Best Hiking Trails Near Wintergreen and Nellysford, Virginia: A Nature Lover's Guide

Nestled in the heart of Virginia's Blue Ridge Mountains, Wintergreen and Nellysford offer some of the most stunning hiking trails in the region. Whether you're a seasoned hiker or just looking for a peaceful walk in nature, this area has something for everyone. From cascading waterfalls to panoramic mountain vistas, these trails promise unforgettable experiences. Plus, if you're traveling with a large group, Windtryst Estate provides the perfect nearby retreat to relax after your adventures.

Discover the serene beauty of Shamokin Falls at Wintergreen Resort, Virginia. This moderately challenging 2.9-mile hike rewards adventurers with stunning views of cascading waterfalls amidst a tranquil forest setting. Image courtesy: gohikevirginia.com

Top Hiking Trails in Wintergreen and Nellysford

1. Appalachian Trail

The iconic Appalachian Trail skirts the edges of Wintergreen, offering hikers a chance to explore a section of this legendary 2,190-mile path. With its breathtaking views of the Blue Ridge Mountains, this trail is a must-visit for both casual walkers and avid adventurers.

2. Crabtree Falls Trail

Located just a short drive from Wintergreen, this trail leads to one of the tallest cascading waterfalls east of the Mississippi River. The well-maintained path provides spectacular views of the falls and is ideal for waterfall enthusiasts. Just remember to stay on the trail for safety.

3. Humpback Rocks

This trail combines history with natural beauty. After a steep but rewarding climb, hikers are greeted with awe-inspiring views from the summit. Along the way, you can explore a historic mountain farm maintained by the National Park Service.

4. Upper Shamokin Falls

For those staying within Wintergreen Resort, this 2.9-mile out-and-back trail offers a serene hike to cascading waterfalls. The trail begins near Laurel Springs Drive and is perfect for those seeking tranquility amidst nature.

5. Raven’s Roost Loop Trail

Close to Wintergreen Resort, this loop trail takes you through lush forests adorned with wildflowers and scenic overlooks. It's an excellent choice for moderate-level hikers looking for diverse landscapes.

6. Rockfish Valley Trails

Located in Nellysford, these easy trails are perfect for families and nature enthusiasts interested in birdwatching or exploring local flora and fauna. Spruce Creek Park is especially popular for its educational markers and serene atmosphere.

Why Stay at Windtryst Estate?

After a day of hiking, there's no better place to unwind than at Windtryst Estate. This spacious property is ideal for large groups seeking comfort and convenience near Wintergreen's trails, and the nearby wineries, and breweries. With luxurious amenities and ample space to relax, it’s the perfect basecamp for your outdoor adventures.

Key Benefits of Staying at Windtryst Estate:

• Close proximity to top hiking destinations.

• Easy access to Route 151's renowned wineries and breweries.

• Spacious accommodations designed for group gatherings.

Enjoy the peaceful charm of Windtryst Estate's picturesque pond and adjacent trail system. Perfect for morning strolls or quiet reflection, this serene spot is just one of the many highlights of this luxurious retreat in Nellysford, Virginia.

Explore Nature and Relax in Style

Wintergreen and Nellysford are havens for outdoor enthusiasts, offering some of Virginia's best hiking trails surrounded by stunning natural beauty. Whether you're chasing waterfalls at Crabtree Falls or enjoying panoramic views from Humpback Rocks, your adventure awaits in these picturesque mountain towns. For those planning a group getaway, Windtryst Estate provides an unbeatable combination of comfort and location—making it the ultimate retreat after a day on the trails.