Beginning in 1922 and running for several years, the Grand Beach Ski Club held an annual ski tournament (jumping?) attracting skiers from throughout the nation. Held on one of the dunes near the Hotel Golfmore, the skiers were served by a ski lift. The hotel burned in 1939, I don’t know when the tow was removed. The link above has a picture of the slope next to the hotel and a brochure for the 1926 tournament. Depending on the ski slide’s exact location in relation to the hotel, it may have been in Indiana as the hotel was immediately south of the border.
Grand Beach Ski Club – New Buffalo