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 Orlando Southeast Trail . With more than 43 trails covering 407 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

Seminole Wekiva Trail

Too much traffic!

February, 2024 by gjprutgers1978

I started this trail at the southern entrance. I got less than 3 miles into my bike ride and turned around. Too many intersections with heavy traffic. Perhaps this trail is better towards the northern end.

Good Neighbor Trail

2/26/23 trail closed BUT…

February, 2024 by crckco

Parked at historic train station. Headed east and after a mile or so found the trail is closed by Duke Energy to update electrical poles. Back to the truck, reloaded our bikes and headed to Mondon Hill Road and parked the truck. Took off for Withlacoochee Trail. On the return ride we spotted a fox squirrel, a hawk having dinner, and a free range chicken. Nice ride!

Orlando Southeast Trail

Great Ride during the Holidays

February, 2024 by jallen1804

I ride this area at least twice a week. The trails are wide & the scenery is pretty good. It is great place to ride at night if you enjoy that. The neighborhood is always well decorated at Christmas.

Accordion

Hancock Trail

Hill work

February, 2024 by vbellatplay

On our visit to Florida and first time in the saddle in six months we opted for a short day, about 20 miles. We parked at the Copper library which was convenient and had nice bathrooms and water. There are new developments and a shopping complex since the details to this trail were written. At about mile 5 there is a Publix, Starbucks and a few more retail stores. There were a lot of roads to cross and hills to climb. We opted for a 6 mile round trip down the intersecting Lake Shore trail to Minneola Lake. That was a nice, scenic section. Overall a good day to start our season.

General James A. Van Fleet State Trail

Great Trail

February, 2024 by pdreger

Rode on a cold day but still saw otters and deer. Be careful because Google maps will take you the wrong way. The northern most part of the trail is in Mabel FL off Highway 50. The access road to this point is horrible but short.

Withlacoochee State Trail

e-bike

February, 2024 by moniquebangs

Had an excellent ride today. Nice trail, wide bike paths. Lots of bathrooms and picnic tables. Will go back.

Withlacoochee State Trail

Great Trail

February, 2024 by suesettle08

We rode twice on this trail on Feb. 2-3 starting at the Central Motel in Inverness, FL. It is a very, very nice trail. We did 10 miles south from our motel and then rode from the motel north to the South Citrus Springs Trailhead, 26 miles round trip. Very busy on a beautiful Saturday morning with an even mix of recumbants, e-bikes and bikes - very few kids riding. When we go back to Florida next year, this trail and this motel are on the agenda again.

Tampa Riverwalk

good for walking

February, 2024 by britrosie

Tampa Riverwalk is okay for walking, but anything else wouldn’t work out quite well. I scootered there and it was kinda hard with so many people walking around. It’s a high traffic area.

Seminole Wekiva Trail

Mileage

January, 2024 by sprinkhaan_1

The Seminole Wekiva has been extended a few times in recent years so you can find all sorts of claims about what the length is ... anywhere from 14 to 26 miles. I wanted to find out for myself, so I rode the entire length of the trail yesterday (1/26/24), noting my cyclometer mileage at various points, and compared that to the trail markers and what's listed on TrailLink.
I found that my cyclometer and the trail markers pretty closely matched each other. From MM 0 in Altamonte Springs (a little less than .1 of a mile north of SR 414) to the last marker on Longwood Markham Rd (17.75 miles), I believe the posted mileage is accurate. The Seminole Wekiva trail continues from the MM 17.75 marker onto the side path of SR 46, up to the Wekiva River and the Seminole/Lake county line, an additional .9 mile. My total mileage for the Seminole Wekiva trail was 18.7 miles, which is far short of the 26.5 miles listed in TrailLink. I think the 26.5 is including other trails which connect to the Seminole Wekiva as part of the total mileage. Beyond the Wekiva River the path is uninterrupted, but it is a different trail - the Wekiva Trail which is maintained by Lake County. I normally park at Neighborhood Lakes trailhead, which is off the Wekiva Trail about 6 miles west of the river. Similar situation on the south end of the Seminole Wekiva. Beyond MM 0 there is a wide sidewalk following SR 414 to US 441, about .7 mile. This is in Orange county and is supposed to be part of the West Orange Trail in the future, but I wouldn't consider it to be part of the Seminole Wekiva.
I usually don't ride the trail south of the San Sebastian trailhead because the crossings at 436/Laurel St. and 434/Orange Ave. are such a pain. Seminole county wants to build tunnels at both crossings which will help out a lot.
Overall, a nice trail with great connections to other trails!

Lake Jackson Trail

Glorified Sidewalk Trail

January, 2024 by brookeypav

This trail is a sidewalk around the island. It’s really about 10.3 miles according to my tracking. It’s scenic at points but also cuts through neighborhoods which is fine but eh. Super easy to do on in-line skates. Probably wouldn’t do it again

Fort Fraser Trail

Very Nice Urban Bicycle Trail - Well Worth a Ride!

January, 2024 by jay1958

This is a very nice urban bicycle trail. The riding surface when we rode in January 2024 was excellent. We included the short spur trail, about 7/10 of a mile - following the sign for same - that is fairly close to the trail end on the Lakeland side, and about 85% of the way to the end from the Bartow side.

This was a fun ride, great riding surface and very well maintained. Thank you, local governments and Florida state government for providing this trail! The reason we gave it four stars instead of five is only because, as an urban trail, there are quite a few road crossings as well as a fairly busy highway in clear view of the trail for 70% to 80% of its length. The GOOD NEWS is that is usually about 30-40 feet or more of buffer (grass) between the bicycle trail and the highway.

Suncoast Trail

Suncoast cruise

January, 2024 by sandymo

As others have said, much of the trail is adjacent to the main highway. That said, it’s a great trail and is perfect for getting in some miles. It’s not the most scenic and there are no facilities, but for making time and logging miles, it can’t be beat.

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Accordion

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