Things to Do in Waukesha & Milwaukee Counties: August 28-30, 2026Summer may be winding down, but Southeastern Wisconsin is not slowing down! From community festivals and farmers markets to live
Dated: December 12 2025
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Seeing Santa is one of those holiday traditions that never goes out of style — and in Southeastern Wisconsin, there’s no shortage of ways to make it magical. From free mall photos and cozy cocoa stops to skating with Santa and even live reindeer sightings, communities across the region are hosting festive, family-friendly events throughout December.
Whether you’re planning a quick stop for a photo or building a full holiday weekend around it, here’s a verified, county-by-county guide to where you can see Santa in 2025.
Fort Atkinson
📍 W7675 US Hwy 12, Fort Atkinson, WI 53538
Dates: Saturday & Sunday, December 13–14, 2025
Highlights include:
Photos with Santa
Mrs. Claus storytime
Decorated Christmas trees throughout the farm
Farm animals to visit and feed
Hot cocoa and marshmallow roasting
Live music and festive photo scenes
Milwaukee
📍 520 E. Wells Street, Milwaukee, WI
When: Saturday, December 13, 2025 | 11:00 AM – 2:00 PM
Cost: Free
Kids can share their wish lists, enjoy photos with Santa and Mrs. Claus, and meet elves and other holiday characters. Free cookies and hot cocoa are provided.
Date: Sunday, December 21, 2025
Time: 10:00 AM – 1:30 PM
Storytimes: 11:00 AM, 12:00 PM, 1:00 PM
Santa will be reading holiday stories and spreading festive cheer throughout the morning.
Wauwatosa
📍 2500 N. Mayfair Road, Wauwatosa, WI 53226
📍 Level 1, near Nordstrom
Walk-ups welcome daily until closing
Multiple families scheduled per 15-minute window
Wauwatosa
📍 2500 N. Mayfair Road, Wauwatosa, WI 53226
Dates: Now through December 24, 2025
Free photo with Santa
Free crafts and activities
Mail letters to Santa
Free giveaways while supplies last
Explore aquariums and wildlife displays
Franklin
📍 5200 W. Rawson Avenue, Franklin, WI
When: Sunday, December 14, 2025 | 10:00 AM – 11:30 AM
Greenfield
📍 709 W. Layton Avenue, Greenfield, WI
When: Sunday, December 14, 2025 | 12:00 PM – 1:30 PM
Glendale
📍 701 W. Glendale Avenue, Glendale, WI
When: Sunday, December 14, 2025
Tours begin at 11:30 AM (availability varies)
Cost:
Adults: $17
Minors: $11
$1 ticketing fee
Includes brewery tour, unlimited soda samples, beer samples for adults 21+, and the option to take photos with Santa when purchasing custom root beer labels.
Greendale
📍 5300 S. 76th Street, Greendale, WI
📍 First Level near Center Court
Dates: Through Wednesday, December 24, 2025
Special events include:
Santa Arrival Event: Saturday, November 22 | 10:45 AM – 1:00 PM
Sensory-Friendly Santa: Sunday, December 7 | 9:00 AM – 10:30 AM
Pet Photo Night: Monday, December 8 | 4:00 PM – 8:00 PM
Photo packages available; reservations encouraged.
When: Monday–Thursday, December 15–18, 2025
Starting at 6:00 PM nightly
Santa and Mrs. Claus will cruise through Greenfield neighborhoods. A Santa tracker will be available.
Cost: Free
Cedarburg
📍 Outside the Cedarburg Community Gym, W63 N645 Washington Avenue, Cedarburg, WI
A life-sized gingerbread house experience featuring twinkling lights, a cozy fireplace, and shelves of toys. Visits are first-come, first-served, with same-day sign-ups available 15 minutes before opening.
Dates & Times:
Friday, December 12, 2025 | 4:00 PM – 7:00 PM
Saturday, December 13, 2025 | 11:00 AM – 2:00 PM
Friday, December 19, 2025 | 4:00 PM – 7:00 PM
Saturday, December 20, 2025 | 11:00 AM – 2:00 PM
Monday, December 22, 2025 | 4:00 PM – 7:00 PM
Wales
📍 Village Hall, 129 W. Main Street, Wales, WI
When: Saturday, December 13, 2025
Santa arrives by fire truck at 11:00 AM
Elf-stamped passport activity
Gift basket drawing
Goodie bags sponsored by Waukesha State Bank
Waukesha
📍 People’s Park Parking Lot
When: Saturday, December 20, 2025 | 2:00 PM – 4:00 PM
Meet Santa’s live reindeer and enjoy photo opportunities.
Delafield
When: Sunday, December 14, 2025 | 10:00 AM – 2:00 PM
A holiday adventure through Geronimo Hospitality locations.
Passports: $25 per child. Passport pick-up available at participating businesses.
Waukesha
📍 Fisk Avenue
Dates:
Saturday, December 13, 2025
Saturday, December 20, 2025
Free photos (bring your own camera or phone)
Cozy holiday backdrop
Open to all ages
Hartland
Sunday, December 14, 2025 | 8:30 AM – 10:30 AM
Hosted by Wishmakers of Wisconsin
Includes skating, photos with Santa, cookie decorating, and skate rental.
Sunday, December 21, 2025 | 1:00 PM – 3:00 PM
Adults: $8
Kids: $7
Skate rental: $4
While this is an Indoor rink, we recommend you dress warmly.
Holiday traditions like these are what make Southeastern Wisconsin such a special place to live. At The Hupke Team RE/MAX Forward, we’re proud to call these communities home, and even more proud to support the families who live in them.
In 2024 alone, we helped 121 households buy or sell, closed over $38 million in real estate, and earned 130+ five-star Google reviews by focusing on what matters most: trust, strategy, and local expertise.
If you’re thinking about a move in 2026 - or want a second set of eyes on your home’s value - we’re here when you’re ready.

🎅 Santa Sighting Disclosure: Santa’s schedule can change faster than reindeer takeoff! Times and policies may shift, so check with each venue before visiting.
Jennifer has been a trusted name in Southeastern Wisconsin real estate since 2003. With over two decades of experience, she brings a strategic, detail oriented approach to every transaction, whether i....
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