Can you even believe this is our last weekend before Thanksgiving?! This month is moving at warp speed, that’s for sure. Make the holiday kick-off official with a lights display, shop a virtual market or procrastinate the celebrations and take a hike instead. Read on to hear our picks for the best way to spend a fun-filled weekend with the family.


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.

Enjoy an Eat & Learn Family Date with Little Diner’s Crew
Little Diner’s Crew is hosting Children for Change, a three-part virtual dining and dialogue series that will educate and encourage children to discuss and change the roots of racism, social inequality and injustice. Sat. Event 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

Be Dazzled at a Holiday Lights Display
If there’s just one thing that makes the bitter cold of a Chicago winter just a smidgen better, it’s just how gorgeous she is all decked out for the holidays. Leave any Grinch-y feelings at home and get out there and explore. 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

Bundle Up & Take a Hike!
Sure, sure, it’s chilly. But fresh air, unforgettable scenery and a chance to spy on animals is a guaranteed day of autumnal family fun. Check out our favorite trails that range from under a mile to seemingly endless. More details.

Enjoy a Children’s International Film Fest. . . at Home!
Calling all movie lovers, young and less young! The Chicago International Children’s Film Festival is back with films the entire family will enjoy. 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

Play Hide & Seek with Massive Trolls at Morton Arboretum
Use the vast open spaces to play a giant game of seek, looking for unusual creatures, each standing 15- to 20-feet-tall. Guardians of the forest, trying to make sense of the human world. Just like us! Fri.-Sun. More details.

Have a Drive-In Meal at Antique Taco
Antique Taco Bridgeport has turned the parking lot into a drive-in restaurant. They have window trays, fun Drive-In special menu items and the kids pack has a toy included. 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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