Glenwood City is a city in St. Croix County, Wisconsin, United States. The population was 1,183 at the 2000 census. Glenwood City is the site of the yearly St. Croix County fair and is known as the "City Of 57 Hills". The city was founded on the banks of Tiffany Creek, a small trout stream. It was once a stop on the Wisconsin Central Railway, but the line to Glenwood City is now abandoned.