The Insiders’ Guide to Hiking Wintergreen
Recommended loops, unique fun trails, unforgettable vistas,
and longer hikes created by connected 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.
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 that connect again to other trails.
Listed here are several proven and highly-rated Wintergreen hikes that locals tell their friends and family about.
Waterfall Hikes
🟦 Upper Shamokin Falls with Morgans Loop
🟦 Chestnut Springs/Logger Alley Loop
🟦 Lower Shamokin Falls Hike
◆ Shamokin Springs to Upper Shamokin Falls
◆ Laurel Ridge/Fortunes Ridge Loop Hike
Long Hikes (6-12 miles)
◆ Wintergreen North Loop Hike
◆◆ Wintergreen South Loop Hike
◆◆ Wintergreen Loop Hike
Panoramic Vista Hikes
🟦 Shamokin Springs to Old AT View Hike
🟦 Cedar Cliff/Grassy Ridge Hike
◆ The Plunge Hike
◆ Cedar Cliff N/Hemlock Springs Loop Hike
◆◆ Blackrock/Brimstone Loop Hike
Easy Family Friendly Hikes
🟢 Shamokin Springs Nature Preserve
🟢 Stoney Creek Park Trail
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.
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 for the calendar of events.
The Nature Foundation at Wintergreen’s volunteers and staff maintain Wintergreen’s trails. Learn more.
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.
Be aware that weather can change rapidly.
Most of the trails are open in winter, but snow and ice can make any trail treacherous. Hike at your own risk!
Trails that cross the ski slopes are closed during skiing season (Loggers Alley, Cedar Cliff North)
