people looking at christmas lights

The holiday season is here! Every year, the Milwaukee area transforms into a winter wonderland for the season, offering a large variety of events to get you and your family into the festive spirit. There’s something for everyone this season, this blog will highlight some of the key events happening in the Milwaukee area this holiday season.

Santa’s Mailbox

Children can drop off letters to Santa (no postage required) and receive personalized replies if a return address is included.

  • Where: Cathedral Square Park
  • When: November 12 – December 16

Ornament Trail

Explore 15 hand-painted, larger-than-life ornaments created by renowned artists.

  • Where: Wisconsin Avenue & Water Street
  • When: November 21 – January 19, 2025

Milwaukee Public Museum Holiday Decor

The “Streets of Old Milwaukee” and European Village exhibits will be adorned with festive decorations. Special events include Cocoa & Candy Canes (December 7) and live opera performances (December 9).

  • Where: Milwaukee Public Museum
  • When: Mid-November to mid-January, 2025

Jingle Bus Tours

For $5, take a narrated bus tour of downtown Milwaukee’s festive sights. Tickets must be purchased in advance.

  • Where: Courtyard Milwaukee Downtown (300 W. Michigan Street)
  • When: December 5th through December 29th, every Thursday – Sunday, 5 pm-9 pm. The bus does not run on Christmas Eve and Christmas.

Christmas in the Ward

This annual event features live entertainment, local shopping, food trucks, s’mores, reindeer interactions, and a stunning fireworks display over the Milwaukee River. There’s also a tree lighting ceremony and visits with Santa​

  • Where: Catalano Square, 147 N Broadway, Milwaukee, WI 
  • When: Friday, December 6, 2024 (5:30 PM – 8:30 PM)

Candy Cane Lane 

Experience a drive-through holiday light display with donations supporting the MACC Fund.

  • Where: West Allis Neighborhood (84th to 92nd Streets, and Oklahoma to Montana Avenues)
  • When: November 24, 2024 – December 26, 2024; Lights on nightly from 6 PM to 9 PM

Get Involved and Celebrate Safely

These events reflect the festive spirit of Milwaukee and offer activities for all ages. For more details and schedules, you can visit Milwaukee Downtown’s website or Milwaukee With Kids.

At Tabak Law, we love being part of this vibrant community and are here to help with any legal needs during the holiday season. Contact us if you have questions about Social Security Disability, VA Benefits, or other legal matters so you can focus on enjoying this special time of year.

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