail head or restroom facilities. Signage to guide you to Tarpon Springs is also very limited.

Courtney Campbell Trail

The Trail is Open!

February, 2025 by johnhowardchandler

We rode our tandem on the Courtney Campbell Causeway on a bright, beautiful Super Bowl Sunday, 2/9/25. The asphalt still has a few sections where the pavement has been lifted and so is rough, but it is very serviceable with most bumps avoidable. The pelicans were diving and feasting on bait balls across the bay as we rode. The trail was busy, especially near the parks in the causeway, but nothing that a bit of patience didn’t resolve. It is a wide multiuse trail. We used a parking area in Cooper’s Grove Park in Del Oro Grove on the west side of the bay. We rode out and back and explored Safety Harbor (nice!) and some additional areas after our out and back.

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Accordion

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