If you are hunting for festive fun, look no further than this round-up of local December festivities, workshops, and specials!
Majority of December
December 1 – January 1 Country Christmas
Enjoy a wagon ride through the Country Christmas at the Ingleside Hotel on December 1-3 & 5; 8-12 and 15-19 with ride times at 5:15pm, 6pm, 6:45pm, 7:30pm and 8:15pm (based on availability). Or drive through nights are 5-9pm Sunday – Thursday and 5-10pm Friday & Saturday.
December 1 – 31
Take photos with cut-out characters throughout downtown Waukesha
December 6 – January 31
Waukesha Walk of Lights is a festive holiday lights walk near Riverfront Plaza in downtown Waukesha
December 1-15
Drop off a letter to Santa at magical mailboxes in downtown Waukesha: Realty Executives Southeast, Steaming Cup, Burlap & Lace Marketplace, Jest for Fun, Mary Jane’s and Bespoke Balloons & Event Services
Week of December 2
DECEMBER 4
- This & That at The Mill Workshop: Christmas Winter Signs starting at 4pm
- Chef Pam’s Kitchen Cooking Workshop: Holiday Appetizer class from 6-9pm
- Waukesha Floral buy one get one 50% off ornaments
DECEMBER 5
- This & That at The Mill Workshop: 3-D layered art workshop from 4:30-6:30pm
- Chef Pam’s Kitchen Cooking Workshop: Pierogi Making Class from 6-9pm
- Waukesha Floral save 15% off greenhouse poinsettia
DECEMBER 6
- Mistletoe Market at the Waukesha County Expo Center from 10am-4pm
- Sienna Moon holiday party/sale from 10-6pm! Receive 10% off all crystals and jewelry, 50% off Select Skincare, and Tarot Readings from 3-5 pm, plus when you spend $75 you’ll receive a free gift.
- “Night of Lights” featuring Waukesha downtown tree lighting, lantern stroll, and walk of lights beginning at 5pm
- A Stroke of Genius Workshop: Mosaic Beaded Tree & Wreath (only a few spots left!) 7-10pm
- Waukesha Floral save 15% off greenhouse poinsettia
DECEMBER 7
- Mistletoe Market at the Waukesha County Expo Center from 10am-4pm
- This & That at The Mill Workshop: Build a Bracelet workshop from 10am-12:30pm
- Old World Wisconsin Home for the Holidays special event 10am-5pm (tickets needed)
- Horse-drawn carriage rides in downtown Waukesha from 12-4pm. Tickets for $5 can be purchased at Realty Executives Southeast at 431 W. Main Street
- Waukesha Art Crawl from 2-8pm
- Winter Farmers’ Market at Chef Pam’s Kitchen from 9am-12:30pm
- Winter Farmers’ Market at Martha Merrell’s Books from 9am-1pm
- Milwaukee Mandolin Orchestra performance at Waukesha Civic Theatre at 2pm
- A Stroke of Genius Workshop: Open Paint from 6-10pm or pain with instruction “red truck” from 6:30-7:30pm
- Waukesha Floral save 15% off greenhouse poinsettia
DECEMBER 8
- Brunch with Santa at Thunder Bay Grille from 9am-2pm, Reservations are required. Call 262-523-4244. Cost: Adults: $25 | Kids (5-12): $12 | Kids 4 & Under: FREE
- Old World Wisconsin Home for the Holidays special event 10am-5pm (tickets needed)
- Cookies with Santa at Chef Pam’s Kitchen from 12-2:30pm, 2:45-4pm. Cost is $15 per person. Reservations required
- A Stroke of Genius Workshop: Family Fun: Painting Ornaments 1-4pm
- The Potter’s Shop Workshop: Holiday Ornaments from 3:30-5pm
- Waukesha “Home for Christmas” Christmas parade at 4pm
Week of December 9
DECEMBER 9
- Chef Pam’s Kitchen Cooking Workshop: Sugar Cookie Decorating starting at 6pm
- Waukesha Floral save 15% off greenhouse poinsettia
DECEMBER 10
- Chef Pam’s Kitchen Cooking Workshop: Chocolate Peppermint Crunch Caramels and Chocolate Sauce class from 5:30-7:30pm
- Waukesha Floral save 15% off greenhouse poinsettia
DECEMBER 11
- Waukesha Floral save 15% off greenhouse poinsettia
- Joel Kopischke’s I Got Yule, Babe at Waukesha Civic Theatre at 7:30pm
DECEMBER 12
- Joel Kopischke’s I Got Yule, Babe at Waukesha Civic Theatre at 7:30pm
- Waukesha Floral save 15% off fresh, in-person floral arrangements
- Chef Pam’s Kitchen Cooking Workshop: The Art of Searing class from 6-9pm
The Charcuterie House Holiday/Winter Themed Charcuterie Board Class at 6pm
DECEMBER 13
- Chef Pam’s Kitchen Supper Club – Christmas Around the World starting at 6pm
- A Stroke of Genius Workshop: One-on-One Open paint from 6-9:30pm or paint with instruction “Winter Cardinals” from 6:30-9:30pm
- Waukesha Floral save 15% off fresh, in-person floral arrangements
DECEMBER 14
- Winter Farmers’ Market at Martha Merrell’s Books from 9am-1pm
- Santa Meet & Greet and photos at Fisk Avenue from 10am-1pm (reservations required) as well as DIY opportunities for Christmas ornaments and a Cookies for Santa Tray
- A Stroke of Genius Workshop: Family Paint Time from 10am-12pm or paint holiday ceramics from 6-9:30pm
- Merry at the Mill from 10am-4pm with festive fun, music and specials in Genessee Depot (just 10 minutes from Waukesha)
- Old World Wisconsin Home for the Holidays special event 10am-5pm (tickets needed)
- Live Reindeer at the People’s Park parking lot on the corner of Main and Clinton St. from 2-4pm
- Ugly Sweater Saturday -wear an ugly sweater and enjoy specials in downtown Waukesha all day and night
- Take photos with Santa at Bespoke Balloons & Event Services from 1-3pm
- Horse drawn carriage rides in downtown Waukesha from 12-4pm. Tickets for $5 can be purchased at Realty Executives Southeast at 431 W. Main Street
- Chef Pam’s Kitchen Supper Club – Christmas Around the World starting at 6pm
- Waukesha Floral save 15% off fresh, in-person floral arrangements
DECEMBER 15
- Old World Wisconsin Home for the Holidays special event 10am-5pm (tickets needed)
- A Stroke of Genius Workshop: Family Fun: Painting Ornaments 1-4pm
- The Potter’s Shop Workshop: Holiday Ornaments from 1-2:30pm or 3:30-5pm
- Chef Pam’s Kitchen Cooking Workshop: Sugar Cookie class from 3-6pm
- Waukesha Area Symphonic Band Holiday Concert from 3-5pm
Week of December 16
DECEMBER 16
- Snackin with Santa at Sweet Dreams from 4-8pm
- Waukesha Floral save 15% off Christmas-themed gift item
DECEMBER 17
- Supper and photos with Santa at Point Burger Bar from 5-8pm (reservations suggested)
- Waukesha Floral save 15% off Christmas-themed gift item
DECEMBER 18
- Chef Pam’s Kitchen Supper Club – Holiday Extravaganza Kids with 2-6 (with grown up) class to class choices (they fill up fast) from 10:30-11:30am and 12:30pm -1:30pm
- Chef Pam’s Kitchen Cooking Workshop: Tamale Making class from 6-9pm
- Waukesha Floral save 15% off Christmas-themed gift item
- The Golden Girls Holiday Special at Waukesha Civic Theatre at 7:30pm
DECEMBER 19
- Supper and photos with Santa at Point Burger Bar from 5-8pm (reservations suggested)
- Chef Pam’s Kitchen Cooking Workshop: Cinnamon Rolls class from 6-9pm
- The Golden Girls Holiday Special at Waukesha Civic Theatre at 7:30pm
Waukesha Floral save 15% off wreaths, swags and wintergreen container gardens
DECEMBER 20
- A Stroke of Genius Workshop: One-on-One Open paint from 6-9:30pm or paint with instruction “Winter Stroll” from 6:30-10pm
Waukesha Floral save 15% off wreaths, swags and wintergreen container gardens
DECEMBER 21
- Take photos with Santa at Bespoke Balloons & Event Services from 1-3pm
- Winter Farmers’ Market at Chef Pam’s Kitchen from 9am-12:30pm
- Winter Farmers’ Market at Martha Merrell’s Books from 9am-1pm
- Horse drawn carriage rides in downtown Waukesha from 12-4pm. Tickets for $5 can be purchased at Realty Executives Southeast at 431 W. Main Street.
- Chef Pam’s Kitchen Cooking Workshop: Christmas Dinner class from 6-9pm
- A Stroke of Genius Workshop: One-on-One Open paint from 6-10pm or paint with instruction “Oh Christmas Tree” from 6:30-9:30pm
Waukesha Floral save 15% off wreaths, swags and wintergreen container gardens
DECEMBER 22
- A Stroke of Genius Workshop Family Fun: Painting Ornaments 1-4pm
Waukesha Floral save 15% off wreaths, swags and wintergreen container gardens
Week of December 23
DECEMBER 23
- Chef Pam’s Kitchen Cooking Workshop: Christmas Charcuterie Board Making from 6-9pm
DECEMBER 27
- A Stroke of Genius Workshop: One-on-One Open paint from 6-9:30pm
DECEMBER 28
- A Stroke of Genius Workshop: One-on-One Open paint from 6-10pm