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Cady Way Trail

4.9 ★★★★★ 24 Google reviews · Running trail in Winter Park, Florida · Posted hours

Runner's snapshot

Surface
Not reported
Distance
Not reported
Shape
Not reported
Shade
Not reported
Access
Posted hours

Confirmed from Cady Way Trail's own listing, the park or land manager's website, and runner reviews. Blank cells mean we could not verify that fact — we would rather say "not reported" than invent one. There is no Easy / Moderate / Hard rating on this page on purpose: a one-word difficulty score tells you nothing about whether a trail suits your run. Surface, distance, shade and hours do.

What runners say about Cady Way Trail

Pulled from public reviews of this trail (24 of them) — the things people bring up again and again, in their own words. Nothing here is written by us.

well-maintained 3 mentions

“Paved and well maintained.”

One of the best bicycle trails in Orlando. It connects with the Urban Trial from the downtown area and if one takes it all the way, it reaches Seminole County. Goes right through Mead Gardens park. Paved and well maintained. Places nearby to stop by for a drink or a quick energizing bite.

★★★★☆ — Roberto , Nov 2019

Not a long trail, but good for being in Orlando since much longer trails are outside of the city. I went in the morning to avoid the heat, so it seemed pretty cool.

★★★★★ — Elston , Jul 2023

Great trail for walking, biking, or blading! Very safe! Very long! We start @ Baldwin Park & it goes, all the way, to Oviedo!

★★★★★ — Tammi , Jan 2019

Thank you to the management team helping make Cady Way Trail such an awesome bike ride.

★★★★★ — Jonathan , Jun 2025

Excerpts from public Google reviews. Read all 24 reviews →

Plan your run at Cady Way Trail

The practical stuff

  • AccessPosted hours — posted hours below; park gates sometimes close earlier than the listing says
  • DistanceNot reported. Trail systems often quote total path mileage rather than a single loop, so measure the route you actually want before you drive out.
  • ShadeNot reported. Assume some of it is exposed and carry water in summer.

Hours

Monday 7 AM–8 PM
Tuesday 7 AM–8 PM
Wednesday 7 AM–8 PM
Thursday 7 AM–8 PM
Friday 7 AM–8 PM
Saturday 7 AM–8 PM
Sunday 7 AM–8 PM

Posted hours for the park or trailhead. Gates and parking lots often close earlier than the trail itself, and seasonal hours change — worth a check before a pre-dawn or after-dark run.

Where to find Cady Way Trail

Cady Way Trail, Winter Park, FL 32792

Get directions

Running trails near Winter Park

Other trails within easy driving distance — useful when this one is flooded, gated, or just not the run you had in mind today.

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All running trails in Winter Park, FL →

Nearby towns

Listing verified July 2026 from public records, the trail's own website and runner reviews. Trail conditions change — paths flood, gates close at dusk, and shaded woods stay muddy for days after rain. Something out of date? Report a correction. Manage this trail? Send us the details — it is free.