Milwaukee comes alive with festive cheer every season, and there’s no shortage of ways to celebrate with family, friends and the wider community. Experience the holiday magic with dazzling light festivals, engaging immersive displays, traditional brunches with Santa, and much more. Here is your ultimate guide to 20 must-do holiday events and activities around Milwaukee this season.

City of Milwaukee Christmas Tree Lighting

NOV. 21 FROM 5 P.M. TO 7 P.M. AT 1111 VEL R. PHILLIPS AVE.

Watch the Deer District turn into the Cheer District for the 2025 Holiday Season. The 112th annual Christmas Tree Lighting starts at 6 p.m. and will be accompanied by a special visit from Santa, free hot chocolate, reindeer games, and other festive activities.

Candy Cane Lane

NOV. 28-DEC. 25 (TIMES VARY) AT

See Full Page