The Whitecap Mountains is a ski resort located in the community of Upson, Iron County, Wisconsin. It has 43 ski runs across 400 acres, and lies in the Penokee Mountain Range 16 miles off of the southern Lake Superior shoreline. The terrain is diverse enough to accommodate skiers of all difficulty levels. The resort has existed since the 1960:s, and has called itself "the snowiest ski resort in Wisconsin."
In January, 2019, the main lodge suffered a devastating fire which the new owners are pledging to rebuild. A fire in 2019 destroyed the resort's lodge. No one was injured and the resort stayed open.
As of 2025, it's owned by Midwest Skiing Company LLC. In November 2025, the resort filed for Chapter 11 bankruptcy, blaming extremely low snowfall interfering with revenue.