Holiday, FL Horseback Riding Trails and Maps

374 Reviews

Looking for the best Horseback Riding trails around Holiday?

Find the top rated horseback riding trails in Holiday, whether you're looking for an easy short horseback riding trail or a long horseback riding trail, you'll find what you're looking for. Click on a horseback riding trail below to find trail descriptions, trail maps, photos, and reviews.

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Activities
Length
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Type
3 Results
Activities
Length
Surfaces
Type

Old Fort King Trail

6.7 mi
State: FL
Asphalt, Dirt, Grass

Starkey Wilderness Park Paved Trail

5.8 mi
State: FL
Asphalt

Withlacoochee State Trail

46 mi
State: FL
Asphalt, Boardwalk, Concrete
Trail Image Trail Name States Length Surface Rating
The Old Fort King Trail is 6.7 miles long. 2.2 miles is paved/asphalt and the remaining main part of the trail is off-road/unimproved, consisting of dirt and grass. The trail runs from just south of...
FL 6.7 mi Asphalt, Dirt, Grass
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
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

Withlacoochee State Trail

FL - 46 miles

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...

Old Fort King Trail

FL - 6.7 miles

The Old Fort King Trail is 6.7 miles long. 2.2 miles is paved/asphalt and the remaining main part of the trail is off-road/unimproved, consisting of dirt and grass. The trail runs from just south of...

Starkey Wilderness Park Paved Trail

FL - 5.8 miles

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...

Starkey Wilderness Park Paved Trail

FL - 5.8 miles

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...

Withlacoochee State Trail

FL - 46 miles

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...

Old Fort King Trail

FL - 6.7 miles

The Old Fort King Trail is 6.7 miles long. 2.2 miles is paved/asphalt and the remaining main part of the trail is off-road/unimproved, consisting of dirt and grass. The trail runs from just south of...

Starkey Wilderness Park Paved Trail

FL - 5.8 miles

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...

Old Fort King Trail

FL - 6.7 miles

The Old Fort King Trail is 6.7 miles long. 2.2 miles is paved/asphalt and the remaining main part of the trail is off-road/unimproved, consisting of dirt and grass. The trail runs from just south of...

Withlacoochee State Trail

FL - 46 miles

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...

Recent Trail Reviews

Fred Marquis Pinellas Trail

Cycling fun!!

June, 2019 by ajmoody76

Great urban trail! Smooth surface. No standing water after a rain. I explored the southern end from St. Pete to Clearwater. Wonderful pedestrian bridges over the major roadways made it easy to stay moving. However, the trail crosses quite a bit of traffic in and around Clearwater. Watch out for yourselves! Florida has the highest percentage of cycling deaths, per capita, in the US. I hope to further explore the trail in the future!

Ream Wilson Clearwater Trail

hills!

May, 2019 by asharock3333

Only trail with hills in pinellas

Courtney Campbell Trail

A long waterfront ride

March, 2019 by jduffy3124

Well maintained and well used trail. Great for watching fishing birds, dolphin, and other wildlife. We didn't have time to go further into Clearwater to see if it connects to the Pinellis Trail as cited in other descriptions. It definitely gives access to the paths on S. Bayshore Blvd. and the Clearwater East- West Trail for additional mileage. There is some parking at the mid point but we parked at Skyway Park on the east side and had easy access to the trail. There are a couple of nice restaurants with bay side views to celebrate your ride at. Probably Florida's 2nd longest waterside ride after Florida Keys Overseas Heritage Trail.

Accordion

Good Neighbor Trail

2/3s very smooth

March, 2019 by timbee205

Nice ride, almost straight & flat. The western part near Brooksville is somewhat rough & bumpy--probably been around longer than the newer more easterly section which is very smooth. The connection to the Withlacoochee makes it worth doing especially since it's pretty short. Great start in connecting these trails as in other states such as MN, IA, WI.

Fort Desoto Island Park Trail

biking

March, 2019 by sinbad 69

Went on a great bike ride today she enjoyed herself and soda die

Fred Marquis Pinellas Trail

Wonderful fun filled rides

March, 2019 by purejoyriding

The past two Novembers my wife and I have joined our best friends at their condo in Dunedin, what an enchanting town, and ridden this trail out of Dunedin both North and South. The trail does have numerous road crossings but bikers are given special consideration and expected by drivers. The trail offers a variety of settings and places to sight see, eat, and just relax. We recommend the Boxcar in Dunedin for a snack, Home Plate On The Trail in Dunedin for a meal, or if you travel to Tarpon Springs the trail runs right by Toulah's restaurant so stop, park your bike and enjoy. We highly recommend this trail.

Fort Desoto Island Park Trail

A roll in the park

March, 2019 by NormR

This was a nice Saturday afternoon ride. We started in front of the park headquarters and ended up riding both directions and a little the second time around to get 14 miles. It was easy going for casual riders, but the walkers and 4-wheeled pedal cars would make it frustrating for any speedsters. We appreciated the convenient restrooms. Although we did not visit them, an historic fort, piers, and beaches were all a stone’s throw from the trail.

Flatwoods Park Trail

Around and back

March, 2019 by NormR

This loop trail is a great ride and allows for viewing natural surroundings. My wife and I started at the park headquarters where we paid our $2 parking fee and used the restrooms. The loop is plenty wide enough to accommodate slower, casual riders such as our selves while allowing more serious riders (and skaters) to pass. We took the 2 mile extension to the other park entrance where more facilities and refreshment is available. The main path was under water, but a foot bridge has been constructed to get over it.
If one were to ride this repeatedly, it might get a little boring I suspect. But for a couple of northerners escaping the cold, it was a little taste of heaven.
Just up the road from the park is the development of Cross Creek with lots of good places to eat.

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.

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.

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.

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