City Cast DC logo

The Ultimate Guide To Hiking Old Rag Mountain

Posted on September 25, 2025   |   Updated on September 30, 2025
Kaela Cote-Stemmermann

Kaela Cote-Stemmermann

View from the top of Old Rag. (Kaela Cote-Stemmermann/City Cast DC)

View from the top of Old Rag. (Kaela Cote-Stemmermann/City Cast DC)

Fall hiking season is here and Old Rag Mountain is one of the best places to enjoy it. The hikes are the most popular in Shenandoah, but beware, they can be tough even for experienced hikers. Here’s how to spend the perfect day on and around the mountain.

Important Prep:

Before you go, you MUST purchase an Old Rag day-trip ticket ($2) online. There is no service at the trailhead, so have a copy of the confirmation code with you. Separately, you must also have a National Park entrance pass. You can purchase one at the rangers station or online.

Old Rag Mountain is a two-hour drive from D.C. Park at the Old Rag ranger station (unless you are hiking Barry Hollow) or at one of the overflow parking lots.

Where To Hike:

🏔️ Old Rag Circuit Trail (9.4 mile loop)

The most popular and most strenuous hike on Old Rag, this loop is one of the best on the East Coast, but the elevation and rock scramble at the summit are not for the faint of heart. I recommend going counterclockwise so that you end the hike on the fire road.

🥾 Barry Hollow Hike (5.4 mile out-and-back)

This shorter but still strenuous uphill hike gets you to the summit without the rock scramble, however, you also miss the consistent ridge views. Park at the Barry Hollow parking lot for this one.

🐕 Robertson Mountain Trail (7.8 mile loop)

This trail follows the fire road and then heads up a river to a summit across from Old Rag. It is less popular but allows dogs!

Part of the famous rock scramble up Old Rag. (Kaela Cote-Stemmermann/City Cast DC)

Part of the famous rock scramble up Old Rag. (Kaela Cote-Stemmermann/City Cast DC)

Where To Eat:

Congratulations, you finished your hike! Now it's time for a reward. Stop by Rappahannock Pizza Kitchen to fill up on carbs. Then, pop into the attached general store for some amazing homemade cookies. The Black Twig Diner & Bar has great smash burgers and fried chicken. For dessert, go to Roy’s Farm Market for a homemade pie to take home or stop by The Apple House on the way back for the best apple cider donuts in the area.

Where To Drink:

Grab a cold beer overlooking the mountains at Pen Druid Fermentation. They have especially good sours and blondes. On the drive out, you will also find Quièvremont Vineyards, which focuses on French-style wines and offers all sorts of tasting options. Or you could stop at any of these Virginia wineries recommended by the Washington Post’s wine columnist.

Share article

Hey DC

Stay connected to City Cast DC and get ready to join the local conversation.

Can't subscribe? Turn off your ad blocker and try again.

DC, Explained

See All
DC, Explained

How Adams Morgan Got Its Name

How community members gave Adams Morgan and a uniting cause.

A rooftop view of homes covered in snow.
DC, ExplainedApril 6

Inside the Story of Elon Musk’s Failed DC Hyperloop

Before Elon Musk's DOGE there was his fantastical hyperloop. But, it went down as one of the biggest transport flops in D.C. history. We...

President Donald Trump speaks during a news conference with Elon Musk. (The Washington Post/Getty Images)
DC, ExplainedApril 2

Mosh Madness: DC’s Next Big Music Festival Is Also a Basketball Tournament

Mosh Madness, D.C.’s premier music festival slash basketball tournament is back for its second iteration this spring. On April 11 the DMV...

Pretty Bitter rock as ballers try to block. (Photo by Bailey Payne)
DC, ExplainedMarch 31

Is Trump Destroying DC’s Architecture?

Between the East Wing of the White House, the proposed Arc de Trump, and whatever’s going to happen to the Kennedy Center, how will Presi...

With Trump’s name on the Kennedy Center, will he also change its look? (Heather Diehl/Getty Images)
DC, ExplainedMarch 17

DC Dating Off the Apps: Darts Are Flying

I’m deleting the apps and sacrificing myself as a social experiment to try D.C.’s in-person dating options so that you don’t have to. Thi...

One of the groups at a Peared dating event at Flight Club. (Kaela Cote-Stemmermann/City Cast DC)
DC, ExplainedMarch 5

Chronicling DC’s Underground Rap Scene with Oddisee

Along the way he’s become one of the DMV’s longest reigning underground hip-hop lyricists and beatmakers, released about 20 projects, tou...

Oddisee. (Xavi Torrent/Getty Images)
DC, ExplainedFebruary 12

DC Dating Off the Apps: The Need for Speed (Dating)

I’m deleting the apps and sacrificing myself as a social experiment to try D.C.’s in-person dating options so that you don’t have to.

Brave souls attend a Shuffle speed dating event at Compass Coffee. (The Washington Post/Getty Images)
DC, ExplainedFebruary 3

What DC Means to A Baltimore Hardcore Legend

D.C.’s federal, white collar reputation vs. Baltimore’s blue collar.

Angel Du$t. (Jack Tripper)

The latest in DC