HomeTexasSan Antonio › Oakwell Trailhead Park

Oakwell Trailhead Park

4.5 ★★★★★ 579 Google reviews · Running trail in San Antonio, Texas · Open 24 hours

Runner's snapshot

Surface
Paved
Distance
Not reported
Shape
Not reported
Shade
Tree cover
Access
Open 24 hours

Confirmed from Oakwell Trailhead 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.

PavedOpen 24hShadedScenicWaterTrailhead parkingMile markersQuiet

Trailhead for a 2.1-mile greenway path for hiking & biking, plus picnic tables by a local artist.

What runners say about Oakwell Trailhead Park

Pulled from public reviews of this trail (579 of them) — the things people bring up again and again, in their own words. Nothing here is written by us.

🏞️ beautiful scenery 7 mentions

“Almost the entire trail is shaded by beautiful overhanging oak trees, making for a pleasant experience even on warmer days.”

🌳 shaded & cool 5 mentions

“Almost the entire trail is shaded by beautiful overhanging oak trees, making for a pleasant experience even on warmer days.”

🌾 quiet & peaceful 4 mentions

“Very shaded, many trees, amazing smells, deer, lovely birdsong, peaceful, and so relaxing.”

I visit this place a lot and like it here. It's really nice and shady on the trails from all the big trees so it keeps it cooler during the day. They have an interesting statue that I liked here. Also have water fountains which is really nice.

★★★★★ — Quanah , Aug 2018

First time on the greenway! Very cool, I ran 8 miles and 90% of where I ran was under tree cover so that was cool. And there were lots of folx out there so it felt like a team effort.

★★★★★ — Kameron , Jun 2025

Very shaded, many trees, amazing smells, deer, lovely birdsong, peaceful, and so relaxing. Great place to soak in nature and recharge 🙌🏼 sit, run, bike, meet up, date, dog walk.

★★★★★ — Rawlyn , May 2022

Oakwell TrailHead Park is a gem! There's a convenient parking lot available. The fully paved, wide trail easily accommodates both bikers and hikers. Almost the entire trail is shaded by beautiful overhanging oak trees, making for a pleasant experience even on warmer days.

★★★★★ — Juan , Jul 2024

Excerpts from public Google reviews. Read all 579 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.

🏞️ Scenic views 7 mentions

“Almost the entire trail is shaded by beautiful overhanging oak trees, making for a pleasant experience even on warmer days.”

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🅿️ Trailhead parking 6 mentions

“This is a really great starting point for this trailhead.”

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🌳 Shaded / tree cover 5 mentions

“Almost the entire trail is shaded by beautiful overhanging oak trees, making for a pleasant experience even on warmer days.”

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🤫 Quiet / uncrowded 4 mentions

“Very shaded, many trees, amazing smells, deer, lovely birdsong, peaceful, and so relaxing.”

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🛣️ Paved surface 2 mentions

“The fully paved, wide trail easily accommodates both bikers and hikers.”

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🚰 Water fountains

“Also have water fountains which is really nice.”

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📏 Mile markers 2 mentions

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Plan your run at Oakwell Trailhead Park

The practical stuff

  • AccessOpen 24 hours — no gate to beat, so a 5am or a 10pm run both work
  • SurfacePaved — asphalt or concrete. Fast and predictable, runnable year-round, and fine with a stroller
  • 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, water — reported by runners
  • Phone(210) 207-7275

Hours

Monday Open 24 hours
Tuesday Open 24 hours
Wednesday Open 24 hours
Thursday Open 24 hours
Friday Open 24 hours
Saturday Open 24 hours
Sunday Open 24 hours

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 Oakwell Trailhead Park

150 Ira Lee Rd, San Antonio, TX 78218

Get directions

Running trails near San Antonio

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

Tobin Park Trailhead

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Park with paved trails for walking, jogging, biking, and watching wildlife.

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Lady Bird Johnson TrailHead

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Scenic park featuring a soccer field and a playground, along with paved and natural trails for walking, jogging and biking.

2.1 miles away

Judson Nature Trails

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Walking paths in a wooded green space, along with a ranger house.

3.6 miles away

Headwaters Sanctuary Trails

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LoopCrushed gravelShadedScenic

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McAllister Park Trailhead

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LoopMixedDog-friendly

Large park featuring soccer fields, baseball fields, a playground and paved trails.

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Olmos Basin Park

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PavedShadedScenicDog-friendly

This outdoor park offers various ball fields, trails, party rental house, playground & picnic area.

3.8 miles away

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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.