The Saddleback Mountain Loop is a hidden gem if you’re craving a quiet loop with a bit of a climb, some history tucked in the woods, and classic Shenandoah forest views. At just under 6 miles, this moderate trail gives you a solid workout without feeling overwhelming, and the mix of Appalachian Trail tread and peaceful offshoots keeps things interesting the whole way.

We started this hike through the Swift Run Gap Entrance near Elkton, Virginia. There’s a small pull-off near the trailhead with space for maybe 5 or 6 cars, so getting there early is your best bet if you want to snag a spot.

Trail Overview

• Distance: 5.9 miles (loop)
• Elevation Gain: ~1,135 feet
• Difficulty: Moderate
• Estimated Time: 2.5–3 hours
• Dog-Friendly: Yes, but leashed only (trail rules and out of respect for others, wildlife, and the terrain)

The loop starts on the Appalachian Trail, easing you into a steady uphill through hardwood forest. It’s peaceful, with that quiet, mossy hush I love about Shenandoah.

About a half-mile in, keep your eyes open—there’s an unmarked path off to the side that leads to an old cemetery, tucked into the woods like a memory. It’s a beautiful little detour if you’re into local history and stillness (I always am).

At around the 1.5-mile mark, you’ll veer off the AT onto the Saddleback Mountain Trail, which loops you gently through the woods and eventually brings you back to where you started. It’s the kind of hike that gives you a rhythm—climb, wander, descend, reflect.

Things to Know Before You Go

Park Fees: Shenandoah does charge an entrance fee. If you hike here often (or plan to), an annual pass is well worth it.

Dogs Welcome – Leash Required: Bring your pup, but keep them leashed the entire time. Not everyone (or every animal) loves a surprise zoomie.

Seasonal Reminders: This trail is open year-round, but Skyline Drive will close if there’s snow or ice in the forecast. On the day we hiked, there was snow still on the ground, so layers and good traction were a must. Always check the NPS site or text alerts before heading out.

The Saddleback Mountain Loop is one of those hikes that sneaks up on you—in the best way. It doesn’t scream for attention, but it rewards you if you’re paying attention: the subtle hush of forest, the whispers of the past in the old cemetery, the sense that you’re walking in a place that’s been here long before you and will still be here long after.

It’s less trafficked than some of the bigger name hikes in Shenandoah, which makes it a great option if you’re craving a little solitude—or just want to share the trail with the trees, not a crowd.

Let me know if you’ve done this one or have it on your list. I’m always down to talk trail favorites.