Find the top rated horseback riding trails in Winter Haven, 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.
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...
The General James A. Van Fleet State Trail runs 29 miles through some of Florida's most scenic rural landscape. If you are looking to immerse yourself in wetlands and wildlife, it will not disappoint;...
Connecting small communities and suburban neighborhoods, the 22-mile West Orange Trail is one of Florida's most popular rail-trails, thanks to its reputation and proximity to metro Orlando. Fifteen...
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...
The Lake Apopka Loop Trail is nearly 15-miles. There’s an abundance of nature as well as some background history regarding the lake. Spanning across former farmland along the north shore, Florida’s...
Connecting small communities and suburban neighborhoods, the 22-mile West Orange Trail is one of Florida's most popular rail-trails, thanks to its reputation and proximity to metro Orlando. Fifteen...
The General James A. Van Fleet State Trail runs 29 miles through some of Florida's most scenic rural landscape. If you are looking to immerse yourself in wetlands and wildlife, it will not disappoint;...
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...
The General James A. Van Fleet State Trail runs 29 miles through some of Florida's most scenic rural landscape. If you are looking to immerse yourself in wetlands and wildlife, it will not disappoint;...
The Lake Apopka Loop Trail is nearly 15-miles. There’s an abundance of nature as well as some background history regarding the lake. Spanning across former farmland along the north shore, Florida’s...
Connecting small communities and suburban neighborhoods, the 22-mile West Orange Trail is one of Florida's most popular rail-trails, thanks to its reputation and proximity to metro Orlando. Fifteen...
I just rode this trail for the first time, and I have nothing but good things to say about it. In short, the ride is very scenic with a few challenging hills along the way. It's a nice alternative to the typically flat trails that I've ridden elsewhere in the state. The hills are really not that difficult assuming you have gearing. I wouldn't recommend this trail for single speed bikes though. There are a few major road crossings that you have to negotiate along the way, and I can see where pedestrians could be a hindrance while riding around the lake depending on the day of the week, but these are minor issues. I started my ride at Killarney Station at the east end of the trail which is a great place to begin. On the return trip, if you have the energy, you can continue past this point onto the West Orange Trail and ride a few more miles through Oakland into the heart of Winter Gardens (recommended). I assume at some point in time the west end of this trail will be extended beyond its abrupt ending since it will eventually be part of the Florida Coast-to-Coast Trail that will stretch across the state. I've ridden the Withlacoochee State Trail and the Pinellas Trail, and they are both great trails, but all things considered I found this trail to be a better biking experience.
It was a beautiful ride however several sections are in need of repairs
As a long time user of the Withlacoochee State Trail I noticed the pavement over the past 10 years has been neglected. The paved surface is extremely bumpy and somewhat dangerous especially at the north end of the Trail. Passing other riders is dangerous because you never know when an edge pothole is going to take you out as you pass. In addition, it seems riders on this trail like to spread out making passing with available pavement dangerous. What ever happened to the rule "keep right". I would go somewhere else to ride.
Ive read some of the other reviews and as for me?...Orlando and Orange County are doing great with getting trails in place. Seminole County should learn from them. This trail is pretty awesome if you live nearby you can jump on and off and get just about anything you want if you know the area. If you just visiting stay in Baldwin Park and enjoy all they have to offer.
This is a trail that I ride 2-3 times a week. A lot of times we will park on the south end at a Pizza Hut off of Rt 60 just a little west of the trail. It makes for a nice place to have lunch after our ride. The trail is nice, but is getting some rough areas that need to be repaired. There is a bike store on the west side of 98 that has a Saturday morning group ride at 7:30 that uses the trail, so, sometimes a bit of congestion. A lot of nature along the way, especially if you have an off-road bike, you can take a 1/2 mile paved spur that leads to the Circle B Bar Preserve. Beware, there are alligators in THEIR natural habitat.
Drove over an hour to do trail - and it’s closed!
This trail is very peaceful and easy to walk. Mile markers every half mile (though some are obliterated), potable water on both ends of the trail, and a bathroom on the south end. I recommend bringing a cap, sunscreen, sunglasses, bug spray, and a water bottle; you will need them. It takes me about five hours to walk the whole thing, round trip. The only fly in the ointment is that there's a lot of really trashy yards near the trail - mostly old cars and buses that have been sitting and rusting for a long time. I even saw a few cars from the 1950s that have apparently been rotting for decades! That's made up for by the beautiful scenery.
In a nutshell: I recommend this trail for a beginner. It's in a straight line. so you can't get lost, and it's close to civilization besides. It's a good way to see rural Florida, but close enough to civilization so that bears and crocodiles are not a problem.
I share the same sentiment of many reviews made already. I will take partial credit for not reading the description of the trail in full detail. I had no idea that the trail disconnects in many places and expands through heavy traffic. I also drove an hour to get to this trail, looking forward to 22.8 miles one way as opposed to 22.8 round trip. Very disappointing.
First bike trail I’ve ridden since moving to Florida. I really enjoyed this one. Goes past the Kissimmee Historic Society, & it’s a very scenic ride.
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