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Routes
Hiking trails & Routes
United States
South Carolina
Greenville County
Caesars Head

Naturaland Trust, Dismal, and Gum Gap Trail Loop

Moderate

3.0

(19)

46

hikers

Naturaland Trust, Dismal, and Gum Gap Trail Loop

04:31

12.7km

590m

Hiking

Embark on the Naturaland Trust, Dismal, and Gum Gap Trail Loop, a moderate 7.9-mile (12.7 km) hike that takes you through diverse landscapes. You will gain 1941 feet (592 metres) in elevation over approximately 4 hours and 30 minutes. Expect expansive views of the Blue Ridge Mountains from Caesars Head,…

Last updated: April 23, 2026

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Your route passes through protected areas

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Waypoints

A

Start point

Parking

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1

466 m

View of the Blue Ridge Mountains from Caesars Head

Highlight • Viewpoint

Caesars Head Mountain and Caesars Head State Park offers awesome views of the Blue Ridge Mountains from this South Carolina peak. This is a really popular stop off the side …

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2.10 km

Firewater Falls

Waterfall

2.97 km

Rock Cliff Falls

Waterfall

5.73 km

Waterfall

Waterfall

B

12.7 km

End point

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Way Types & Surfaces

Way Types

6.57 km

3.46 km

2.11 km

360 m

244 m

Surfaces

9.65 km

2.13 km

516 m

251 m

< 100 m

< 100 m

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Elevation

Elevation

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Highest point (960 m)

Lowest point (460 m)

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Weather

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Tuesday 19 May

27°C

15°C

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This route was planned by komoot.

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Frequently Asked Questions

How challenging is the Naturaland Trust, Dismal, and Gum Gap Trail Loop?

This loop is considered strenuous due to significant elevation changes. The Naturaland Trust Trail section features ascents and descents of over 1,000 feet twice, including a 1,000-foot gain in less than a mile. The Dismal Trail drops 1,100 feet over 1.3 miles and can be very steep and rocky. In contrast, the Gum Gap Trail is generally wide, flat, and an easier stroll.

How long does it typically take to complete this loop?

The full loop, which is approximately 12.7 kilometers (7.9 miles), generally takes around 4 hours and 30 minutes to complete. However, given the challenging terrain and elevation changes, some hikers might take longer, closer to 6.5 to 7 hours, especially if they are taking breaks to enjoy the scenery.

What scenic views or landmarks will I see along the way?

You'll encounter a variety of stunning sights. Highlights include bird's-eye views of Raven Cliff Falls and the unique experience of crossing directly above the falls on a suspension bridge. The trail also offers expansive mountain vistas, especially when leaves are off the trees, as it spans both sides of Matthews Creek Gorge. Keep an eye out for "The Cathedral" rock face and long-range views of the valley beneath Caesars Head. Don't miss the View of the Blue Ridge Mountains from Caesars Head.

What is the best time of year to hike this loop?

Spring and fall offer pleasant temperatures and beautiful foliage. For a unique experience, visit in late June to early July when the stunning rhododendron blooms line both sides of Matthews Creek. While possible in winter, be prepared for potentially slippery conditions on rocky and rooty sections, especially near Matthews Creek.

Are there any entrance fees or permits required for this trail?

Yes, this trail is located within Caesars Head State Park, which typically requires an entrance fee. It's advisable to check the official South Carolina State Parks website for current fee structures and any specific regulations before your visit.

Is the Naturaland Trust, Dismal, and Gum Gap Trail Loop dog-friendly?

Generally, dogs are allowed on trails within South Carolina State Parks, but they must be kept on a leash no longer than six feet. Always check the specific regulations for Caesars Head State Park before you go to confirm any updates or restrictions.

Where can I park for this trail?

The most common starting point for this loop is from the Raven Cliff parking lot within Caesars Head State Park. This provides direct access to the various trails that make up the loop.

What's the best way to tackle the steep sections of this loop?

Many experienced hikers recommend planning your route to go down the Dismal Trail rather than climbing it. This section drops 1,100 feet in elevation over 1.3 miles and is notoriously steep and rocky. Descending it can be more manageable than ascending, though still challenging.

Does this route connect with other trails?

Yes, this loop is part of the extensive Mountain Bridge Trail system. The route also passes through sections of the Naturaland Trust Trail #14, Gum Gap Trail, Dismal Trail, Frank Coggins Trail, and the Sassafras to Caeser's Head Spur Trail.

What should I pack for this hike?

Given the strenuous nature and significant elevation changes, be sure to pack plenty of water, especially during warmer months. Sturdy hiking boots with good ankle support are essential for the rocky and rooty terrain. Trekking poles can be very helpful for the steep ascents and descents. Always carry a map, compass or GPS, and basic first-aid supplies.

What are the trail conditions like?

Trail conditions are generally good, but expect rocky and rooty sections throughout the loop. The gorge areas, in particular, are quite rocky. Be cautious of slippery rocks near Matthews Creek, especially after rain. The various trails within the loop are well-marked with blazes: Dismal (purple), Naturaland Trust (pink), and Gum Gap (blue).

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