HomeFloridaWinter Garden › George Bailey Park

George Bailey Park

4.6 ★★★★★ 212 Google reviews · Running trail in Winter Garden, Florida · Posted hours

Runner's snapshot

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

Confirmed from George Bailey Park'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.

ShadedScenicRestroomsTrailhead parking

Public park with a playground, baseball and softball fields, and picnic tables.

What runners say about George Bailey Park

Pulled from public reviews of this trail (212 of them) — the things people bring up again and again, in their own words. Nothing here is written by us.

well-maintained 10 mentions

“Easy parking, a clean restroom, and netted protection from the baseball field foul balls make this a great place to spend a morning or afternoon with your sub 9 year old kiddo.”

🏞️ beautiful scenery 4 mentions

“This is a beautiful baseball complex with a well run concession stand, and the property is clean and well kept.”

🌳 shaded & cool 7 mentions

“Park is great, love that it's shaded for the hitter months.”

The most confusing part of this park is the entrance. If you're coming for the playground with your kids turn right. If you're coming to stand on the grass? Make a left. Maybe it's for picnicking, idk. But the playground is great! I would say good up to maybe 5yr old kids.

★★★★★ — Cat , Apr 2018

Shaded, fenced, rubber flooring. Public bathrooms plenty of parking. Equipment cool to touch, won’t burn. All around family friendly

★★★★★ — Juan , Sep 2025

This is a beautiful baseball complex with a well run concession stand, and the property is clean and well kept. Really nice place to play baseball and to bring your families. It feels very safe.

★★★★★ — Kelly , Mar 2025

We bring our grandchildren here after school. Have the opportunity to let off some steam running around before they go home to work on the homework. It's a nice neighborhood park.

★★★★★ — Mark , Apr 2022

Excerpts from public Google reviews. Read all 212 reviews →

Trail conditions & character

What this trail is actually like underfoot and overhead, taken from its own listing and from reviews. Each one links to every other trail with the same character. Busy or quiet is reported as a plain fact, not a plus or a minus — a runner heading out alone at dawn often wants company on the path, and someone running intervals wants an empty one.

🌳 Shaded / tree cover 7 mentions

“Park is great, love that it's shaded for the hitter months.”

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🚻 Restrooms 5 mentions

“Easy parking, a clean restroom, and netted protection from the baseball field foul balls make this a great place to spend a morning or afternoon with your sub 9 year old kiddo.”

More trails like this →

🏞️ Scenic views 4 mentions

“This is a beautiful baseball complex with a well run concession stand, and the property is clean and well kept.”

More trails like this →

🅿️ Trailhead parking 3 mentions

“Easy parking, a clean restroom, and netted protection from the baseball field foul balls make this a great place to spend a morning or afternoon with your sub 9 year old kiddo.”

More trails like this →

Plan your run at George Bailey Park

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.
  • ShadeRunners describe real tree cover here — it makes a summer afternoon workable
  • At the trailheadparking, restrooms — reported by runners
  • Websiteorangecountyfl.net
  • Phone+1 407-254-9086
  • Social Facebook

Hours

Monday 8 am–8 pm
Tuesday 8 am–8 pm
Wednesday 8 am–8 pm
Thursday 8 am–8 pm
Friday 8 am–8 pm
Saturday 8 am–8 pm
Sunday 8 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 George Bailey Park

11974 Roberson Rd, Winter Garden, FL 34787

Get directions

Running trails near Winter Garden

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

Freedom Park

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West Orange Trail Park

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Park with 2 playgrounds and picnic tables, plus bike rentals from a nearby shop.

3.1 miles away

Unity Park

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Bill Breeze Park

4.5 ★★★★★ 793 reviews

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Tranquil lakefront park featuring a picnic area, a boat dock and a fishing pier.

3.1 miles away

PK2-Palm Park

4 ★★★★☆ 24 reviews

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Tucker Ranch Recreation and Nature Complex

4.7 ★★★★★ 241 reviews

Winter Garden, FL

ShadedScenicDog-friendly

Park with a large playground and picnic tables, plus a trail and walking paths.

3.4 miles away

All running trails in Winter Garden, 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.