Winter in Waukesha

Downtown Waukesha Holiday Bingo

Get out in Downtown Waukesha this holiday season and play our Downtown Waukesha Holiday Bingo game! We’ve compiled a list of events and experiences to get you in the holiday spirit that you can do in Downtown Waukesha. Get five in a row and you’ve got bingo! Submit your bingo card at any of Santa’s mailboxes in Downtown or at Burlap and Lace Marketplace (272 W Main Street) to be entered into a drawing for some Downtown Waukesha swag! Drop off all cards in Santa’s mailboxes by December 15th or at the drop-box in Burlap and Lace Marketplace by December 22nd.

Bingo cards can be found inside the following Waukesha businesses soon, or you can download and print your own bingo card.

• Allo Chocolat
• Almont Gallery
• Amazing Grace Salon
• Burlap & Lace
• Chef Pam’s Kitchen
• Crazy Golf & Lumber Axe
• JP Beauty Supply
• Karma Café Waukesha
• Mainstream Bar & Grill
• Martha Merrell’s Book Store
• North Pillar Brewing Company
• Realty Executives Southeast
• Sweet Dreams

December

Winter Farmers’ Markets | Starts November 2, 2024
Chef Pam’s Kitchen and Martha Merrell’s Books will be hosting Winter Farmers’ Markets throughout the winter. Visit Martha Merrell’s Books every Saturday at 9:00 a.m. to 1:00 p.m. from November 2, 2024, to March 29, 2025, or Chef Pam’s Kitchen every other Saturday at 9:00 a.m. to 12:00 p.m. from November 2, 2024, to April 19, 2025.

Holly Jolly Cutouts for Photos | November 25 – December 31, 2024
Several holiday cut-outs are placed throughout downtown for a holiday photo-op “day or night”. Take photos with friends and family for a special way to remember the 2024 holiday season!

Additional Details:
https://waukeshadba.com/photos-with-cutouts/

Letters to Santa | Late November – December 15, 2024
Do you want to write your own letter to Santa and hear back from him? There are four magical
mailboxes available through December 15th… You can find them at: Realty Executives Southeast, Steaming Cup, Burlap & Lace Marketplace, Jest for Fun Joke Shop, Mary Jane’s, and GBF Bespoke Balloons & Event Services!

Additional Details:
https://waukeshadba.com/letters-to-santa/

Waukesha Night of Lights | December 6, 2024, 5:30 p.m.
Please join the Waukesha Downtown Business Association, the City of Waukesha Chamber of Commerce, Downtown Waukesha, and the City of Waukesha in kicking off the holiday season with our tree lighting, lantern stroll through Downtown Waukesha, & Walk of Lights illumination ceremony at Riverfront Plaza.

Additional Details:
https://www.waukesha-wi.gov/residents/night-of-lights.php

Waukesha Walk of Lights | December 6, 2024 – January 26, 2025

This year the City of Waukesha is once again spreading holiday cheer with lights! Come down to the Riverwalk throughout the holiday season and see Riverfront Plaza, Gazebo, Love Bridge, Bryant Bridge, and Friedman Alley lit up with holiday cheer!

Additional Details:
https://www.waukesha-wi.gov/residents/walk-of-lights.php

Eras Senior Network’s Santa Run/Walk | December 7, 2024, 9:00 a.m. to 2:00 p.m.
The annual fun (1.6 mile) run/walk celebrates older adults in our communities and is a fantastic way to kick off the holiday season! Participants are encouraged to dress to impress—think Santa costumes, ugly sweaters, and jingle bells—to add to the celebration!

Additional Details:
https://raceroster.com/events/2024/93263/eras-senior-networks-santa-runwalk

133rd Art Crawl: Jolly Days Art Crawl | December 7, 2024, 2:00 p.m. to 8:00 p.m.
Explore around Downtown’s many art exhibitions at the 133rd Waukesha Art Crawl!

Additional Details:
https://waukeshaart.com/

Horse-Drawn Carriage Rides | December 7, 2024, 12:00 p.m. to 4:00 p.m.
Take a magical carriage ride through Downtown Waukesha. Tickets are $5 each and can be purchased at Realty Executives Southeast, located at 431 W Main Street, where you board the carriage.

Additional Details:
https://waukeshadba.com/horse-drawn-carriage-rides/

Photos with Santa Claus | December 7, 2024, 1:00 p.m. to 3:00 p.m.
Santa’s been busy in his workshop, but he’s making time to visit all his friends at 805 Clinton Street. He’s bringing his jolly laugh, twinkling eyes, and lots of holiday cheer to share with you!

Additional Details:
https://yourgbfevent.com/exciting-news-from-santas-workshop-a-special-holiday-message/?fbclid=IwY2xjawGkTCZleHRuA2FlbQIxMAABHT3heWEzzyibtQKfzhMvmwvIJ9lj5Fs-iBLTu7B2-W7YyncFtzZsO0Z_LA_aem__OWHhjdDIbDpWMvhbEkZ6A

Holiday Movie Showing: The Polar Express | December 7, 2024, 5:00 p.m.
Join us for an enchanting evening filled with holiday cheer! Start the festivities at 5:00 p.m. by making a unique craft to take home, then enjoy a delightful encounter with Santa Claus and one of his reindeer. Enjoy tasty snacks as you soak up the holiday spirit. Then, at 6:00 p.m., get cozy with a blanket or chair and settle in for a screening of the beloved holiday classic, The Polar Express. It’s the perfect way to celebrate the season with family and friends—don’t miss out on this festive experience!

Additional Details:
https://www.waukesha-wi.gov/residents/holiday-movie-showing-the-polar-express.php

January

JanBoree | January 17-28, 2025
Come for the fireworks, laser light show, beer gardens, ice sculptures, snow sculptures, ice skating, Glow Walk, Penguin Egg Hunt, and so much more. There’s something for everyone to enjoy!

View the complete list of events at http://www.janboree.org/

Waukesha Walk of Lights | Now – January 28, 2025
This year the City of Waukesha is once again spreading holiday cheer with lights! Come down to the Riverwalk throughout the holiday season and see Riverfront Plaza, Gazebo, Love Bridge, Bryant Bridge and Friedman Alley lit up with holiday cheer!

Additional Details:
https://www.waukesha-wi.gov/residents/walk-of-lights.php