Oak Park Christmas Events & Things to Do 2025

The Oak Park River Forest Holiday Housewalk and Market is one of the biggest annual events, showcasing decorated homes and local vendors. Winterfest in Downtown Oak Park also offers festive activities and community celebrations during the season.

Oak Park’s Holiday Housewalk, featuring historic and architecturally significant homes decorated for the season, is a unique tradition. The community also embraces local artisan markets and neighborhood light displays that highlight its creative spirit.

Neighborhoods participating in the Holiday Housewalk and surrounding residential areas are known for their festive displays. These neighborhoods often feature a mix of classic and creative light displays that draw visitors each year.

The IWS Children’s Clinic on Madison Street hosts the OPRF IWS Holiday Market, a central spot for local makers. Additionally, various community centers and art leagues in Oak Park host seasonal markets and craft fairs throughout December.

Walking through neighborhood light displays and attending free community events like Winterfest and holiday markets are great budget-friendly options. Many local venues also offer free holiday performances and activities for all ages.

Family-friendly events include the Holiday Housewalk, Winterfest with cookie walks and carolers, and holiday craft workshops at local parks. These activities provide festive fun suitable for children and adults alike.