29 Reasons to Visit Chicago This Holiday Season

Halloween is so over and now is the time to move on to the magic of Chicago during the holiday season. From skating rinks, tradtional Christmas Markets to show-stopping parades, there’s plenty to enjoy. Here’s some of Choose Chicago’s tips on what to see and do

See the Lights

  • Lightscape, the acclaimed holiday event, returns from November 11, 2022 – January 8, 2023 with a new path and new light-filled installations created just for the Chicago Botanic Garden. Featured artistic works will include favorites such as the luminous Winter Cathedral and a reimagined fire garden. Tickets start at $32 for adults ($30 for members), $16 for children ($14 for child members) and all little ones under 2 can enter for free. 
  • The City of Chicago’s “official” Christmas tree in Millennium Park will shine brightly near the intersection of Michigan Ave. and Washington St. from November 18, 2022 through January 8, 2023. A pre-show will begin at 5 p.m. (with performers including the cast of Cabaret ZaZou and several Broadway in Chicago productions), followed by the lighting at approximately 6:30 p.m. and culminating in a fireworks show. 
Photo credit: Phil Parcellano
  • The annual, one-of-a-kind holiday experience ZooLights (Presented by ComEd and Invesco QQQ) at Lincoln Park Zoo will return from November 19, 2022 – January 1, 2023. Tickets are now on sale for $5 General Admission, Members-only Nights and Sensory-friendly Night. Tickets to Free Admission Mondays will be released the Tuesday prior at 11 a.m. each week.
  • Illumination: Tree Lights at The Morton Arboretum returns for its 10th year during Morton Arboretum’s 100th anniversary year, from November 19, 2022 – January 7, 2023, Explore 50 acres of the Arboretum’s majestic trees during this one-of-a-kind spectacle of color, light, and sound featuring six dazzling new displays as well as returning favorites. You will be awed and delighted by the first-ever Illumination display in the Arboretum’s new Grand Garden, leading to a spectacular laser-light finale. Craft beer lovers won’t want to miss IllumiBrew, November 17-18. This 21-and-over event provides a first look at Illumination while sampling local brews along the trail. New this year is a special series of Electric Illumination late-night experiences (December 16, 23 and 30; 9:30-11:00 PM) for adults 18+ with an eclectic, curated mix of Trance and Progressive House music, synchronized to the light displays. Ilumination ticket costs will run between $11-$22 for members and $16-$27 for guests, depending on the date and other available discounts.
  • Navy Pier’s Light Up The Lake returns from November 25 2022 to January 7, 2023. Visitors can experience the magic with interactive light displays, a whimsical skating rink, journeys through the birch tree maze, visits with Santa, and more. Pricing is $27 for an adult ticket, and 17 for a child’s ticket (ages 3-12).
  • In the nearby suburbs, Brookfield Zoo is hosting their annual Holiday Magicdisplay, a local tradition for more than 40 years. Zoo-goers can stroll along the many pathways lit with more than two million twinkling LED lights, including the 600-foot-long Tunnel of Lights with thousands of colored lights all synchronized to music as well as enjoy a skating rink, illuminated animal sculptures, numerous photo opps, drop-off letters for Santa and more.

Who Doesn’t Love a Parade?

  • The holiday season in Chicago officially kicks off with The Wintrust Magnificent Mile Lights Festival (November 19, 2022) a day-through-night, mile-long extravaganza drawing more than one million celebrants. Its centerpiece is the largest nighttime parade in the U.S. — a spectacular parade down Michigan Avenue. Led by Mickey Mouse and Minnie Mouse of The Walt Disney World Resort, the parade features fabulous floats, giant helium balloons, marching bands, celebrities, musical performances, Santa Claus, fireworks and more —illuminating one million lights on The Avenue’s 200+ trees. Broadcast on ABC 7 Chicago on Sunday, November 20, 2022, Lights Festival will also air throughout the holiday season.
  • The Chicago Thanksgiving Day Parade promises a fun-filled morning in the heart of downtown Chicago on November 24, 2022. Starting at iconic State Street in the Loop at 8:00 AM, the procession makes its way up State from Ida B. Wells Drive to Randolph Street. This free, all-ages event features more than 100 floats filled with entertainers, performance artists, helium balloons led by Teddy the Turkey (the parade’s official mascot) and a visit from Santa Claus.

Find That Perfect Gift

  • The Christkindlmarket Chicago, the most authentic traditional holiday market of its kind outside of Europe, returns November 18, 2022 and runs through the Christmas season, with the main location at Daley Plaza, along with outposts in Wrigleyville and Aurora. Of-age visitors can enjoy a mug of glühwein (hot spiced wine) as well as sweet and savory German snacks while shopping for handmade and traditional souvenirs. There are also musical performances and plenty of family-friendly activities for kids.
  • Now in its 21st year in Chicago, the One of a Kind Holiday Show (December 1-4, 2022) brings together hundreds of talented artists, makers and designers with thousands of happy shoppers who love art and original work. The show continues to be the best place in Chicago to find thousands of handmade products, truly unique and meaningful gifts for the holidays.
  • At the iconic Macy’s on State Street, take a break from holiday shopping to enjoy the annual Holiday Windows or have a peek at the Great Tree inside the historic Walnut Room, the first restaurant ever opened in a department store. With Circassian wood paneling imported from Russia and Austrian chandeliers, the 17,000 square foot dining room is both elegant and comfortable and a favored place to enjoy a festive afternoon treat.

Enjoy a Holiday Exhibit

  • At the Museum of Science and Industry (MSI), the annual Christmas Around the World and Holidays of Light exhibits return November 16, 2022-January 4, 2023. A simple tradition that began in 1942 with a single tree now features a four-story, floor-to-dome Grand Tree, surrounded by a forest of more than 50 trees and displays decorated by volunteers to represent the holiday traditions from cultures around the globe.

Lace Up Your Skates

  • The scenic rink at Millennium Park offers panoramic views of Cloud Gate (aka “The Bean”) and the surrounding city skyline dusted in snow. The rink is open daily from November through March, weather permitting. Skate rentals are available, or you can bring your own.
  • Nearby, Maggie Daley Park is known for its one-of-a-kind Skating Ribbon, an icy path that curves through the park’s whimsical landscape. The Skating Ribbon is open from November through March. You can reserve skate rentals ahead of time or use your own.
  • The Gallagher Way Rink in Wrigleyville offers ice skating from November 18, 2022 – January , 2023, weather permitting. The Rink welcomes all skill levels to skate on their own or ride ice bumper cars on the newly expanded 12,000 square-foot ice rink, located inside Wrigley Field. Tickets are required for access and may be booked ahead of time here or on site. Activities at Gallagher Way also include holiday movie nights, a wreath-making workshop, a branch of Chicago’s Christkindlmarket and meetings with Santa.

Catch a Festive Live Show

Hotel Happenings 

The Peninsula Chicago is back with the Merry & Bright Holiday Package (ideal for couples) and Holly Jolly Family Holiday Package (great for families), valid for stays from November 26 – December 31, 2022. Guests are also encouraged to make a reservation for The Peninsula Hotel’s Holiday Afternoon Tea, where the 20-foot Christmas tree and lavish holiday décor at The Lobby enhance the traditional English tea menu of finger sandwiches, scones with house made preserves and Devonshire clotted cream, and petite seasonal pastries. Vegan and gluten-free options are available. 

The Langham Chicago is again offering its traditional Thanksgiving Feast on November 24, 2022 at its onsite restaurant Travelle, where the menu curated by Executive Chef Damion Henry includes holiday favorites, turkey and stuffing, as well as complementary enhancements such as seafood and carving stations. Chef Henry is also preparing a Christmas Day Brunch on December 25, 2022 and afternoon tea is available throughout the holiday season. 

The Pendry Chicago is offering a series of seasonal happenings, from a “Friendsgiving” dinner at onsite restaurant Venteux on November 23, 2022 to lighting the Menorah each night at 5 p.m. from December 18 – December 26, 2022 to Christmas Eve Dinner and Christmas Day brunch at Venteux on December 24 and 25, 2022.

Grab your partner and head to The Emily Hotel for the ultimate winter rooftop curling experience, complete with an overnight stay for two, curling for two players and two complimentary cocktails at Stone’s Throw. Stone’s Throw, located on the fifth floor of the hotel, features four Olympic sized curling rinks and heated yurts decked out in 80s nostalgia serving up a menu of winter sips and snacks. Offer valid for reservations of 1 or more nights booked by March 27, 2023 for stays between November 11, 2022 and March 31, 2023.

Celebrate winter at Fairmont Millennium Park Chicago’s Fairmont Lodge where you can relax, recharge and have fun with their cozy decor, indoor “fire pits”, festive programming, overnight packages and more. 

The annual Winter Wonderland returns to the IlO Godfrey Rooftop at The Godfrey Hotel with its heated, clear-domed igloos which are available to rent (for groups of up to six people) with purchase from the menu. Order a hot cocktail and s’mores to roast over the outdoor firepits and enjoy winter in Chicago under the city lights. 

From November 1 through January 3, LondonHouse Chicago is hosting Rudolph’s Rooftop from November 1, 2022 – January 3, 2023. This fun holiday-themed experience, complete with whimsical decor, photo opps and igloos, takes place on the 22nd level terrace, featuring breathtaking panoramic views of the city. Holiday cocktails are available from Executive Chef Elizabeth Sweeney. 

Nine Reasons Not to Miss Dollywood’s Smoky Mountain Christmas

Various Scenes from Dollywood’s Smoky Mountain Christmas Presented by Humana on December 17, 2021 in Pigeon Forge, TN © Curtis Hilbun/Dollywood

Last week Mindy Bianca @mindybiancapr.com introduced her newest employee, an elf named Jolly Jinglebutton who, I have to admit, had some great holiday travel destination. Well, it turns out the elf is back and, as he puts it, excited as a reindeer in a carrot patch because “I get to tell you all about one of my favorite places on the entire planet … Dollywood!”

File this under “who would have thought” but it seems Dolly Parton, owner of Dollywood, is an elf favorite, having recently been voted as their Very Favorite Human Ever. I wonder how Santa and Mrs. Claus feel about that as they’re humans too—I think. But anyway, everyone loves Dolly Parton and they’ll probably love her a lot more when they find out about all the special fun things going on at Dollywood from now until January 1st. By the way, in case you didn’t know, Dollywood has been awarded the title of Best Theme Park Christmas Event a whopping 14 times,  

Various Scenes from Dollywood’s Smoky Mountain Christmas Presented by Humana on December 17, 2021 in Pigeon Forge, TN © Curtis Hilbun/Dollywood

Here are nine reasons not to miss Dollywood’s Smoky Mountain Christmas.

Lights!

Six million of them, to be exact … spread across 160 acres. I’m not very math-y, but I’m here to tell you that it equates to A LOT of lights. They introduced a million new lights this year, so a park that already glistened and gleamed now also shimmers and shines. Hooray! There’s something bright and festive around every corner, which means that a walk around Dollywood will make you as giddy as a double espresso with a chocolate chip chaser. Every themed area of the park gets its own look and feel, so it’s kind of like you’re taking a stroll through a series of magical winter wonderlands.

Opening of Dollywood’s Smoky Mountain Christmas and Glacier Ridge held on November 9, 2019, at Dollywood in Pigeon Forge, TN. © Curtis Hilbun / Dollywood

Fireworks!

As if the lights all over the park – in every tree and on every surface – weren’t enough, on Friday and Saturday nights, they put a bunch of lights up in the sky … in the form of the “Merry and Bright!” fireworks show. The colorful display is set to upbeat, contemporary holiday hits and it’s quite a way to end a weekend night in the park. It warms my little heart to see kids try to make it to the end of the day so they can be awake for the whole show. I guess it gives them good practice for trying to stay up late to see Santa, but we all know how that works out …

Trees!

There are hundreds of trees throughout the park – and they decorated even more this year, just to literally up the voltage – but I have two favorites. One is the 50-foot giant evergreen in Glacier Ridge. This magical tree does a whole synchronized music and light show that ends with – wait for it – snow falling! I didn’t think anything could get better than that, but this year they really decked out the part of the park called Adventures in Imagination. The lights here are pink, platinum and gold – VERY Dolly – and they introduced a new 20-foot tree in an area they’re calling “Dolly’s Christmas.” Guess what else you’ll find there? About 60 LED butterflies! What reindeer are to Santa, butterflies are to Dolly. They’re her spirit animal.

Opening of Dollywood’s Smoky Mountain Christmas and Glacier Ridge held on November 9, 2019, at Dollywood in Pigeon Forge, TN. © Curtis Hilbun / Dollywood

Santa!

Speaking of Santa, I don’t think it’ll surprise you to know that he and Dolly are pals. They’re so close, in fact, that she talked him into getting himself a little Smoky Mountain cabin so they can be neighbors! His cabin magically appears inside Dollywood throughout the month of November and right until Christmas Day.(After that, as you can imagine, Santa gets to take a little vacation.) You can get a sneak peek inside the cabin to watch Santa at work and – bonus – if you look closely enough, you can actually see if YOUR name is on his Naughty or Nice List! I have personally witnessed kids turn from grumpy to grand in a matter of seconds so they can be assured that they’ll show up on the correct list!

Music!

Various Scenes from DollywoodÕs Smoky Mountain Christmas Presented by Humana on December 17, 2021 in Pigeon Forge, TN © Curtis Hilbun/Dollywood

Let’s face it: Dolly Parton isn’t going to have a theme park with lousy entertainment, is she? Dollywood is legendary in the amusement industry for having some of the best performances and performers. There are so many shows here, in fact, that the park uses both indoor and outdoor venues. The headliner is called “Christmas in the Smokies,” and it’s a show that has been featured here every Christmas since 1990. Music is an incredibly important part of life here in the Smokies – and obviously something that Dolly loves – so get ready to tap your toes as part of your visit. MY toes are clad in special little booties with bells on the end, so you’ll know when I’m in the audience near you!

Various Scenes from DollywoodÕs Smoky Mountain Christmas Presented by Humana on December 17, 2021 in Pigeon Forge, TN © Curtis Hilbun/Dollywood

Food!

We elves may be small, but we have big appetites … and I’m here to tell you that Dollywood puts out quite a spread. Let’s see if I can make your mouth water by mentioning some of my favorite hyphenated foods: herb-roasted turkey breast and citrus-glazed carved ham. Or how about chicken pot pie in a bread cone? Yeah, I said it … BREAD CONE! I love to carb load before a long night of delivering gifts, and I can promise you that I’m taking this recipe back to Mrs. Claus. There are also eggnog cupcakes and gingerbread-dusted funnel cakes, and I think I’ve convinced my favorite North Pole barista, Spazzy Sparkleshots, to start serving those at her café.

Rides!

Let’s not forget that this is a theme park, and most of the rides operate even in these cooler months. That means you can race through the night sky while millions of lights twinkle below. And you know what? I can tell you from first-hand experience that it’s a lot like how Santa feels when he takes his sleigh ride on Christmas Eve!

Opening of Dollywood’s Smoky Mountain Christmas and Glacier Ridge held on November 9, 2019, at Dollywood in Pigeon Forge, TN. © Curtis Hilbun / Dollywood

Gifts!

Some people love Christmas shopping, others dread it. I’m an elf, so we don’t shop … we MAKE gifts. And so do the craftsmen at Dollywood, who – if they weren’t so tall and didn’t enjoy life in the Smokies so much – could probably be recruited for Santa’s Workshop. Everything they create would make a perfect gift, and they’re also preserving some of the greatest arts of these mountains. Sometimes they even let YOU do the creating, like when the glassblower coaches you in how to make your very own glass Christmas ornament!

Stay!

If you’re thinking there’s a lot to do at Dollywood and you’ll need more than a day here to take it all in, you’re absolutely right. So, it’s kind of perfect that in addition to this award-winning theme park, there’s also a beautiful resort. Dollywood’s DreamMore Resort and Spa offers families plenty of food, entertainment and décor during the holiday season. I love the two-story Christmas tree that greets you as you enter the resort. It’s very sparkly … just like me!

Whew! That was a lot to share, but I feel like I barely scratched the surface.

Remember … this Christmas, keep it holly, keep it jolly, keep it Dolly!

Holiday Cheers,

Jolly

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