Find the top rated hiking trails in Winter Haven, whether you're looking for an easy short hiking trail or a long hiking trail, you'll find what you're looking for. Click on a hiking trail below to find trail descriptions, trail maps, photos, and reviews.
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Stayed in Inverness to do a benefit ride on this trail. When I arrived I took the north route which was about 33 miles both ways. Awesome scenery and lots of tree covering over the trail. On the second day I took the south part which was almost 50 miles both ways. Once again it was a great ride. I stayed at the Central Motel which is right on the trail about 1 1/2 miles from downtown Inverness. Would like to do this trail again and will probably do the fund raiser again next year.
I would start in Floral City and head towards Gulf junction trailhead. Great scenery and places to stop. 44 miles there and back!
It sure was a cool ride—peaceful, scenic, and the perfect way to disconnect from the outside noise and reconnect with what really matters. ¿¿¿¿¿¿¿
This trail would be amazing if Pasco County had budgeted to make parking areas at the major road crossings. This includes Ridge Rd., Shady Hills Rd. and Countyline Rd. If you want to park at the trail, you have to drive to SR 54 or to Hernando County. Or you can get ticketed by Pasco County Sheriff's Office for parking under the overpass at Shady Hills Rd. For such a nice trail, it is almost completely inaccessible to Pasco County residents.
Beautiful scenery, peaceful vibes, and miles of nature to explore. Sometimes the best adventures are right here in our own backyard! ¿¿¿A Must Do!!!
Nice long trail with wildlife and lots of shady canopy cover which is great in the summer. Saw an otter, tortoise, armadillo and many owls. Great time!
I have done this trail several times now I once did it at midnight and I could honestly say I never felt threatened. The reason why I only do 3 star is because half of this trail you are literally next to traffic. Also if you don’t have the map on your phone you will definitely get lost they need to keep up with the maintenance of signs.
I did this ride with some friends when we parked in downtown Winter Park and rode over to meet up with the West Orange Trail. After a few miles, on side roads, it took to the Lake Apopka Loop Trail. It was a lot of fun. We saw gators, birds, and lots of other wildlife. I highly recommend sunscreen and making sure that you have plenty of water on a hot sunny day.
This is a nice trail for a quick ride, but nothing particularly special. It is well maintained with several parking areas along the trail. The easiest to access are the ones near USF at the northern trailhead and the other just south of Clubhouse Dr.
Started at the Sargent park. Paved trail on a Saturday 8:30 morning was perfect. Paved part was 2.5 miles then you cross over on the 301 which has a nice crossing. Rest of the trail is gravel and dirt. Had no problem since it was dry. Definitely don’t go if wet, it’ll be too soggy. Beautiful surroundings. Knocked off a star because we couldn’t complete the trail due to a down tree. In total we did 10.5 miles. Since we started early we had shall the way.
Parked at Flatwoods Park where there’s restrooms and good amount of spaces. $2 to park. Paved road all the way around the loop and beyond. Several huts with giant water coolers. So nice on a hot day. Lots of folks riding, walking, skating. Everyone was respectful. Beautiful day. You get some shade from the trees but mostly open. On a hot day it’s best to go early.
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