HomeOregonAshland › Start of Toothpick Trail

Start of Toothpick Trail

4.1 ★★★★☆ 23 Google reviews · Running trail in Ashland, Oregon · Hours vary

Runner's snapshot

Surface
Not reported
Distance
Not reported
Shape
Not reported
Shade
Not reported
Access
Not reported

We have not been able to confirm the surface, distance or shape of Start of Toothpick Trail yet from its own listing, the park's website or runner reviews — so those cells stay blank rather than guess. What is below comes straight from the listing and from reviewers' own words. 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.

ScenicHilly

What runners say about Start of Toothpick Trail

Pulled from public reviews of this trail (23 of them) — the things people bring up again and again, in their own words. Nothing here is written by us.

🏞️ beautiful scenery 3 mentions

Lived here my whole life and only just discovered this trail ! Amazing majestic woods, wildflowers and wild edibles abundant, just a lovely place to soak in nature atop a mountain -- and also really easy to get to, for someone with low energy who can't hike all the way up to the mountains from town.

★★★★★ — Sasha , Apr 2020

Toothpick Trail is a tale of two halves. The first quarter is a steep uphill climb that was moderately difficult. Once you conquer that, the trail levels out, making for a more enjoyable hike. However, beware of mountain bikers! They fly downhill at breakneck speeds, often ignoring hikers.

★★★★☆ — Nic , Aug 2024

It was an awesome Trail we'll definitely have to do it again later this year

★★★★☆ — Jerry , Jun 2018

Excerpts from public Google reviews. Read all 23 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 5 mentions

“Alright but wish views were better.”

More trails like this →

⛰️ Hills / elevation 3 mentions

“The first quarter is a steep uphill climb that was moderately difficult.”

More trails like this →

Plan your run at Start of Toothpick Trail

The practical stuff

  • AccessHours vary — hours are not posted for this trail, so check before an early or late run
  • 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.

Where to find Start of Toothpick Trail

Ashland Loop Rd, Ashland, OR 97520

Get directions

Running trails near Ashland

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

Oredson Todd Woods

4.7 ★★★★★ 192 reviews

Ashland, OR

LoopScenicDog-friendly

Rugged, dog-friendly nature preserve offering a network of wooded, multi-use trails.

1.1 miles away

Hunter Park

4.6 ★★★★★ 206 reviews

Ashland, OR

ShadedDog-friendly

10-acre park featuring tennis courts, ball fields & picnic areas, plus a playground & seasonal pool.

2.5 miles away

Lower Wonder Trailhead

5 ★★★★★ 3 reviews

Ashland, OR

2.5 miles away

Ashland Parks & Recreation

4.7 ★★★★★ 88 reviews

Ashland, OR

ScenicDog-friendly

Expansive trail-laden park featuring a playground, waterfall and swimming reservoir.

3.0 miles away

Lithia Park

4.8 ★★★★★ 3,782 reviews

Ashland, OR

Natural surfaceScenic

100-acre park with grassy lawns, gardens, ponds & wooded areas, plus tennis & volleyball courts.

3.0 miles away

Acid Castle Boulders Trailhead

4.6 ★★★★★ 67 reviews

Ashland, OR

ScenicDog-friendly

Hiker (and climber) favorite with a short walk to boulders and scenic views.

3.4 miles away

All running trails in Ashland, OR →

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.