Check out the Wintergreen Resort ski resort map below to get a feel for the layout before you hit the slopes. The trail map covers 27 runs serviced by 4 chairlifts, with a vertical drop from 1,071 metres down to 766 metres. With a solid 4.13 rating for groomed runs and high marks from intermediates and advanced skiers, it's a compact resort that punches above its weight for terrain variety.

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Best Runs in Wintergreen Resort

Big Acorn (Green): A wide, gentle slope ideal for first-timers building confidence with plenty of space to practice turns.
Dobie (Green): A mellow cruiser that winds through the trees, offering beginners a scenic introduction to gladed terrain.
Upper Cliffhanger (Blue): A popular intermediate run with consistent pitch and excellent width for carving practice.
Lower Shale (Blue): A blue-graded trail that flows smoothly through the woods, perfect for intermediates looking to rack up vertical.
The Plunge (Black Diamond): A steep, ungroomed mogul run that offers a proper leg-burner for advanced skiers seeking technical challenge.
Tyro (Black Diamond): A narrow, tree-lined black with tight turns and variable terrain that rewards precision.
Upper White Lightning (Black Diamond): One of the steepest groomers on the mountain, ideal for building confidence on sustained pitch.
Highlands (Blue): A cruisy intermediate trail with sweeping views and consistent gradient, popular with ski schools progressing their groups.