Short and sweet hikes in Virginia can be a great way to get a quick nature fix, but oftentimes, it’s the longer treks that can be the most rewarding. If you agree, we have quite a trail to introduce you to — Cedar Run, White Oak, Old Rag, Weakley Hollow, and Nicholson Hollow Trail. It’s an epic loop, measuring nearly 19 miles in total, but for those up for this multi-day adventure, it’s nothing short of breathtaking. See if you agree that it’s one of the best, albeit most challenging, hikes in Virginia.

Editor’s note: Shenandoah National Park requires a fee to enter, and you must also obtain a permit to access the Old Rag hiking area. Learn more when you visit Shenandoah National Park online.

Ready to lace up those hiking boots? Good, because we've got quite an adventure in store. The Cedar Run, White Oak, Old Rag, Weakley Hollow, and Nicholson Hollow Trail measures 18.5 miles in total, requiring most hikers 10.5 hours to complete.
Syl Stanisa / AllTrails
It's not recommended that you try to finish this difficult loop trail in Virginia in one day. It's a great area for both camping and backpacking if you're interested in a multi-day adventure.
To start your adventure, you'll begin at the Whiteoak Boundary Parking Area. From there, you'll continue up Cedar Run.
Cori Strathmeyer / AllTrails
Hikers agree that the trail is difficult, but the attractions you'll encounter along the way make this trip a worthwhile one. From waterfall swimming holes...
Jessica Bergen / AllTrails
... to fairytale footbridges...
Wendy Composto / AllTrails
...and out-of-this-world summit views, this loop truly has it all.
Patrick Dahlman / AllTrails
While most of the trail is well-maintained, there are definitely some scrambles, especially around the Old Rag hiking area. With this in mind, be sure to wear appropriate footwear.
Alys S / AllTrails
And most importantly, pace yourself! This trail isn't easy by any stretch of the imagination, so a slow and steady approach is best.
Alys S / AllTrails

Have you ever hiked the Cedar Run, White Oak, Old Rag, Weakley Hollow, and Nicholson Hollow Trail? What did you think of your experience? Feel free to tell us all about your adventures in the comments below — we’d love to hear from you! And, if you’re looking for an easier trail, check out our ultimate guide to Shenandoah National Park.

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