Silver Bells – Holiday Festivities in Downtown Waukesha

Join the fun in beautiful historic Downtown Waukesha area for this year’s holiday celebration, Silver Bells. Each year, Waukesha is transformed into a winter wonderland of fun and holiday magic. Take a look below at the list of events taking place throughout the downtown area. There will be activities and entertainment for all ages from through December 30th. It will certainly be a Christmastime Celebration to remember in Downtown Waukesha this Holiday Season. You can view all the details on their webpage.

Plus, be sure to scroll down and enter to win a family carriage ride!

Details and photographs in this post used with permission by Silver Bells in Waukesha in conjunction with the Downtown Waukesha Business Association. silver bells


Letters to Santa

October 28 – December 14

Write Santa a letter and let him know what you want for Christmas! Stop by Santa’s bright red mailbox and drop off your letter address to Santa Claus by December 14. Santa’s helpers will collect the letters and make sure everyone who writes gets a personalized letter back from the big guy in the red suit.
The Letters to Santa mailbox is located at:
Martha Merrell’s Books & Toys
885 Gasper Street
Waukesha, WI 53186



Caroling for a Cause

December 8th 6 – 9 pm
December 16th 6 – 9 pm


Friday Music After Dark

December 8th 6:30 – 10pm
December 15th 6:30 – 10pm
December 22nd 6:30 – 10pm
December 29th 6:30 – 10pm


Pictures with Santa

December 9, 16, 23 from 12 – 3 pm

A picture is worth a thousand words, and nothing is more precious than holiday pictures of your children and family with Santa Claus. The WDBA in partnership with Fruits of the Spirit Candles will be offering free photos with Mr. Claus himself. Visit Santa at Fruits of the Spirit Candles.



Carriage Rides

December 8 – 9
December 15 – 16
December 22 – 23
December 29
Fridays 6 PM – 9 PM
Saturdays 1 PM – 5 PM

Enjoy an elegant horse-drawn carriage ride through the streets of downtown Waukesha.  Tickets can be purchased from participating downtown businesses, and you can get on a carriage at any of the carriage ride stops throughout downtown.

The cost for tickets is $5.00 per person or $12 for a family of three or more. Tickets can be purchased at:

  • Allô! Chocolat
  • Martha Merrell’s Books & Toys
  • Roots Coffeebar

Win a family carriage ride from Lake Country Family Fun!! See Below!!



12 Days of Christmas

November 27 – November 30, December 4 -7, December 11-14

These special 12 days of celebration give everyone the chance to save big on holiday shopping in the Downtown Waukesha area. Shop local this Christmas season!


Candle Workshop

December 6th – 7:30pm
December 13th – 7:30pm

Join Terri Stine owner at Fruits of Spirit Candles and make your very own holiday candles. A family-friendly event sure to please everyone for the entire holiday season.


Breakfast with Santa Saturdays

December 9, 16, 23 from 8 to 10am

Santa’s breakfast workshop will be at Martha Merrell’s Book again this year! Santa is looking forward to spending some time with all of the kids! Enjoy some hot breakfast, juice, cookies, and of course coloring and arts and crafts with Santa himself!




Cookie Decorating

December 9th and 16th from 4-6pm

Come join us at Martha Merrell’s Books & Toys for family Christmas cookie decorating fun! Great for kids of all ages.





Ugly Sweater Party

December 9th 

Join us for the annual Ugly Sweater Party! Downtown Waukesha shops & restaurants are hosting Ugly Sweater specials and parties throughout the area all day long for those who participate in the fun!


Pancakes & Pajamas

December 9th from 8:30 -11am

Held at Rochester Deli


Ornaments 4 Kids

December 9th from 1:30 – 4:30
Waukesha Community Arts Project


Family Activities

December 10th and 17th from 2-3pm

Bring your family over to Martha Merrell’s Books & Toys for some holiday Sunday group activity time! Great for the entire family and even friends.


Preschool Activities

December 12 from 10:30 – 11:30am

Martha Merrell Book & Toys will be hosting Christmas activities for the youngsters! Bring the kids in for some fun this holiday season.


All of the information on Waukesha’s Silver Bells Festivities can be found on their website  All details and photographs used in this posts were done so with permission from the Silver Bells in Waukesha in coordination with the Waukesha Downtown Business Association. Follow Waukesha Silver Bells on Facebook.

Giveaway Time:
Win a family carriage ride through
historic downtown Waukesha! 

Six lucky Lake Country Family Fun readers will each receive one family carriage ride through downtown Waukesha! We will be giving away two family tickets per week until Christmas!! You only need to enter once and be entered for all the opportunities. The winner will be announced on Friday morning each week, with the last winner being announced on December 22, 2017.

To Enter:

Simply enter your name and valid email address in the form below.  Be sure to also answer with your favorite seasonal event on this Facebook link. *We will contact the winner via the email submitted in the form.

Only one entry per person. Duplicate entries will be deleted. Giveaway ends December 21st, 2017 at 11:59 pm (CST).

This giveaway is now closed.
Congratulations to our 6 happy winners!


Other: Entrants must be 18 years or older at the time of entering the giveaway. Entrants must be located in the U.S. The winner will be selected at random and notified via the email that was submitted. Winner must respond within 48 hours to claim their prize, or another winner will be chosen. Only one entry person. Duplicates will be deleted.

Disclosure: See disclosure and privacy policy here.  Many thanks to Silver Bells for providing the family carriage ride passes for this giveaway. The winner may be congratulated on Facebook (with the official prize notification going through email). For giveaways that are announced or promoted on Facebook, please note that these promotions are in no way sponsored, endorsed or administered by, or associated with, Facebook.

Happy Holidays and Merry Christmas!