Running trails in Kissimmee, FL
Kissimmee has 14 trails in the directory — 5 paved, 1 boardwalk, 1 loop that returns to the trailhead, 1 with a stated distance, 4 shaded, and 2 open 24 hours. 10 of them post opening hours, so you can check the gate before an early start. They're ranked here by rating weighted by review volume, across 13,801 Google reviews. Filter by surface, loop, distance, shade or lighting to get to the run you're actually planning — no made-up difficulty score, just the facts you'd check before driving out.
Kissimmee Lakefront Park
4.8 ★★★★★ 9,451 reviews
Grassy waterfront park with walking paths, a fishing pier, picnic pavilions & a shaded playground.
Shingle Creek Regional Park - Steffee Landing - The Paddling Center
4.6 ★★★★★ 1,760 reviews
Park with trails, a swamp, and a boardwalk, plus kayak, canoe, and paddleboard rentals.
Kissimmee Lakefront Park
4.8 ★★★★★ 832 reviews
Park featuring a lakeside path, picnic tables, and playgrounds, plus areas for birding and fishing.
Shingle Creek Regional Park
4.3 ★★★★☆ 376 reviews
Everglades park on a 23-mile creek with a multi-use trail, railroad remains & rich birdlife.
Twin Oaks Conservation Area
4.7 ★★★★★ 320 reviews
Oak-shaded park featuring canoe and kayak launch points, plus barbecue grills and fishing spots.
Brownie Wise Park
4.6 ★★★★★ 299 reviews
Peaceful park featuring trails, sunset views, and facilities for picnics and grilling.
Shingle Creek Regional Park - Babb landing
4.6 ★★★★★ 227 reviews
Park with trails, a playground and a village housing pioneer-era buildings.
Mill Run Park
4.5 ★★★★★ 219 reviews
Relaxed park, playgrounds, picnic area, swings and slides.
Huckleberry Island Trailhead
4.5 ★★★★★ 90 reviews
Kid-friendly hiking area with a mix of covered and uncovered trail and wildlife sightings.
Kissimmee Trail
4.7 ★★★★★ 79 reviews
Park offering walking, cycling, and wildlife watching opportunities.
Shingle Creek Regional Park
4.2 ★★★★☆ 78 reviews
Park with picnic tables featuring a trail, a forest, and opportunities for kayaking.
No trails match those filters.
How to pick a trail in Kissimmee
- Match the surface to your legs. Kissimmee gives you a choice: 5 paved, 1 boardwalk, and 1 mixed. Asphalt and concrete are fast, predictable and runnable year-round but the least forgiving; crushed limestone and dirt take the sting out of high mileage; boardwalk is flat and scenic but slick in the wet. If your shins or knees are complaining, the fix that actually works is varying the surface you run on rather than chasing one "best" one. More paved trails →
- Loop or out-and-back? 1 trail here is a loop, so you finish back at the car with no backtracking — the easiest way to run a set distance without thinking about it. On an out-and-back you turn round at half your target distance, which makes any trail fit any run. The longest stated distance in Kissimmee is Shingle Creek Regional Park at 2 mi.
- Check the hours before a 6am run. 2 trails in Kissimmee are open 24 hours — the rest can sit inside a park that gates at dusk and doesn't unlock until well after sunrise. 10 of the 14 listings carry posted opening hours — worth a look before you set an alarm.
- Long run? Check water and restrooms first. 7 have trailhead parking, 7 have restrooms, and 5 have a water fountain in Kissimmee. Anything over an hour and those stop being nice-to-haves — and in summer, shade counts double.
- The small things that decide it. 4 shaded, 1 with mile markers, 6 that runners describe as quiet, 3 dog-friendly, and 1 smooth and wide enough for a stroller or a wheelchair. Busy or quiet isn't a good-or-bad thing here: a busy path is the safer choice for a solo run at dawn, a quiet one is better for intervals.
More on all of this in the trail-running guides.
Browse Kissimmee trails by type
Running trails near Kissimmee
Worth the short drive — the closest towns with trails in the directory.