Six Best Hikes in Virginia for Overnight Backpacking

Virginia is underrated when it comes to the outdoors, hiking, and backpacking, in my opinion.

I know I certainly didn’t consider it to be a great place for hiking and backpacking when I first moved to Washington, D.C.

But I’m so glad I was wrong.

I’ve explored many, many trails in Virginia (with the exception of the far south), leading organized backpacking groups for many years, and these are what I would consider to be the six best hikes in Virginia for overnight backpacking.

All of these can be shortened into day-hikes, but if you’re looking for an alternative list focused exclusively on day-hikes, check out this great list from the Girl and Globe.

At the end of the article, you’ll find the location of each of these hikes mapped out across the state.

#6 White Oak Canyon, Stony Man, and Old Rag – 19 Miles

Six Best Hikes in Virginia

Shenandoah National Park is the most famous outdoors destination in Virginia and sees quite a lot of crowds.

Especially so on the Old Rag day hike which sees throngs of people make their way to the top of this incredible view.

But you can beat the crowds if you make an overnighter out of the trip, and you also get to take in the stunning falls in White Oak Canyon and the view atop Stony Man.

Six Best Hikes in Virginia

Start the hike by ascending White Oak Canyon to connect with the Appalachian Trail northbound where you’ll reach Stony Man.

Near the Hot Short Mountain Trail you can overnight camp before get an early (pre-dawn) start for the climb up Old Rag.

Six Best Hikes in Virginia

You’re sure to beat the crowds to the top and have sunrise over the East Coast all to yourself…

Read my trip report for the map and details about the hike.

#5 Cold Mountain and Mount Pleasant – 18 Miles

Six Best Hikes in Virginia

Among my favorites in the state, with rolling hills, awesome vistas, and one of the coolest camp sites around.

The hike starts out ascending the Appalachian Trail up Cold Mountain before breaking off to for Mount Pleasant.

Six Best Hikes in Virginia

Cold Mountain includes stunning high mountain meadows and open balds with 360 views of the surround countryside.

The campsite at Mount Pleasant offers views that look straight into forest wilderness, something almost unheard of in the region where you can usually see civilization.

Six Best Hikes in Virginia

A moderate and fun overnight trip.

See the details on Hiking Upward for Cold Mountain and Mount Pleasant (combine them).

#4 Duncan and Strickler Knob – 19 Miles

Six Best Hikes in Virginia

Duncan and Strickler Knob offers stunning vistas from the central portion of the Massanutten Mountains in the George Washington National Forest.

The central loop — also known as the Wil Kohlbrenner Memorial Circuit — covers about 13 miles. But I recommend hiking in from the south via the Massanutten Connector Trail, which makes it 19 miles total when you include the out and backs to both knobs.

Six Best Hikes in Virginia

The hike takes you up the ridiculously steep Waterfall Mountain 800 vertical feet in just half a mile, then includes beautiful ridge walking along Kern Mountain.

This trip can be done as an easy overnight hike with plenty of camping along the base of Duncan Knob or beside the Massanutten River.

Six Best Hikes in Virginia

On the second day you hit Strickler Knob, perhaps the highlight of the route, which offers a full 360 degree view from a funky rock outcropping.

See the guest post I did for Section Hiker with full details or you can find the map and more photos here.

#3 Trout Run Valley – 27 Miles

Six Best Hikes in Virginia

A circumnavigation of Trout Run Valley was my very first hike in Virginia. It remains one of my all-time favorites.

This trip includes great views and ridgeline walking through as you complete a circular hike with a valley at the center.

Six Best Hikes in Virginia

What I love about this hike, beyond the foliage and views, is that you see where you are going and you can see how far you’ve come at all times.

There are high points and vistas include include Tibbett Knob, Halfmoon Mountain, and Big Schloss.

Six Best Hikes in Virginia

Map and details available from

Read more from one of my trip reports of Trout Run Valley here.

#2 Three Ridges – 15 Miles

Six Best Hikes in Virginia

Three Ridges is a backpacking trip I have repeated over and over again. I loved it that much.

This hike offers vista after vista and includes some cool waterfalls and creeks.

Don’t let the 15 miles fool you, this is a tough hike that climbs more than 4,000 feet up a prominent, triple peak.

If you’re carrying a heavy pack or new to the world of backpacking, this climb will kick your butt. It certainly did mine, the first time.

Six Best Hikes in Virginia

But even on repeated visits after getting in better shape and lightening pack, I still found it to be a fun and worthy challenge.

Camping out at the summit of Three Ridges with friends is among my most cherished nights out on the trail in Virginia.

Don’t forget to visit the Devil’s Backbone brewery after the hike.

Maps and more details can be found from Hiking Upward.

#1 The Triple Crown – 37 Miles

Six Best Hikes in Virginia

This is the cream of the crop, which includes three of the most iconic vistas along the Appalachian Trail — McAfee Knob, Tinker Cliffs, and Dragon’s Tooth.

This backpacking trip begins near Roanoke, Virginia in the south of the state.

To do all three vistas, you will need to cover 37 miles in one of the most beautiful loops in the country.

Sadly, when we were there, McAfee Knob was totally fogged in and we missed the best view of all. But Dragon’s Tooth made up for it.

Six Best Hikes in Virginia

Most parties can break this hike up into a three-night outing.

You should be a fit and experienced backpacker (with a light pack) before you attempt to conquer Virginia’s famed Triple Crown.

For more information or maps, see my detailed article about the Virginia Triple Crown.

Map of Hike Locations


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Author, Writer, and Head Honcho at Desk to Dirtbag
Ryan is an author, adventurer, and wanderer. Originally from Seattle, he headed to Washington D.C. where he spent five years working for Congress before heeding the call of the wild. He set out living in his pickup truck and road tripping across the American West. Since then he backpacked through Colombia, drove across all of Central America, and also wrote a best selling book: Big Travel, Small Budget. Right now you can find him driving his old truck across all of South America -- support the adventures by visiting the D2D Shop. Follow the adventures on social media or read more.

Comments 4

  1. Wow, fantastic info, thank you for taking the time to put it out there. I’m headed to Switzerland with friends in a couple months to walk the Haute Route and my wife and I need a couple hikes to get into shape. We’re veteran backpackers and just need a couple weekenders to get ready. We live in Ohio and happen to be headed to a wedding near Baltimore so I google hikes around DC and your site stood out. Your “6 hikes” exactly what I was looking for! I think I’ll try Old Rag or Three Ridges. The Triple Crown sounds great too and I’ll try to do that one around July 4th (we have another reason to be out that way). Anyway, thanks again for taking the time to share this, it’s much appreciated. (BTW you might consider the Haute Route Hiker’s version, I think you’d like)

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      Thanks SJ! Glad you enjoyed the post. You can’t go wrong with either Old Rag or Three Ridges — they are beautiful hikes, but I’m sure nothing compared to the Haute Route! I’d love to get over to Europe and do some hiking one of these days… Best of luck!

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