Holidays in Woodstock

Don't miss these wonderful holiday happenings all season long in Woodstock! Get into the holiday spirit with a festive lineup of events and activities for the whole family! Kick off the season with the whimsical Legend of the Pickle tradition, then enjoy the charm of the Christmas Parade and indulge in sweet treats like Cookies and Churros with Santa. Make magical memories with a visit to Santa’s Hut, where little ones can share their holiday wishes. Ladies can enjoy a special Ladies Night Out, while a Carriage Ride through the historic square sets the perfect holiday scene. Explore unique shopping opportunities with Shop, Dine, Save, and Win promotions, where you can find great gifts, enjoy delicious meals, and even win prizes. Woodstock, Illinois offers the perfect blend of small-town charm and holiday cheer – come make unforgettable memories this season!