It’s holiday time in the city! Ring-a-ling, everyone! Take a break from constructing Christmas lists to make the most of the wintry fun around town. This weekend, you can play lumberjack and bring home the family Christmas tree, ice skate with a view, find an outdoor light display, and much more. December will be gone before you know it, so read on and get moving!


Pick Your Holiday Centerpiece: Your Christmas Tree
Lumberjack your way to Christmas and make cutting down your own tree a family tradition. Spend the rest of the weekend cozy in your PJs, decorating its branches. Fri.-Sun. Event details

Stroll Naperville’s Festive Riverwalk
The 8th Annual Naper Lights display is free and guaranteed to spread holiday cheer as you walk along Naperville’s gorgeous riverwalk. Fri.-Sun. Event details

See the City of Chicago’s Christmas Tree
Things will look at a bit different at Millennium Park this season, but the cheer will still be present. All are invited to see the City of Chicago’s Christmas Tree shining brightly. Fri.-Sun. Event details

Have a Chat with Santa
Whether you’re looking for a few quick Instagram-worthy photos and to hear a token ho-ho-ho, or are more comfortable with a virtual gab session, start making your plan to have a sitdown with Santa. Fri.-Sun. More details.

Figure 8 at Maggie Daley Park
Because of its stellar views, Maggie Daley Park ice skating ribbon is one of the best spots in the city to take a spin on the ice. Lace up and show the kids your mad skills. Fri.-Sun. Event details 

See The Nutcracker on Art on theMART
With the cancellation of The Joffrey Ballet’s The Nutcracker, a newly animated digital display will be shown as part of Chicago’s Art on theMART. Fri.-Sun. Event details

Be Dazzled by Morton Arboretum’s Illumination: Tree Lights
Returning for its 8th year, this crowd-pleaser has been reimagined as a two-mile driving experience that’s an unparalleled spectacle of color, light and synced music. Fri.-Sun. Event details.

Find the Best Cup of Hot Chocolate
Jack Frost has started the nose-nipping, so it’s time for us to start hot-cocoa sipping. Bundle up and warm the bellies at one of our favorite hot chocolate spots. Bonus: You’ll be supporting local restaurants! More details.

Plan an Epic Road Trip
Take the opportunity to do a little squad-bonding on a cold-weather road trip that offers a change of scenery from your 4 walls at home. More details.

Shop a Virtual Christkindlmarket
Christkindlmarket is going virtual this year! Shop the handmade gifts, food and drinks and kids can participate in Kinder Club activities from the comforts of home, anywhere in the world. Fri.-Sun. Event details

Didn’t find what you’re looking for? Luck is on your side because we have loads more to-dos on our calendar—even lots of virtual activities to connect with people, museums and businesses all over the country. Check it out!

— Maria Chambers


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