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Running trails in Winter Springs, FL

Winter Springs has 6 trails in the directory — 1 paved, 3 boardwalk, and 5 shaded. 5 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 2,845 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.

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Central Winds Park

4.7 ★★★★★ 1,341 reviews

Winter Springs, FL

BoardwalkShadedScenicDog-friendly

City park with ball fields for league play, plus pavilions, picnic grills & a playground.

Trotwood Park

4.7 ★★★★★ 846 reviews

Winter Springs, FL

BoardwalkShadedScenic

Large green space with courts for basketball, tennis & racquetball, plus softball & soccer fields.

Bear Creek Nature Trail

4.5 ★★★★★ 258 reviews

Winter Springs, FL

MixedShadedScenic

Kid-friendly route featuring gators as well as creek crossings, river views and tree-shaded paths.

Black Hammock Trailhead

4.8 ★★★★★ 171 reviews

Winter Springs, FL

MixedShadedScenic

Paved multiuse trail through a former railway corridor offering scenic views and wildlife sightings.

Sam Smith Memorial Park

4.6 ★★★★★ 178 reviews

Winter Springs, FL

BoardwalkScenic

Neighborhood park offering a playground, picnic pavilions, and grills, plus a small lake.

Black Hammock Trailhead Vitacourse 2000

4.7 ★★★★★ 51 reviews

Winter Springs, FL

PavedShaded

How to pick a trail in Winter Springs

More on all of this in the trail-running guides.

Browse Winter Springs trails by type

Running trails near Winter Springs

Worth the short drive — the closest towns with trails in the directory.

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