Small Business Weekend in Highland Park: Holiday Markets, Gingerbread Contest and Tree Lighting

Sat Nov 29, 2025 - Sun Nov 30, 2025
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Repeating every days through November 30, 2025.
Various times
Age: All
Price: Free
Location:
Main Street Highland Park
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Join Main Street Highland Park to celebrate Small Business Weekend and the start of the holiday season. The festivities in downtown Highland Park include Night Owl Holiday Craft Markets, artisans, food vendors, a Gingerbread House Contest, caroling, the downtown tree lighting, and live music from Michael Lawton

The Highland Park tree lighting takes place on November 29, with a special visit from Santa on the Highland Park fire truck,

Holiday markets and festivities are free for the public to attend.

Night Owl Craft Market takes place on Sunday, November 30 from 1-5pm.

** Activity dates/times are subject to change. Please click through to the activity website to verify.