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Virginia's Ultimate Payoff Hikes: Stunning Trails with Nearby Craft Breweries

Breathtaking summit views can inspire any hiker to conquer Virginia’s premier trails. For extra motivation, pair your adventure with a visit to a nearby craft brewery, where you can unwind with a refreshing, well-earned beer.

Stony Man Overlook or Mary’s Rock

Virginia s Ultimate Payoff Hikes: Stunning Trails with Nearby Craft BreweriesPhoto Credit: Joel Mulbah & Alyssa Gilbert

For a rewarding short hike with panoramic vistas, try Stony Man Trail in Shenandoah National Park. This 1.6-mile out-and-back features a steady ascent to a rocky summit overlooking the Blue Ridge Mountains and Shenandoah Valley.

Nearby, Mary’s Rock offers two routes: a 3.7-mile path from Panorama on Skyline Drive or a 2.8-mile option from Meadow Spring parking. Both are moderately strenuous with exceptional park views.

The Brewery: Hawksbill Brewing Company in Luray is just 17 miles from Stony Man and 11 miles from Mary’s Rock.

Old Rag Circuit

Virginia s Ultimate Payoff Hikes: Stunning Trails with Nearby Craft BreweriesPhoto Credit: Nate Dennison

Ideal for seasoned hikers, the Old Rag 8.8-mile circuit in Shenandoah National Park culminates in a thrilling rock scramble and stunning summit. Note: Pets are not permitted.

The Brewery: Pen Druid Brewing in Sperryville is approximately 12 miles away.

Devil’s Marbleyard

This challenging 8.3-mile trail earns its name from a boulder-strewn scramble. Extend it by 3 miles along the Appalachian Trail for epic Virginia panoramas.

The Brewery: Great Valley Farm Brewery is about 13 miles from the trailhead.

Cascade Falls

Virginia s Ultimate Payoff Hikes: Stunning Trails with Nearby Craft Breweries
Photo Credit: Divergent Travelers

In Jefferson National Forest, the beginner-friendly 4-mile Cascade Falls trail follows a shaded creek to a 66-foot waterfall, with minor moderate sections.

Virginia s Ultimate Payoff Hikes: Stunning Trails with Nearby Craft BreweriesThe Brewery: Rising Silo Brewery in Blacksburg is roughly 22 miles away.

Tinker Cliffs

One of Virginia’s Triple Crown hikes (with Dragon’s Tooth and McAfee Knob), this 3.8-mile ascent to Tinker Cliffs offers pristine Roanoke Valley views. Not for novices.

The Brewery: Olde Salem Brewing is about 17.7 miles from the trail.

Dragon’s Tooth or McAfee Knob

Virginia s Ultimate Payoff Hikes: Stunning Trails with Nearby Craft BreweriesPhoto Credit: Joseph Mesite

McAfee Knob’s 8.3-mile trail leads to an iconic Appalachian Trail viewpoint with 270-degree vistas of Catawba Valley. Dragon’s Tooth (4.1 miles) is steeper and rockier, topping Cove Mountain.

Virginia s Ultimate Payoff Hikes: Stunning Trails with Nearby Craft BreweriesPhoto Credit: Shannon Terry

The Brewery: Parkway Brewing Company in Salem is 7 miles from McAfee Knob and 11 miles from Dragon’s Tooth.

Crabtree Falls

Virginia s Ultimate Payoff Hikes: Stunning Trails with Nearby Craft BreweriesHome to the tallest cascading waterfall east of the Mississippi (1,200 feet total drop), the 3.3-mile Crabtree Falls trail starts with easy overlooks. Extend to Spy Rock via 3.8-mile Crabtree Meadows.

The Brewery: Devils Backbone Basecamp Brewpub is 15 miles away.

Raven Rocks

Just an hour from D.C., this 5.5-mile moderate out-and-back Raven Rocks trail ends at a rocky overlook on the Virginia/West Virginia line, gazing into Shenandoah Valley.

Virginia s Ultimate Payoff Hikes: Stunning Trails with Nearby Craft BreweriesThe Brewery: Dirt Farm Brewing in Bluemont is only 5 miles from the trailhead.

Eagle Rock

Virginia s Ultimate Payoff Hikes: Stunning Trails with Nearby Craft Breweries
Photo Credit: Robert Harris (@robertharris)

On the Tuscarora and Appalachian Trails along the VA/WV border, Eagle Rock offers a 7.2-mile out-and-back or family-friendly 2.1-mile loop with fewer crowds than nearby Big Schloss.

The Breweries: Winchester Brew Works and Alesatian Brewing (23 miles); Escutcheon Brewing (24 miles).

Humpback Rocks

Virginia s Ultimate Payoff Hikes: Stunning Trails with Nearby Craft BreweriesOff the Blue Ridge Parkway near I-64, the 1-mile steep Humpback Rocks trail has rest benches. Return the same way or add 2 miles on the Appalachian Trail for easier descent.

The Brewery: Basic City Beer Co. is a quick 15-minute drive.

Buttermilk Trail, Richmond

For an urban escape, the pet-friendly 4.5-mile Buttermilk Trail follows the James River. Extend by 2 miles with the North Bank Trail.

Virginia s Ultimate Payoff Hikes: Stunning Trails with Nearby Craft BreweriesThe Brewery: Legend Brewing Company is just 0.5 miles from the trailhead.

Peaks of Otter

Virginia s Ultimate Payoff Hikes: Stunning Trails with Nearby Craft BreweriesPhoto Credit: Nicholas Moore (@moore.ns)

Explore Sharp Top (2.6 miles, 360° views), Flat Top (4.8 miles), or Harkening Hill (3.3-mile loop)—all strenuous with rewarding summits.

The Brewery: Beale’s Brewery is 11 miles from Peaks of Otter Lodge.

High Bridge Trail

Virginia s Ultimate Payoff Hikes: Stunning Trails with Nearby Craft BreweriesPhoto Credit: Big Orange Frame

This flat, 31-mile rails-to-trails path (hiking/biking, pet-friendly) features a 2,400-foot bridge over the Appomattox River—perfect for families.

The Brewery: Third Street Brewing in Farmville is adjacent to the trail, 0.3 miles from the trailhead.


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