Find Trails > Florida > Leesburg Trails

Leesburg Trails and Maps

1047 Reviews

Find the best:

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 Withlacoochee State Trail and Cross Volusia Trail . With more than 50 trails covering 501 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.

View City Map

Showing 0 of 50

34 Reviews

Auburndale TECO Trail

The Auburndale TECO Trail is a 7.3-mile paved trail running between Polk City and Auburndale. About the Route The Auburndale TECO Trail...

Length: 7.3 mi

State: FL

Surface: Asphalt, Concrete

24 Reviews

Cady Way Trail

The Cady Way Trail is a 7.5 mile paved, multi-use pathway that runs between Orlando’s Coytown neighborhood and the Goldenrod area of nearby...

Length: 7.5 mi

State: FL

Surface: Asphalt

4 Reviews

Casselberry Greenway Trail

Casselberry Greenway Trail (formerly known as Wirz Trail) is a 5-mile multi-use path zig-zagging through Casselberry, Florida, linking...

Length: 5 mi

State: FL

Surface: Asphalt

57 Reviews

Cross Seminole Trail

Stretching from Orlando’s densely populated outskirts to the sleepy bedroom communities of Oviedo, Winter Springs, and Lake Mary, the...

Length: 29.4 mi

State: FL

Surface: Asphalt

4 Reviews

Cross Volusia Trail

The Cross Volusia Trail will one day link the east and west sides of Volusia County, stretching 20 miles from Lake Beresford to the coastal...

Length: 5.3 mi

State: FL

Surface: Concrete

2 Reviews

Crosstown Trail

The Crosstown Trail in Crystal River is a historic railway line that has been converted into a multiuse trail stretching nearly two miles.

Length: 1.8 mi

State: FL

Surface: Concrete

9 Reviews

Dunnellon Trail

Lying largely within the Marjorie Harris Carr Cross Florida Greenway, this trail begins just off Bridge Rd by a trail kiosk with a map of...

Length: 2.5 mi

State: FL

Surface: Asphalt

96 Reviews

East Central Regional Rail Trail

Spanning over 50 miles, the East Central Regional Rail Trail links inland Deltona with the eastern coast of Florida. The main stretch of...

Length: 50.8 mi

State: FL

Surface: Asphalt, Concrete

2 Reviews

Flagler Trail

A rail-trail that's a bit wild and off the beaten path, the Flagler Trail runs for around fourteen miles through rural Seminole County, to...

Length: 14 mi

State: FL

Surface: Concrete, Dirt, Grass, Gravel, Sand

Recent Trail Reviews

General James A. Van Fleet State Trail

Nice Flat Trail

August, 2025 by t9d947ynw6

The trail is nice and flat but is definitely bumpy. But overall a good ride

General James A. Van Fleet State Trail

Great trail ride

August, 2025 by kimtaylor_tl

Nicely shaded lots of wild life

Spring to Spring Trail

Very beautiful and long trail

July, 2025 by georgia2116

We love this trail and take the day to stop at all the different places to enjoy the trail even more!

Accordion

Seminole Wekiva Trail

Good Trail, could skip the very southern section

July, 2025 by joe511

I rode it down and back from Sorrento - part way into the Wekiva Trail. The trail is really nice in the middle - oaks, and parks, very pretty.
The southern end could be skipped as it has a lot of busy street crossing. A good place to start would be the Rooms To Go parking lot at mm 2.75.
There are2 tunnels under roads that are nice.
Street crossings could be marked better, need to pay attention when crossing - look for a No Vehicles sign and double yellow lines on the path at intersections (some are very faded). The path may jump sides or turn off, need to be attentive.

South Lake (Lake Minneola Scenic) Trail

beautiful ride

July, 2025 by lmu828

This is a beautiful ride with a very nice trail. Lots of cyclists, walkers, runners, and even roller blading. It’s very scenic and I felt safe by myself on this trail.

Good Neighbor Trail

warning

June, 2025 by dbrunoehler

always a great trail. so well maintained and marked. hence why we were surprised to encounter the large pile of sand close to marker 6160. both our bikes fishtailed. 3 other bikers were stopped. 2 others went to the highway to avoid.

Withlacoochee State Trail

One of the great trails in Florida

June, 2025 by rockieslights

This 46 mile trail has a little of everything. Parts have nice shade, some areas are rural and some areas go through small towns. There are multiple access points. Highlights for us were Floral City near the midway point, Ft. Cooper State Park access, and Inverness where the trail skirts the water. There aren't many difficult road crossings and not many climbs to get over high intersection bridges. As of our last ride in 2025, the trail was in good shape. Not terribly crowded. An outstanding ride.

Sanford RiverWalk

Smooth Scenic Ride

June, 2025 by s4bccgkfgb

Pleasantly surprised with this trail! Saw a lot of different types of birds and boats along the river. The pavement was very smooth and there were quite a few benches a long the way. It was a straight shot and rarely encountered traffic. Highly recommend!

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

Amazing trail

June, 2025 by dan.duggan

My wife and I took a three week bike trip in late winter 2025 and did 10 trails in 5 different states and the Marjorie Harris was by far the best trail of the trip. It didn’t hurt that the weather was perfect with sunshine and 73 degrees. But the trail was in great shape with plenty of small ups and downs and turns through beautiful wooded areas. It was mid week so not too busy with other riders, but the trail is nice and wide so oncoming and passing is not a problem. It did look like a popular spot for club riders though. Lots of incumbents. People were friendly. The only negative….it’s too short. We would have done 20 miles if the MH ran that far. So ride, don’t walk and put this trail on your bucket list.

Spring to Spring Trail

Poorly Maintained; Becoming E-bike Shortcut

May, 2025 by manwoody48

This is a review of the 3 mile segment of this trail between Highbanks Road and US17/92. I walk this segment back and forth 3 times a week - 6 miles total a day. I really like it because it's close to my home and is probably the least busy of the trails in the area. It has become very frustrating lately however, because maintenance (which I've been informed is the responsibility of the City of DeBary and not Volusia County) is virtually non-existent. The grass is seldom mowed and when it is, any trash encountered is just chopped and left. The section that runs parallel to US17/92 reminds one more of the county dump than a recreational trail. Most distressing however is the fact it has become a convenient shortcut for motorized vehicles. Point this out to the offenders zipping along and you open yourself up to all kinds of verbal abuse, and today to something that bordered on a personal threat. There never has been signage reminding users of basic trail etiquette and courtesies, and most of the "NO Motorized Vehicles" signs have been knocked down. Too bad because over the three miles there are twists and turns and elevation changes along with unique viewing opportunities - wildlife, trains, wetlands.

Suncoast Trail

The route I went on was siren, and well kept up. It's now ine of my favs. I wish it was closer to me. ¿

May, 2025 by catnim2615

The route I went on was siren, and well kept up. It's now ine of my favs. I wish it was closer to me. ¿

Withlacoochee State Trail

Beautiful trail!

April, 2025 by kakcc

We parked at Lake Townsen Park, had some lunch at Bree’s Provisions (They close at 2:00) and rode north, out and back for about an hour. The trail is well maintained and goes through beautiful farm country.

View more reviews