Parking
Small parking area for about two cars near the Simmons Gap Road gate off Rt. 628. This route starts there; a second approach near Skyline Drive milepost 73.2 reaches the same road.

Shenandoah National Park, VA
An easy woodland road walk past old stone walls and foundations.
Overview
Map & elevation
Plan your hike

The highest, rockiest slopes around here are a summer buffet for grizzly bears.
Shenandoah Tour Guide
Parkwolf is a GPS audio tour guide for Shenandoah National Park. As you drive, it chimes in with what’s ahead: hidden gems, upcoming stops, history, geology, and wildlife, right through your car’s speakers.
See the Shenandoah audio tourRecorded for this trailhead
Simmons Gap Road: A Boundary-Side Forest Walk“You're nearing Simmons Gap Road's eastern boundary gate off Route six twenty-eight, the start of a straightforward woodland walk.”
Plays as you drive up to this trailhead in the Parkwolf Shenandoah Tour Guide.
More stories near here in the app
Trail guide
Simmons Gap Road is a 1.6-mile out-and-back along an unpaved fire road, starting at the eastern boundary gate off Rt. 628 and climbing toward Skyline Drive. The mapped corridor is about 0.8 mile one way; allow 45 to 60 minutes for the climb and return. It is a straightforward forest walk rather than a viewpoint or waterfall hike.
The road is described as smooth and easy to follow. From the boundary gate, continue uphill to the upper end near Skyline Drive, then turn around and retrace it. The same road can also be walked from the Skyline Drive side near milepost 73.2, reversing the climb.
Stone walls, crumbling foundations and an occasional apple tree have been noted along the road, but no names or dates are attached to them. A small stream runs beside parts of the route and may be low or dry in summer, so do not rely on it for drinking water.
The east-side gate has parking for about two cars. A second approach is described from a small Skyline Drive parking area near milepost 73.2. Dogs are allowed on this road under the park’s physical-leash rule, which limits leashes to six feet.
Wildlife
325 sightingsBlack BearMost seen around 6 AMSighting map
21 sightingsBald EagleMost seen around 10 AMSighting map
1,036 sightingsWhite-tailed DeerMost seen around 7 PMSighting map
167 sightingsWild TurkeyMost seen around 7 AMSighting map
93 sightingsTimber RattlesnakeMost seen around 6 PMSighting map
24 sightingsCoyoteMost seen around 6 AMSighting mapSighting maps show where each species has been reported across Shenandoah. Wildlife moves, so no sighting is guaranteed.
Keep exploring
ChallengingSimmons Gap and Big Run Circuit43.5 mi · 1.1 days · At the trailheadA 43-mile backcountry loop over rocky ridges and Big Run crossings.
ChallengingRocky Mount and Gap Run Loop10 mi · 7 hr · 1.5 mi awaySteep ridge miles, a rocky summit, and a quieter stream return.
ModerateRocky Mount6.6 mi · 4.5 hr · 1.6 mi awayAn outcrop view after a steep drop and a tough climb back.
ModerateOnemile Run Trail1.8 mi · 2 hr · 1.7 mi awayA steep descent to Onemile Run, then climb back.
EasyBeldor Fire Road3 mi · 1.8 hr · 1.9 mi awayA straightforward climb from Route 628 to Skyline Drive
ModerateRocky Mountain via Brown Mountain Trail3.5 mi · 3.5 hr · 2.1 mi awayA rocky ledge and wide Blue Ridge view after a steep climb.
ChallengingBrown Mountain and Rocky Mountain Run Loop9.7 mi · 6.5 hr · 2.1 mi awayA full-day loop with quartzite ledges above Big Run.
ChallengingBrown Mountain and Rockytop Loop18.6 mi · 16 hr · 2.1 mi awayA three-day backpacking loop through Rockytop and the Big Run valley.
Scenic pullout · 0.6 mi awayLoft Mountain OverlookCounty Line Mountain anchors a long southeast view into the Piedmont
Scenic pullout · 1.5 mi awayBeldor Hollow OverlookA quick mile-72.2 stop for split views of hollow and ridge.
Scenic pullout · 1.7 mi awayTwo Mile Run OverlookWhite quartzite and a fire-shaped forest, steps from Skyline Drive.
Scenic pullout · 1.9 mi awayRocky Mount OverlookA quick Skyline Drive stop with a view straight toward Rocky Mount.
Scenic pullout · 2.1 mi awayBrown Mountain OverlookA long roadside view over Big Run and the Blue Ridge.
Scenic pullout · 2.2 mi awayIvy Creek OverlookWeaver, Loft, and Flattop line up across this quick roadside stop.
Scenic pullout · 2.4 mi awayEaton Hollow OverlookA quick valley view through one small window in the trees.
Sight · 2.6 mi awayRockytop OverlookA quick pull-off with a wide view across the southern Blue Ridge.Parkwolf’s Shenandoah ranking