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Portsmouth Ditch Trail Head

4.4 ★★★★☆ 16 Google reviews · Running trail in Chesapeake, Virginia · Open 24 hours

Runner's snapshot

Surface
Natural surface
Distance
Not reported
Shape
Not reported
Shade
Not reported
Access
Open 24 hours

Confirmed from Portsmouth Ditch Trail Head'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.

Natural surfaceOpen 24hTrailhead parkingMile markers

What runners say about Portsmouth Ditch Trail Head

Pulled from public reviews of this trail (16 of them) — the things people bring up again and again, in their own words. Nothing here is written by us.

🪧 well-marked 2 mentions

Another great place as part of the Great Dismal Swamp NWR. Lot of migratory birds seen during the season. Ticks galore so make sure you take precautions. Trails can be very muddy after rain, specifically the ones close to the first parking lot.

★★★★★ — Amresh , Jun 2023

Not overly scenic but gives you a decent feel of the Swamp without jumping into it all and trekking out west. Super buggy at points but comes with territory. Some decent wildlife (butterflies, birds, snakes).

★★★★☆ — Eric , Jun 2022

This is a great place to get away from all of the city noises. Big long trails

★★★★★ — Gersninja , Jun 2024

Excerpts from public Google reviews. Read all 16 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.

🅿️ Trailhead parking 3 mentions

“Trails can be very muddy after rain, specifically the ones close to the first parking lot.”

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🌲 Natural surface / singletrack 2 mentions

“Trails can be very muddy after rain, specifically the ones close to the first parking lot.”

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📏 Mile markers 2 mentions

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Plan your run at Portsmouth Ditch Trail Head

The practical stuff

  • AccessOpen 24 hours — no gate to beat, so a 5am or a 10pm run both work
  • SurfaceNatural surface — easiest on the joints and the most fun, but expect roots, rocks and mud after rain
  • 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.
  • At the trailheadparking — reported by runners

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 Portsmouth Ditch Trail Head

3499-3495 Martin Johnson Rd, Chesapeake, VA 23323

Get directions

Running trails near Chesapeake

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

Black Bear Trail Bridge 2

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Deep Creek Park

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LitDog-friendly

City park with several ball fields, a dog run, playground, walking trail & picnic/grilling areas.

2.5 miles away

Paradise Creek Nature Park

4.5 ★★★★★ 594 reviews

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2 miBoardwalkScenicDog-friendly

Restored wetlands on the Elizabeth River with nature & fitness trails, a kayak launch & picnic area.

4.9 miles away

Paradise Creek

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2 miBoardwalkScenic

Marsh, wooded park featuring walking paths, a kayak launch, a playground and picnic benches.

4.9 miles away

Portsmouth City Park

4.6 ★★★★★ 2,121 reviews

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ScenicDog-friendly

Urban waterfront park boasts a golf course & range, tennis courts, playgrounds & landscaped gardens.

5.6 miles away

All running trails in Chesapeake, VA →

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.