November 22 @ 4:00 pm - 7:00 pm

The 58th Annual Christmas Parade will be held on Sunday, November 22, 2020 @ 4PM in downtown Waukesha. Bring the family and experience the 'Comfort And Joy' of the Christmas season! Come down early and take a Holiday Stroll through the downtown area before the parade.


Friday, Saturday, Sunday November 27-29

Shop locally in Downtown Waukesha! The importance of locally owned small businesses was recognized by the United States Congress in 2011 and named “Small Business Saturday”. This is a day of recognition and celebration, dedicated to local shopping. The Saturday afterThanksgiving weekend is a great time for friends and family to come together and enjoy Holiday shopping.
This year, downtown Waukesha will be extending Small Business Saturday to be Small Business Weekend from Friday, November 27, 2020 through Sunday, November 29, 2020, in order to accommodate social distancing. Expect to find great deals and sales at businesses of all sorts. Downtown Waukesha is a vibrant and diverse community of small businesses that offer a large variety of products and services. Join our beautiful downtown city community and support local this Small Business Saturday "Weekend".


November 27 - December 26

Enjoy an elegant horse-drawn carriage ride through the streets of downtown Waukesha! Purchase your tickets and hop on the carriage at Martha Merrell’s Books at 231 W. Main St. Carriage rides will run from 6 - 9 p.m. on Fridays and from 1 - 5 p.m. on Saturdays from November 27 to December 26, excluding Christmas Day. Tickets are $5 each or $20 for a group of five. Masks will be required and groups will be asked to appropriately social distance.


December 5 @ 4:00 pm - 9:00 pm

Join us for our annual Silver Bells Art Crawl through Historic Downtown Waukesha. Select stores and shops will be open from 4:00 until 9 p.m. for an extended night of holiday shopping.


Monday - Thursday Nov 30 - Dec 17

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 and look for Holly Days Savings!


December 5 from 3 - 5 p.m.

Come get your photo taken with live reindeer! Saturday, December 5 from 3 - 5 p.m. across from People's Park on the corner of Clinton and Main St.


Ugly Sweater Saturday - December 12

Join us for Ugly Sweater Saturday! Downtown Waukesha shops & restaurants are hosting Ugly Sweater specials all day long for those who participate in the fun!


Letters to Santa

This year you will find 2 red mailboxes to deposit your letters to Santa in. One can be found at Martha Merrill's Books and the other at Mountaintop Coffee. There will be two additional, smaller mailboxes floating around downtown Waukesha, so visit all of our lovely small businesses and find a little red box to put your special letter to Santa in.


November 28 - December 12

Come join us at Stroke of Genius for Santa's Workshop. Painting and hot cocoa for children and adults! Saturdays from 1 - 3 p.m. and 7 - 10 p.m. from November 28 to December 12. Call 262-893-4186 to make your reservation today!


Stand-In Cutouts

Come to downtown Waukesha and find all of the stand-in cutouts. These photo ops would make nice Christmas cards!

It's a Wonderful Life: A Live Radio Play

The Waukesha Civic Theatre will be opening up again beginning December 4 with It's a Wonderful Life: A Live Radio Play. The play will run until December 20, with limited seating to provide for social distancing. Call the Box Office at 262-547-0708 to reserve your seat now!

Join us in the beautiful historic downtown Waukesha area for this year's Silver Bells holiday celebration. Each year we transform our city into a winter wonderland of fun and holiday magic.  We have activities and entertainment for all ages from November 20th through December 26th. We look forward to seeing you for a Christmastime Celebration to remember.


Waukesha is the Christmas Caroling Capital of the World!

The most people caroling is 1,822 and was achieved by the Waukesha Downtown Business Association (USA) in Waukesha, Wisconsin, USA, on 22 November 2013.


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