1. Anderson Tree Farm
Driving time from Chicago: One hour and 20 minutes
The white pines, balsam firs and canaan firs go quickly at this Plainfield farm—they’re known to be sold out by the first weekend in December. After you browse the fields for your perfect tree, cozy up with free hot chocolate in the warming room with a fireplace as you browse the ornaments and wreaths to complete your winter wonderland.