Winston, FL Dog Walking Trails and Maps

651 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
29 Results
Activities
Length
Surfaces
Type

Auburndale TECO Trail

6.6 mi
State: FL
Asphalt, Concrete

Bayshore Trail

0.9 mi
State: FL
Asphalt

Chain of Lakes Trail

4.2 mi
State: FL
Asphalt

Courtney Campbell Trail

10.5 mi
State: FL
Asphalt, Concrete

Duke Energy Trail

2.5 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

Lake Apopka Loop Trail

14.6 mi
State: FL
Asphalt, Crushed Stone

Lake Jackson Trail

10.5 mi
State: FL
Concrete

Lake Wales Trailway

2.3 mi
State: FL
Asphalt

Marine Parkway Multi-Use Path

0.4 mi
State: FL
Asphalt

North Bay Trail

6.3 mi
State: FL
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
Accordion

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 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
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
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 2.5 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 into Pasco County with the opening of a 5-mile section in July...
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 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
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
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
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
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
Accordion
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 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

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Trails by activity

Recent Trail Reviews

Duke Energy Trail

Duke Energy signage.

February, 2019 by popkoar

Be aware that some signage on the Weam Wilson trail refers to this trail as the ' Duke ' energy trail.

Ream Wilson Clearwater Trail

Ream Wilson signage.

February, 2019 by popkoar

Enjoyed the trail. The ' you are here ' signage is much appreciated. However, some of them and the steet sign at the Philies camp indicate 'Progressive ' energy trail versus 'Duke ' energy trail. Which is correct I don't know, just some FYI that they're the same.

Shingle Creek Regional Trail (FL)

Ample Parking @ Osceola Welcome Center (across the street)

February, 2019 by luisalberto_25

Kissimmee is doing a great job with this Trail!. I enjoyed the connection ride from Shingle Creek to Kissimmee Loop Trail That BRIDGE OVER John Young Parkway is a MUST, very pretty and a fun ride. Plenty of places for pictures, and selfies. Loved the ride alongside the creek. I will submit pics as soon as I download them. Can’t wait to see more connections added to this project. Tip: get there during the earlier part of the day. The roadway to get there is busy with traffic.

Accordion

Upper Tampa Bay Trail

I do all my running here

February, 2019 by jglennfl

Over the years, I have run over 10,000 miles on this trail so I am pretty familiar with it. I am a marathon runner and do almost all of my training here. Every day brings something different in the way of wildlife to see, depending on time of the year, time of the day, weather and luck. You will very often see alligators, turtles, vultures, peacocks, and numerous other types of birds. I have also seen deer, armadillos, raccoons, snakes, hawks, osprey, bald eagles, fox and even a bobcat once. Occasionally you'll even hear a lion roar, as part of the trail runs parallel to the border of Big Cat Rescue. This trail is a treasure for residents and visitors alike. Unfortunately, in recent years there has been a push to develop more and more of the land surrounding the trail. But with the well-placed water stops and restrooms, it remains a great place for a run, a bike ride, or just a quiet walk through some of the beautiful terrain of Florida.

West Orange Trail

Beautiful trail through a picturesque town

February, 2019 by byhazleton

We started our ride at the Killarney Station. There are rest rooms there as well as a place to rent bikes. We rode to Winter Park, which is about 5 miles, where we stopped at Crooked Can Brewery. There are many eateries there too. We continued our ride another 4 miles before heading back and enjoyed the varied scenery. Although the paths are paved and wide and primarily flat, there are a number of rolling hills that added to our workout. As we finished our 18-mile ride, this seemed more evident.

Shingle Creek Regional Trail (FL)

Nice trail with varied scenery

February, 2019 by byhazleton

We rode the trail in early February and were pleasantly surprised. We got a few extra miles by riding from our house to the Shingle Creek Regional Park - Steffee Landing. That would be a good starting point if you are driving. There is a tunnel that passes under Route 192. The trail is asphalt most of the way and is relatively flat and the trail is wide. The loop around Pioneer Village is packed dirt and is well maintained. There are many spurs around on this trail, each one offering something worth seeing.

West Orange Trail

Fun!

January, 2019 by busybright

We rented our bikes at Killarney station and rode past Winter Garden. The trail was in good shape. We wound through neighborhoods lined with Live Oaks and Sycamores. The weather was perfect and the trail is mostly shaded and protected from strong winds. We rode on a Wednesday so it wasn’t too crowded. Highlights were the cute towns of Tildenville, Oakland and Winter Garden. Can’t wait to ride it again!

Fred Marquis Pinellas Trail

good easy ride with lots of intersections

January, 2019 by paddlelady

The section we did was from Largo to Causeway Blvd and was easy with changing scenery. The disappointment was the many many intersections. We finally realized most of the drivers do slow down so we were able to cross quicker with less up and down effort. The highlight was Duniden. This trail town earned its name we had lunch here on the way back followed by a visit to a chocolate shop. Can’t get much better. Overall, this trail was a bit too urban for us.

Fred Marquis Pinellas Trail

Consider skaters

January, 2019 by dragonflyby4

This is a great lengthy trail. I have gone from head to head (more than once) and skate portions in between quite often. I want to love this trail but I can say that skaters were not considered with the surfaces and the upkeep. I have a roller derby team and we actual have an adopted mile on this trail and I often take the team out for trail skates, but I will say most of the members could not manage the rough surface that makes up most of the trail. Curious on how to get more involved with the trail to better help engineers consider all athletes.

West Orange Trail

A little bit of everything

January, 2019 by rwest1

Pros: easy access, clean, well-maintained and numerous restroom/pit stop/playground areas, Winter Garden (cool town with lots of energy), varied scenery (neighborhoods, town, golf course, highway frontage section, ball fields), great for families, excellent trail markings (if you got into trouble or have a mechanical, it is very easy to tell someone where you are).

Cons: if you’re a serious cyclists there are too many slow sections (through town) and intersections to post a solid effort, two sketchy areas where it wouldn’t be wise to get off your bike, crowded in parts (not dangerously though-folks we passed were respectful and moved to the right), the northeast end of the trail was not well marked and we couldn’t figure out if we were lost or the trail had ended.

General James A. Van Fleet State Trail

Pleasant Surprise

January, 2019 by rwest1

We are avid cyclists and have thoroughly enjoyed this trail two times in the past year. The trail is well-maintained and we saw park patrol out and about during both of our trips. If you’re looking for a solid workout this trail is perfect. Minimal traffic, only a few intersections to cross and flat as a pancake. There are restrooms at both ends of the trail and at least one in the mid-point of the trail. Water fountains are sparse so make sure you’re carrying nutrition and plenty of water.

Shingle Creek Regional Trail (FL)

Now open from Tapestry to 192 - January 2019

January, 2019 by ctamplin

They have opened the section that joins the two pieces shown on the map. Thus one can join the trail at the Tapestry development off Dyer Blvd and go all the way to Kissimmee Lakefront or to Pioneer Village. Great addition. Looking forward to them finishing off the northern section up to Osceola Parkway next as they acquired the easement rights in 2018.

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