The joy of sharing a meal with your loved ones is irreplaceable, but between worrying about overcooking the turkey to a pie disaster it's hard to really relax! Leave some of the planning to our local businesses. We've compiled a list of the spots that are offering professional & delicious catering kits and sweets to wow your loved ones and take the stress out of the holidays. If you're not heading out of town, there are plenty of local spots open that will have special menus that day!

Wrigleyville Wonderland returns! This year, the expanded Wrigleyville Wonderland will be taking over 20 bars. The stockings are hung, the sleigh bells are ringing, and the drinks are pouring, Wrigleyville Wonderland is back! The baseball-centric neighborhood transforms into the North Pole with tons of Holiday themed bars. These pop-ups did much more than deck the halls, they’ve decorated every square inch of their spaces to bring holiday joy to even the grouchiest of grinches. Here is where you and your crew can come spread some cheer.

"Oh there's no place like Wrigleyville for the holidays!" -Perry Como, probably, at some point.

The friendly confines just got a little friendlier! Gallagher Way is hosting Winterland! This year's expanded programming will offer guests more family-friendly activities and new interactive experiences, along with returning favorites, including Christkindlmarket Wrigleyville and the Gallagher Ice Rink, with the rink now located inside the iconic ballpark. There will even be carnival rides and sledding in the stadium! Celebrate the holidays by taking part in the many seasonal programs and activities starting Friday, November 18, 2022, through Sunday, January 8, 2023.

Thinking ahead to your holiday shopping? Get a head start and shop local at the Third Space Artisan Market on November 12 & 13. Third Space is a community space in the heart of Chicago’s Lakeview neighborhood where people can gather, learn, and form meaningful relationships. Small businesses are a huge part of that vision! Help support the purpose of Third Space by shopping small this November at their Artisan Market!

Visit www.third-space.org/artisan-market for more details.

Sometimes good things happen to good people. Former Cubs manager, Dusty Baker, 73, finally won a World Series for the Huston Astros. Baker didn’t have the success he and fans wanted in Chicago. He finished 322-326 in four seasons. But his talents have been honed since then, leading Huston to their world series win.

Some folks in the neighborhood remember the day lights came on at Wrigley like it was yesterday! Much has changed since 1988 when lights were first installed at the friendly confines, and LEDs are both brighter and more energy efficient! Due to height and location, each light bank was positioned into place by a special construction helicopter.

While many cities celebrate Christmas, nobody does it quite like Chicago. Imagine it! A picturesque snowfall lightly blankets Wrigleyville...now add in you and your friends sporting your favorite ugly Christmas sweaters, working on a Silver Bell BUZZ. This is a party even the Grinch wouldn't miss!

What started as a bar crawl at 12 bars (Twelve Bars of Christmas, aka TBOX) is now the world’s largest, longest-running, and most spectacular holiday bar crawl taking place at tons of bars in the Wrigleyville neighborhood! Whether you're naughty or nice, it's time to get into the holiday spirit at this iconic Chicago event.

Can you say staycation? Hotel Zachary is offering a festive package with their hotel bookings! Their Winterland Package includes:

2 drink vouchers for house wine or beer

2 throwback Federal League stocking hats

2 Christkindlmarket holiday mugs

Admission to Winterland inside Wrigley Field with skate rental for two

Skating is open daily, with the exception of select holidays, from November 18, 2022 to January 8, 2023, weather permitting.

Hotel cannot issue refunds for weather-related impact.