Winter activities in the Freeport Parks include ice skating, ice hockey, sledding, and cross Country skiing. The ice skating and hockey are Read Park while the sledding is at Krape Park.
At Oakdale you can enjoy cross-country skiing, and if you don’t have skis (or snowshoes), you can rent them for the weekend at the Park District main office in Read Park. Go to the Park District website for details at http://www.freeportparkdistrict.org/ and look under programs, winter activities.

And don’t forget snowmobiling –

There are over 300 miles of marked trails for snowmobiling in Northwest Illinois, including on the Jane Addams Trail between Freeport and Wisconsin. Detailed trail maps are available at the Freeport/Stephenson County Visitors Center, 4596 US Highway 20 East, Freeport. Call 800.369.2955 for snowmobile conditions.