Uptown Waterloo’s Winter Wonderland Returns!

by | Nov 24, 2023 | News Releases

  • Official Holiday Tree Lighting Ceremony
  • In-store promotions, giveaways and events
  • Returning Holiday Art Market on Friday night and Saturday and NEW Vintage Market Friday night

November 24, 2023 – WATERLOO, ON – Looking for something to do next weekend? Uptown Waterloo’s Winter Wonderland, happening Friday, December 1st until Sunday, December 3rd, has a little wonder for everyone!

Kick off the holiday season at the annual Tree Lighting Ceremony at Waterloo Public Square with fresh beats by DJ Ares, Mayor Dorothy McCabe and Uptown Councillor Julie Wright, Angie and Sarge from BOUNCE as emcees, and Santa who will be roaming the event and gathering letters to Santa.

Friday night also includes the Winter Wonderland Pop-Up Art Market found inside The Shops at Waterloo Town Square from 6:00PM – 10:00PM. Over 50 local vendors Friday night (and Saturday) will offer amazing ideas for locally made goods for holiday gifting.

Many of Uptown’s businesses are hosting special promotions as part of Winter Wonderland to encourage you to shop local but also help you stretch your dollars further during the holiday season. Special promotions, giveaways and events are being offered by our participating businesses from December 1-3.

The Winter Wonderland Pop-Up Art Market continues Saturday from 10:00AM – 4:00PM. You’ll find holiday-themed characters handing out candy canes and Santa making a return visit to stroll around the Waterloo Public Square for children to share their holiday wish lists, plus lots of live music, including the Waterloo Carollers.


We are excited to kick off the annual festivities with the Christmas Tree Lighting Ceremony as Uptown comes alive for the holiday season.  The events and festivities are open to everyone, and our team is excited to celebrate the holidays with our BIA members and Uptown Community,“ says Uptown Waterloo BIA Executive Director Jeyas Balaskanthan.

*A listing of market vendors and Uptown businesses with promotions can be found on the BIA’s website HERE.


Uptown’s Weekend Festivities:

  • Friday, 7:00PM – 8:00PM: Official Tree Lighting Ceremony in Waterloo Public Square
    • Mayor Dorothy McCabe and Ward 7 Councillor Julie Wright in attendance as well as emcees Angie and Sarge from BOUNCE
    • Santa in attendance until 8:00PM
    • DJ Ares providing dance vibes until 9:00PM with more live music inside The Shops
  • Friday, 6:00PM – 10:00PM: Winter Wonderland Pop-Up Art Market at the Shops. Vintage Market at Den 1880 6:00PM- 10:00PM
  • Saturday, 10:00AM – 4:00PM: Winter Wonderland Pop-Up Art Market at the Shops returns
    • Holiday-themed friends can be found around Uptown handing out candy canes
    • Live music and carollers
  • All weekend:
    • Special promotions by Uptown businesses
    • Wonders of Winters exhibit at Waterloo Park
    • Annual Winter Art Walk – windows of Uptown businesses painted for the holidays by local artists
Return to News Releases