Looking for the best trails around Leesburg?

Explore the best rated trails in Leesburg, FL. Whether you're looking for an easy walking trail or a bike trail like the Cross Volusia Trail and Neighborhood Lakes Scenic Trail. With more than 50 trails covering 476 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

Withlacoochee State Trail

In three sections we completed this long trail, outstanding all through with side trips on connecting trails made for some longer rides. Many parts are tree shaded.

May, 2023 by chris.reis.5815

In three sections we completed this long trail, outstanding all through with side trips on connecting trails made for some longer rides. Many parts are tree shaded.

Withlacoochee State Trail

Beautiful route

May, 2023 by froggo55

The scenery is really good. We completed the ride just before noon and the trail was still very shaded. The pavement is very smooth, making for a very pleasant bike ride.

West Orange Trail

Lake Louisa state park to Winter Gardens

April, 2023 by rdavies

We stayed at a cabin in Lake Louisa State Park and drove to the winter Gardens trail head on plant Street. Although it was 30 minutes with traffic, we like the vibe of staying in the cabins when we’re biking. Plant Street is perfect because you can get your coffee at Foxtails before you leave, and get your beer at the Crooked can when you get back. We rode to the lake Minneola Trail in Claremont and back. Perfect day.

Accordion

Marjorie Harris Carr Cross Florida Greenway (Santos Trailhead to CR 200)

silver Lakes State Park to Santos trailhead

April, 2023 by rdavies

Stayed in one of the cabins in Silver Lake State Park and drove the short distance to the Santos trail head. Absolutely beautiful trail as others have stated. If you want to use the cabins as your homebase, you usually have to book a year in advance.

Shingle Creek Regional Trail (FL)

great path for Rollerblading!

April, 2023 by mmfireman44

Visiting the area and had my skates with me so woke up early and hit all the different paths down and back. All in all did just about 20 miles total and only hit each section twice (down & back). Now there are a couple boardwalk sections either made out of wood or those plastic planks so be careful hitting the one with plastic planks when there is morning dew on the ground. Some parts are definitely more scenic than others! Saw deer, alligators, squirrels, and ducks. Maybe next time I’ll get to see a swamp ape too! Also if you decide to start real early before the suns up I recommend getting some type of light with you as some sections can be pretty dark.

General James A. Van Fleet State Trail

Lots of Wildlife

March, 2023 by fbqrqb562w

Great ride. Mostly shaded with lots of natural habitat to see. Would definitely recommend.

Withlacoochee State Trail

Beautiful biking trail

March, 2023 by moniquebangs

Did the 46 miles and truly enjoyed it. Did it in three different sections. Will do this trail again soon.

West Orange Trail

Ride this trail

March, 2023 by gail laduke

We had a great day on this trail. In good shape with considerable shade.
We parked near Winter Garden so we could have a beer and lunch.
We did an easy 30 miles out and back.

Marjorie Harris Carr Cross Florida Greenway (Santos Trailhead to CR 200)

My favorite in FL

March, 2023 by lucytudeon4feet

This trail is peaceful, has lots of shade, and some curves for interest. It’s beautiful.

Suncoast Trail

Update

March, 2023 by karl8track_tl

TrailLink needs to update this trail.

Dunnellon Trail

Short, but mighty!

March, 2023 by bklemz_tl

This is a pleasant extension to the Withlacoochie Trail connecting into Dunnellon. The trail itself is rather short, but the bridge over the river is an absolute highlight. Enjoyed the scenery through the cypress swamps and the opportunity to extend my ride a few miles further.

Withlacoochee State Trail

Classic Florida trail

March, 2023 by bklemz_tl

Wonderful riding experience through the "real Florida". Trail is in great condition and well marked, with frequent benches and rest areas. Scenic throughout with much wildlife viewing. Bluebird boxes have been placed along the length of the trail and are being well used by the birds. The area along the water near Inverness was a particular highlight, but the entire length of trail is worthwhile for repeated trips.

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Accordion

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