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8 Santa’s Mailboxes Have Arrived in Milwaukee

Santa is placing his bright red mailboxes all over town for your children’s letters and wish lists.

We are so thankful to our partners at the Child Advancement Network (CAN) for sponsoring us this season. CAN was established as a broad-based, comprehensive, and innovative approach to child health via partnerships, advocacy and collaborations aimed at advancing the wellbeing of children across domains of health. Learn more about them here.

Make your list, and check it twice! Then bring it to one of these mailboxes:

1. Cathedral Square Park

Santa’s Mailbox presented by Educators Credit Union and Serving Older Adults

520 E Wells St, Milwaukee, WI 53202 Open now through December 13th, 2020


Santa’s elves have been busy building an official mailbox at Cathedral Square Park. Children can drop their letters into Santa’s Mailbox where wish lists will be expedited to the North Pole. 

Best of all, every boy and girl who write to Santa will receive a personalized letter in return. No postage required. Holiday spirit ensures delivery. Be sure to include your return address!

2. Corners of Brookfield


Starting November 27th, kids can drop off their letters and wish lists to Santa in the North Pole mailbox at the Corners of Brookfield. The mailbox will be located in the Market Square Escalator vestibule.

There’s also a 15-foot tall walk-through hot cocoa mug experiential installation, topped with 18,000 LED lights and chocolate-scented fog. In addition to the larger-than-life, sweet aroma hot cocoa mug, a 40-foot immersive lights tunnel running along Market Square and adorned with 10,000 color-changing LED lights makes for the perfect photo opportunity.

3. Drexel Town Square


Sponsored by B93.3 FM, Santa’s Mailbox at Drexel Town Square will be there from November 25 – December 20, 2020. Be sure to include your email address to receive a response letter from Santa.

B93.3’s Santa’s Mailbox will be at Drexel Town Square this year.

4. Mequon Public Market

6300 W Mequon Rd, Mequon, WI 53092

Photo: Instagram, @bauerbach24

5. Natty Oaks


11505 W National Ave., West Allis, WI 53227


6. Pfister Hotel

November 27th through December 24th, 2020

424 E Wisconsin Ave, Milwaukee, WI 53202


The Pfister Hotel lobby. Photo credit: Instagram, @lxnxkxll

From November 27th through December 24th, write Santa a letter and drop it off at The Pfister Hotel in their magical North Pole Mailbox. They’ll make sure it’s delivered in time for Christmas. Each child will also receive a personalized note from Santa himself! All children receive a free cookie from the Pfister Front Desk with their letter drop off.

7. Santa’s Workshop

Downtown Cedarburg


Each year, a charming 15′ x 15′ gingerbread house graces Cedarburg’s Washington Avenue for the entire Christmas season. Due to COVID-19, guests aren’t able to go inside Santa’s Cedarburg Workshop this year. But it will still be constructed and decorated for kids to peek through the windows to see the fireplace and the toys he and the elves have been working on. Santa and Mrs. Claus will make surprise appearances. Kids are encouraged to drop off letters to Santa.

8. Whitefish Bay

November 25th to December 23rd, 2020

316 E. Silver Spring Drive


New to Silver Spring Drive this year is Santa’s Mailbox. The Merchants of Whitefish Bay have a direct connection to the North Pole so they know Santa will get each letter.

Do you now of another Santa’s Mailbox? Submit the information to

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