Whitefish Bay Holiday Stroll & Tree Lighting 2026

Ring in the holiday season with your family at this festive community celebration on Silver Spring Drive. The evening kicks off with a holiday parade featuring Santa Claus, followed by the lighting of the community Christmas tree. As the Whitefish Bay High School Choir performs holiday carols, you'll soak in the cheerful atmosphere and seasonal spirit. Before or after the main events, explore local shops and enjoy treats from participating businesses—hot chocolate and cider are available to warm you up during the stroll. This is a great opportunity for families to experience holiday traditions together while supporting neighborhood merchants. The whole event runs just over an hour, making it easy to fit into your evening plans.