Looking for the best trails around Winter Haven?

Explore the best rated trails in Winter Haven, FL, whether you're looking for an easy walking trail or a bike trail like the Withlacoochee State Trail and South Lake (Lake Minneola Scenic Trail) . With more than 43 trails covering 418 miles you're bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.

Recent Trail Reviews

Old Fort King Trail

Only 2 miles is paved.

September, 2024 by catnim2615

Only 2 miles is paved.

Withlacoochee State Trail

Trail is closed at the moment

September, 2024 by adamdb3600

Trail closed, drove to get here and found out with signs up at all the crossings in our area.

https://www.floridastateparks.org/parks-and-trails/withlacoochee-state-trail

Courtney Campbell Trail

Great views, mostly flat, minimal shade

September, 2024 by ebonysharie

A good trail for me as a beginner. There are benches scattered throughout to take breaks, but not much shade

Accordion

West Orange Trail

Courtesy

September, 2024 by lahlonvance

I’ve ridden this trail several times. The trail itself is awesome. Not too many busy crossings lots of shade. I really like riding this trail. The one thing that takes away from the experiences too many bike riders who are very rude riding for too fast for this trail, walkers, people, walking, dogs, pushing strollers, etc., also passing in spots where they shouldn’t be running stop signs it’s getting to be where it’s almost dangerous

Lake Apopka Loop Trail

Reptiles & Birds

August, 2024 by jallen1804

Bumpy ride, & snakes, alligators, egrets, herons, & hawks. A nice afternoon ride.

West Orange Trail

The trail is great but...

August, 2024 by webmail1

It's getting so dangerous with all of the electric mopeds I'm afraid to ride or walk on it.

Flatwoods Park Trail

I ran this today. It is a great trail. It's impossible to get lost. There is mile markers every half mile. This is important because you loose the internet. The park ranger was very helpful, and friendly. I have to say this is a favorite now.¿

August, 2024 by catnim2615

I ran this today. It is a great trail. It's impossible to get lost. There is mile markers every half mile. This is important because you loose the internet. The park ranger was very helpful, and friendly. I have to say this is a favorite now.¿

Suncoast Trail

such an amazing trail with full of nice people

August, 2024 by abubeji5

I recommend every cyclist and runner … to check out this trail. It’s just amazing.

General James A. Van Fleet State Trail

great trail

August, 2024 by loryad123

This is a great trail, beautiful shade. We saw deer, otter, a rat snake, and a pigmy rattlesnake. We love nature and if you don’t bother it, it won’t bother you. Lots of places to sit, as well as overview spots. Flat for most of the trail that we did. I recommend it highly

Flatwoods Park Trail

best skate trail

July, 2024 by brookeypav

Probably the best trail for in-line or quad skating in the state. Easy to get speed and fun to loop around. Also I have seen lots of wildlife on the trail from deer to hogs. Always a pleasure coming out here.

Cady Way Trail

For rollerbladers!

July, 2024 by bkmurphy

I am an average rollerblader and I very much enjoyed this trail. I gave 4 stars because there are a lot of road crossings, rumble strips and a bit of debris that you have to be careful of. Get there early though because there isn’t much shade and you will be directly under the sun as early as 8 AM. Otherwise, highly recommended for rollerbladers!

Courtney Campbell Trail

Courtney CampBell trail

June, 2024 by tiffanyblack5

This was our first time and we came on Fathers Day Sunday and arrived around 12pm and parked at Ben T Walton beach I think it was called and it was perfect spot to unload our e-bikes and ride. Parking was $7 for 4 hrs but we were done in 2 but it was really nice and the breeze off the water kept us cool! We were gonna hit the beach after but we needed to get home but u def could have done both! Also we loved it because there was hardly anyone on it :)

Find Nearby City trails

Accordion

Register for free!

Register for free with TrailLink today!

We're a non-profit all about helping you enjoy the outdoors
  • View over 40,000 miles of trail maps
  • Share your trail photos
  • Save your own favorite trails
  • Learn about new trails near you
  • Leave reviews for trails
  • Add new and edit existing trails

Get the Free TrailLink App

The trail is always better with TrailLink

Scan the QR code to get TrailLink on your phone

Explore by City

Explore by City

Explore by Activity

Explore by Activity

Log in to your account to:

  • View trail paths on the map
  • Save trails to your account
  • Add trails, edit descriptions
  • Share photos
  • Add reviews

Log in with Google

Log in with Apple

OR

Register for free!

Join TrailLink (a non-profit) to view more than 40,000 miles of trail maps and more!

Register with Google

Register with Apple

OR

Your account has been deleted.