Winter Garden, FL Cross Country Skiing Trails and Maps

791 Reviews

Looking for the best Cross Country Skiing trails around Winter Garden?

Find the top rated cross country skiing trails in Winter Garden, whether you're looking for an easy short cross country skiing trail or a long cross country skiing trail, you'll find what you're looking for. Click on a cross country skiing trail below to find trail descriptions, trail maps, photos, and reviews.

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Recent Trail Reviews

East Central Regional Rail Trail

GREAT TRAIL!

April, 2021 by bigdon911

Rode the trail again but took the 47 mile route for my 1st CENTURY ride, just wish I could have gotten three more miles on that side for the full 50. The new addition to trail is nearly done but is accessible, just be aware of the incomplete curbs! Trail is mostly shaded until you get to Sanford’s Coast line which is beautiful¿. Came into close encounters with two baby bobcats at mile 92 as the sun began to set. Let’s say the adrenaline kicked in very quick. Warning there are three overpass so if you ride entire trail save some energy but you can skip the over pass and pass underneath for wimps only! SAFE TRAVELS!¿¿¿¿

Kissimmee Trail Loop

stay away

April, 2021 by cponzo

This is more like an alley between what are not nice areas.. felt unsafe. Plus the pavement is in bad shape

General James A. Van Fleet State Trail

Decent trail with lots of space to let it unwind

March, 2021 by timmyb1957

Went here for the first time in March of 2021. I can only talk about the first 12.5 miles going north from the Polk City trailhead.

Overall, the trail itself is in decent shape. It is a bit bumpy from tree roots (only occasionally) and also has some big dips where the ground has settled under the trail. Most of this is in the first few miles.

The trail was relatively well-maintained. No real issues as far as big potholes or trees encroaching.

The first crossing is about 3 miles in and it is a very desolate road, so you can ride for a good ways without stop-and-go. The second one in at about 5 miles needs your full attention. A very fast moving, busy two-lane highway with no flashers to alert motorists that you are crossing.

There are no restrooms at the trailhead, so if you need one before your ride, you're better off to stop at the convenience store before you get there.

Overall, we'd go back but we'll go to the next trailhead up so we can see a different part of the trail.

Accordion

South Lake and Lake Minneola Scenic Trail

outstanding best in central Florida

March, 2021 by liongolf

We road the Clermont to Winter Garden part of the trail. It is one of the most scenic and nicest trails we road in central Florida. Highly recommend it. Start in Clermont, have lunch at the brewery building on the west of Winter Garden and return to Clermont. About 13 miles one way.

General James A. Van Fleet State Trail

Straight as an Arrow

March, 2021 by bretthburkey

This trail is ideal for race training. If you’re looking to put your head down and pound it for 3-4 hours, then this is your place. If you’re looking for some hills and turns, or if you want sights there are better choices. This is very remote with no water options. Bring your own. We’ll go again but I like the Withalacoochee and Marjorie Carr Trails more.

West Orange Trail

Do it!

March, 2021 by ctpappas1

This trail lives up to the hype...Winter Garden is top notch with all types of shops and restaurants...we’ll definitely do this again!

Withlacoochee State Trail

Great trail!

March, 2021 by cathyham

Nicely maintained, smooth trail through the wilderness area. We started out on the Good neighbor trail and the road north from there on Withlacoochee. Did 35 miles RT Total. Lots of shade and some nice benches or picnic tables. Yes, plan on drinking your own water, so pack accordingly.

Orlando Southeast Trail

Spacious Trails throughout lovely master planned communities and quaint downtown Lake Nona.Even connections that are not a part of the trail are fairly wide and an enjoyable ride.

February, 2021 by msportgina

Spacious Trails throughout lovely master planned communities and quaint downtown Lake Nona.Even connections that are not a part of the trail are fairly wide and an enjoyable ride.

General James A. Van Fleet State Trail

Watch out for gator crossings

February, 2021 by dmr1940

Awesome, flat, straight trail (NO stops for roads/traffic). We saw lots of wildlife including turtles, snakes & a huge gator.

West Orange Trail

Beautiful ride!

February, 2021 by david.weil.771

The trail winds around beautiful woods and a golf course with minimal exposure to traffic.

South Lake and Lake Minneola Scenic Trail

Gorgeous Trail - Inconsiderate & Unsafe Trail Users

February, 2021 by mkingsings_tl

The trail was fabulous, paved and winding along Lake Minneola. I would love to give our experience 5 stars, but several trail users made this impossible. We had been looking forward to biking this trail on our cruisers and traveled over an hour from Seminole County. We came on a Wednesday afternoon.

The posted speed limit on the trail is 15 mph and those directions are to also use the right side of the path.

Most of the bicyclists were riding touring bikes and exceeding the speed by a considerable amount. In addition, only two out of the more than 40 touring cyclists alerted us when they passed us. Because we didn't hear them coming, a collision nearly resulted in one case. We noticed that several pedestrians and a couple of other bicyclists were also startled at different times by these cyclists with some riding at speeds we've seen when they ride along the highway.

Another issue was people walking in groups spread across the entire path. I was nearly involved in a head-on collision with three cyclists because A walker who was spread across to the far left side of the trail did not yield despite my calling out 3 times "ON YOUR LEFT!" I had no where to go but into a pole or a park bench until she finally moved to her right. At that point I was able to see the other cyclists feet away who were only able to pass just inches from me. It could have been a big mess of bikes AND pedestrians.

Earlier we heard a jogger telling other groups to "break up" due to the same situation. No one walking seemed to hear him either.

I'd like to think that people just aren't thinking about how their use of the trail affects others. I really don't like to believe people are selfish and inconsiderate. Regardless of intent, however, there were at least three incidences that we personally witnessed or were involved in during our one and half ride in which we or others could have been hurt pretty badly.

In the interest of public safety it seems that the trail should be monitored, warnings given to abusers and fines imposed if they choose to continue to behave without concern for others.





Neptune Road Recreational Pathway

Sidewalk on a busy road

February, 2021 by david.weil.771

Not a fun ride. Not sure how this is in the rails to trails guide, it would be fine if you needed to commute to work. All you hear is traffic and not much to see; trail is a little quieter once you get to the school. A lot of the pavement has roots, asphalt is in need of repair and there are poor transitions to the streets. Caution on the crosswalk as some cars ignore the crosswalk signal even while the lights are flashing. Lots of better trails to choose from in FL

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