The 20 Best Winter Hikes in Virginia

Note: Due to trail damage from Hurricane Helene, please be sure to visit the Appalachian Trail website and the Virginia Creeper Trail website for the latest status updates before planning your outdoor adventures in Southwest Virginia.

There are several reasons to get out and hit Virginia's hiking trails during the winter months. You may be trying to stick to your New Year’s Resolution to lose weight, or you might be looking for scenic vantages without the huge crowds that usually accompany the best viewpoints. No matter your reasons, hiking is not an activity reserved for warm summer months. Travel to a few of these hiking trails to discover the beauty that Virginia has to offer year-round.

Little Stony Falls

Closest Cities: Coeburn & St. Paul

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Large waterfalls can be found along Southwest Virginia's Little Stony Falls Trail, and in winters when they ice over, the resulting icy cascades are awe-inspiring. A 3-mile moderately difficult trail, Little Stony has a few areas where you'll have to climb over boulders and traverse tougher terrain, so make sure you've got on the proper footwear to tackle this trail.

 Crabtree Falls

Closest Cities: Waynesboro & Lexington

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One of the tallest series of waterfalls east of the Mississippi River, Crabtree Falls is a beautiful hike all year round, but summer months find the trails more crowded. Come during the winter for gorgeous, uninterrupted views of the waterfalls. Try nearby Spy Rock or Priest Mountain for an extra hiking challenge.

Cascades National Recreation Trail

Closest City: Blacksburg

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The four mile hike on Cascades National Recreation Trail is achievable for even beginner hikers, and the 66-foot waterfall (which can even freeze during the coldest parts of winter!) at the end of the trail make it worth the distance.

Bearfence Trail

Closest City: Stanardsville

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Off of Skyline Drive, Bearfence Trail is about a mile long ending in spectacular 360-degree views. Take the Bearfence Viewpoint route to avoid the rock scramble. Check the Blue Ridge Parkway and Skyline Drive websites before arriving, as closures occur periodically during winter months.

Mary's Rock

Closest Cities: Sperryville & Luray

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A hiking gem in Shenandoah National Park, the Mary's Rock trail is about a 3.7-mile moderately difficult round trip hike that offers sweeping views of the western side of the park along with Shenandoah Valley and Massanutten Mountain.

Big Schloss

Closest Cities: Luray & Strasburg

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Big Schloss is located along the Virginia/West Virginia line in the George Washington National Forest. One of the longer hikes recommended for winter, this is the 4.4 mile sister hike to Tibbet Knob, but the summit provides wonderful views of the surrounding valleys.

Peaks of Otter

Closest Cities: Roanoke & Lynchburg

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Made up of Flat Top, Shark Top, & Harkening Hill, the Peaks of Otter Trail system has six trails total. Sharp Top and Flat Top are the hardest, but have the best views at the summit with 360-degree views.

Beach and Bay Trail Loop

Closest Cities: Woodbridge & Arlington

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Beach and Bay Trail Loop in Mason Neck State Park is a 2.3 mile circuit that is good for all hiking skill levels, with the trail running along the beach showcasing the coastal scenery, even in winter.

Dark Hollow Falls

Closest City: Luray

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Another popular hike in Shenandoah National Park, Dark Hollow Falls typically is fairly crowded in the summer. Visiting during winter months allows you to see the 70-foot cascading waterfall at your own pace without the larger groups of people. In the coldest months, the waterfall has been known to freeze, creating a stunning winter scene.

Old Rag

Closest Cities: Sperryville & Madison

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Old Rag is located near the Thornton Gap entrance of Shenandoah National Park, and is one of the most well-known trails in Virginia. However, at 9.8-miles long, this trail is not for beginners and is a strenuous climb that can take the better part of a day. During summer months, the trail can be very popular, so hiking during the winter allows you a more solitary trek. Make sure to wear shoes with microspikes or some sort of additional grip, as the trail can be very icy in the winter months. In addition to intense elevation gains, the trail also has several difficult rock scrambles, making this a trail for experienced hikers.

*From March 1 – November 30, visitors to Old Rag Mountain, including hikers on the Saddle, Ridge, and Ridge Access trails, will need to obtain an Old Rag day-use ticket in advance, in addition to a Park entrance pass. Find out more information on the National Park Service Old Rag day-use ticket FAQ page.*

Brown Pelican Trail

Closest Cities: Virginia Beach & Cape Charles

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Located in Kiptopeke State Park on the Eastern Shore of Virginia, Brown Pelican Trail offers amazing views of the Chesapeake Bay and the eerie concrete ships that were sunk over 65 years ago to protect the shoreline.

Hawksbill Loop Trail

Closest City: Luray

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Hawksbill Loop Trail runs along the Appalachian Trail and is a 2.7-mile hike that ends in Hawksbill Summit, an incredible vantage point of the Blue Ridge Mountains and the Shenandoah Valley. There are several waterfalls along the trail, and during the winter months, these often ice over, creating majestic glittering ice falls. Be prepared for icy conditions along the trail as well--microspikes are recommended for hiking in the winter months. 

Roaring Run Hoop Hole Trail

Closest City: Roanoke

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In Jefferson National Forest, the Roaring Run Hoop Hole Trail is a 1.2 mile hike near Eagle Rock. The trail features a waterfall and is great for all hiking skill levels. Avoid the upper loop trail, as it is more advanced and much longer.

Sharp Top Mountain

Closest City: Buchanan

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A strenuous but short 1.5-mile trek takes you to the summit of Sharp Top Mountain, ascending 1,300 feet before revealing spectacular wide-open views of the Peaks of Otter at the summit. Sunrise is especially amazing during the winter, with the fiery oranges and yellows of the rising sun sharply contrasting the cool blues and greys of the surrounding mountains.

Tobacco Heritage Trail

Closest Cities: South Hill & Lawrenceville

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For those looking for a flat, easy hike, the Tobacco Heritage Trail runs more than 17 miles with several smaller segments allowing you to enjoy the surrounding landscapes and a scenic 300-foot bridge over the Meherrin River.

Stony Man Trail

Closest City: Luray

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At the end of the 1.4 miles, Stony Man Trail opens to a gorgeous view of Shenandoah Valley, Luray, Massanutten, and the Allegheny Mountains on a clear day. This beginner’s trail isn’t too steep, but if you’re looking for more of a challenge, try Try Little Stony Man Loop for a 3.4 mile moderately difficult trail.

Lover’s Leap Trail

Closest City: Bristol

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For a shorter hiking option, head out to Lover’s Leap Trail, a 0.4 mile hike within Natural Tunnel State Park with moderate difficulty. Afterwards, try the Tunnel Hill Trail, and if you’re lucky, you may get to see a train go through the historic tunnel.

House Mountain Hike

Closest City: Lexington

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House Mountain Hike is actually two trails, consisting of Big House and Little House trail. Big House Mountain is shorter, a 1.7 mile moderate hike that can be more difficult in inclement weather, while Little House Mountain is 2.6 miles and moderate. Both hikes offer beautiful views from the summits.

Turkey Neck Trail

Closest City: Fredericksburg

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Turkey Neck Trail is a 2.5 mile circuit in Westmoreland State Park that is accessible year round. Right near the Potomac River on the Maryland/Virginia border, the trail ends at the cliffs and beach with fantastic views of the waterfront.

Belle Isle Trails

Closest City: Richmond

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The trails of Belle Isle in Richmond wind beside the James River, providing an easy hiking option within a populated urban center. The trail encircles the 54-acre island and is accessible by a pedestrian footbridge that runs under the Lee Bridge. Warm up afterwards with a visit to some of the nearby breweries.

Check out the following trail options if you’re interested in longer, more advanced winter hikes:

• Overall Run Falls Hike—5.1 miles
• Tinker Cliffs—7.3 miles
• Mount Rogers Trail—10.8 miles