On September 24, 2010, the Wilderness became the first American-based full membership SIJHL team to host a regular season game in the United States.

On May 4, 2013, the Wilderness became the first American team to win the Dudley Hewitt Cup by defeating the St. Michael's Buzzers 4–3 in overtime in the Central Canada final.

They also became the first American team to participate in the Royal Bank Cup tournament, the Canadian National Junior A championship.

In the semifinal, they surrendered a 4–2 third period lead to the Alberta Junior Hockey League's Brooks Bandits to lose 5–4 in overtime.

Their loss to Brooks ended their hopes of a national championship and was their final game as members of the Superior International Junior Hockey League.

In July 2022, the Wilderness fired assistant coach Brendan Phelps over allegations that he solicited a 16-year-old boy for sex online.