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


















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Wonderful trail. Do t forget get to stop at Vergi’s Pit Stop in Oak Hill. Best part of the trip!
There don't seem to be many outdoor spaces left in crowded central Florida that offer a quiet, removed experience. This trail has it in abundance, however. Running straight as an arrow through grazing lands, forest, and wetlands, it's almost a Zen-like experience as you cruise silently along the miles. Most activity is near to the trail starting points, so after a few miles away from those, you're left to yourself. One of the best, for sure.
The wooden nature walkway is currently under construction for safety reasons (they completely removed it) and I’m not sure when/if it will be reinstalled but I hope so. It was a nice little, brief excursion through the woods. The rest of the path is paved and perfect for a walk, bike ride or skating. It’s nice to have in my backyard
At the east end of the trail cross Canal St. and make a right. Trail/sidewalk runs along Canal. Cross rt 44 into Venetian Gardens where there is a beautiful path along Harris Lake.
We rode from Croom to the south end of this amazing trail. Smooth asphalt, shaded by a canopy of trees it was a quiet place to enjoy a Sunday afternoon.
Very dirty seemed to be people hanging out, possibly living on the trail. A few tents. Sketchy surroundings would not ride alone.
The trail was about 10’ wide And definitely no bathrooms. Very desolate very very few people around we went on a Saturday afternoon. Cloudy it probably would’ve been hot if the sun was out it was 75 and cloudy if you like cows and trees you would enjoy it. We went about 7 miles and turned around. We sort of liked this path but other than that it was boring I thought and so did my wife. We started on the south end by Auburndale Trail and continued on to this trail about
¿. You can ride along The path and see the huge sports complex. Beautiful dog park fenced in and playgrounds - all types of stuff for people to do - benches for sitting on the sides of the trail. The trail is blacktop about 10 foot wide very smooth besides some spots. We started at the south end and went north to General James A. Vann Fleet State Trail and continued on that trail for another 15 miles then turned around and came back
Yes it is a short trail. Start on other side of 19 is best.Very popular for just spending a day riding and shops and restaurants to choose from along this easy route.
After years of traveling to Central Florida to visit theme parks, this December I convinced my family to spend a day on bikes as a break. We rented four bikes from Bikes and Blades at the Killarney Station and rode almost halfway (10 miles) down the trail towards Apopka. The width of the trail was superb for family bike riding, with a smooth asphalt surface throughout. Signage was clear and easy to follow. Downtown Winter Garden is a true gem. We stopped on the way back, parked our bikes and explored the many restaurant and shops. I plan to come back and ride the full length of the trail, including the connections to Lake County to the west.
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