Runs at Wintergreen Resort

26 runs · 1 glade · 2 parks

Wintergreen Resort’s the report's Runs Open counter says 27

Big Acorn
1,510 ft · 500 ft drop
Most difficult
Most difficult1,510 ft · 500 ft drop
Cliffhanger 2 sections, each on the list0.6 mi · 920 ft drop, the whole run as mapped
- Upper
  on the run’s line
  Most difficult
  Most difficulton the run’s line
- Lower
  on the run’s line
  Experts only
  Experts onlyon the run’s line
Cross Cut
590 ft · 100 ft drop
Most difficult
Most difficult590 ft · 100 ft drop
Crosstrail 2 sections, each on the list
- Upper
  1,680 ft · 180 ft drop
  Easiest
  Easiest1,680 ft · 180 ft drop
- Lower
  1,710 ft · 130 ft drop
  Easiest
  Easiest1,710 ft · 130 ft drop
Devils Elbow
1,620 ft · 390 ft drop
Most difficult
Most difficult1,620 ft · 390 ft drop
Diamond Hill 2 sections, each on the list
- Upper
  not drawn yet
  Easiest
  Easiestnot drawn yet
- Lower
  1,280 ft · 180 ft drop
  Easiest
  Easiest1,280 ft · 180 ft drop

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Terrain parks

2 · a list of their own, outside the run count

The resort’s own list, its trail map leading: every section it lists counts, traverses and roads too; carpets, learning areas, race courses and nordic tracks are left out, and parks are a list of their own.

Names and difficulty: Wintergreen Resort — Mountain Report, Trails (wintergreenresort.com, read Oct 22, 2026); Wintergreen Resort — trail map (the Mountain Report page's PDF) (wintergreenresort.com, 2024-25 map, the newest the resort posts, read Oct 22, 2026); Wintergreen Resort — trail map (the Mountain Report page's PDF), second blind read (grid offset half a tile) (wintergreenresort.com, 2024-25 map, the newest the resort posts, read Oct 22, 2026). A run only the status list names, not the trail map, says so.

Lines, lengths and verticals where a run is drawn: © OpenStreetMap contributors, ODbL, via OpenSkiMap (Sep 28, 2026); measured by Aurora from the mapped line, not the resort’s figures. On the map, glades and bowls are areas: OpenStreetMap’s own where it maps one, else drawn by Aurora around its line, edges approximate.