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 415 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

Courtney Campbell Trail

Closed for now.

December, 2024 by munecks

Please notify when is open again. Thank you

South Lake (Lake Minneola Scenic Trail)

Closed Section

November, 2024 by mattmortefolio

As of 11/24, there was a roughly a1000 foot section of the trail adjacent to the lake that is still closed due to past hurricane flooding. You will have to go on the road to get around it. No longer flooded, just covered with debris which will hopefully be cleaned up soon.

Good Neighbor Trail

one of my favorites in Florida

November, 2024 by brookeypav

I’ve done this trail three times now on different skates. It’s on of my favorite trails on the Coast to Coast Trail & also just in general in Central Florida. It’s smooth. It’s beautiful and peaceful. Never too crowded. Currently open and only a small wet spot but manageable for skaters of quads and in-lines.

Accordion

Fort Fraser Trail

No parking at Trailheads

November, 2024 by cindypearson2020

We were surprised to find no designated parking at either trailhead ends. We did discover a nice area at the Polk State College trailhead in Lakeland with picnic table. The trail was nicely paved except for a couple spots. Not very scenic but a decent ride.

Courtney Campbell Trail

It's no good closed.

October, 2024 by catnim2615

It's no good closed.

Good Neighbor Trail

Trail is open thru Brooksville

October, 2024 by sprinkhaan_1

The Good Neighbor Trail was completed thru Brooksville several months ago. It passes thru Tom Varn park (water, restrooms, shelter) and connects to the SR 50 trail going to Weeki Wachee. SR 50 trail also connects to the Suncoast Trail. It has opened up many possibilities for long rides. For example you could start at Blue Run park in Dunellon (Marion County) and ride south 80+ miles, one-way, connecting to the Withlacooche, Good Neighbor, SR 50, Suncoast and Upper Tampa Bay trails, all the way into northern Hillsborough County.

Flatwoods Park Trail

Another really good paved trail

September, 2024 by stevecycles200

The only reason this isn't five stars, is some areas are bumpy. It is close to needing a resurfacing. Excellent shelters that are well spaced with water, real bathrooms, two parking lots, and entrances from opposite ends.

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

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.

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.