The Insiders’ Guide to Hiking Wintergreen

Recommended loops, unique fun trails, unforgettable vistas,
and longer hikes created by connected trails

This text needs expanding. Wintergreen has over 30 miles of hiking trails on both the mountain and in the valley. It’s rare to find a trail here that does not connect to another of the trails connect other trails.

Which path to take? It can be fun to just pick what looks like a fun trail and start wandering, with a map, from there.

Here are several proven and highly-rated hikes that local tell their friends about:

Understanding Wintergreen’s hiking trails difficulty ratings

🟢 EASY: Generally level terrain, all abilities.

🟦 MODERATE: Varied terrain, short steep sections.

◆ DIFFICULT: Lengthy steep sections, rocky, possible water crossings.

◆◆ MOST DIFFICULT: Steep rocky sections, experienced hikers only.

Guided hikes are offered by the Nature Foundation at Wintergreen on most Saturdays, with an additional hikes during the fall and summer. Go HERE.

 

Stoney Creek Park’s wide cascading stream that rolls down Wintergreen mountain from Shamokin Falls makes this valley walking path appealing every season. Go here to learn more about the forested linear park with a mile-plus long walking path with picnic tables and benches.

You hike at your own risk

While Wintergreen is a resort community, know that most all of the mountain and valley trails here–like most trails in the Blue Ridge Mountains–insist on being taken seriously.

Be aware that the weather can change rapidly and the weather is different on the mountain.

Experienced hikers know and follow these rules:

  • Do not hike alone.

  • Do not underestimate the terrain.

  • Carry drinking water and a snack.

  • Be aware of wildlife and respect its space.

  • Wear proper attire, including footwear.

  • Carry a hiking map at all times.

  • Stay on marked trails.

  • Be aware of your limitations.

Winter Hiking at Wintergreen

In the winter be especially careful on the following trails due to the steepness of the trails and the abundance of ice and snow covered rocks. Even though the trails are open, hiking these trails during the winter makes them especially hazardous: HIKE AT YOUR OWN RISK! While we no longer close these trails, you are assuming the risk of an unsafe hiking environment.

Loggers Alley is closed where it crosses the ski slopes through the end of ski season.