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Milwaukee’s Holiday Hotel

Milwaukee Holiday Hotel Deals + Winter Things to Do

‘Tis the Season at The Journeyman Hotel in Downtown Milwaukee

It’s beginning to look a lot like Christmas at The Outsider! The rooftop bar atop the ninth floor of the hotel will host “Breakfast with Santa on the Rooftop” on Saturday, December 7, 2019 from 9AM-1PM. Up on the rooftop, reindeer pause and out will sit good ol’ Santa Claus while a professional photographer snaps photos and an elf doles out candy canes. Executive Chef Heather Terhune will offer a full breakfast buffet complete with “Prancer’s Pancake Action Station,” a hot cocoa bar and a cash bar. There will be plenty of festive activities to keep kids entertained, including: face painting, cookie decorating with Mrs. Claus and craft stations for kids to write letters to Santa, make reindeer food and design ornaments (see full list of inclusions below).

Tickets are $40 per adult, $20 per child under 12, and free for kids 3 and under. Tickets are on sale now and can be purchased HERE via Eventbrite. For more information, call: 888-536-9008 or visit: www.outsiderrooftop.com and www.facebook.com/outsiderrooftop/

Reserve Now

Can’t make breakfast? Join the Journeyman family for other holiday celebrations this year!

kimpton journeyman hotel guest room

St. Nicolas Day at The Journeyman

On December 6, guest will be instructed to leave their Journeyman slippers outside their door before going to bed and in the AM they will be filled with treats; One lucky guest will receive a comp overnight stay for 2020!

kimpton journeyman hotel queen queen deluxe guest room

The Snuggle is Real

Stay with us this holiday season and get cozy with this package that includes a gingerbread cookie decorating kit from Tre Rivali, a holiday blank and hot chocolate and bedtime stories delivered to the room at turndown.

Book by December 25

overhead photo of 2 cups of coffee on a table, Photo by Rinck Content Studio on Unsplash

Ice, Ice Milwaukee

Skate in style this winter. Book this package and receive:

  • Two Tre Rivali commuter mugs with hot chocolate
  • Complimentary skate rentals or sharpening at Slice of Ice @ Red Arrow Park)
  • Ice Box cake amenity from Tre Rivali

Book by February 29

, Photo by Brigitte Tohm on Unsplash

Holidays in Milwaukee

Looking for events, lights and more in Milwaukee? There’s no shortage this time of year. 

Learn More