Why Families Should Stay at Trump Hotel Chicago During the Holidays – From a Kid’s Perspective

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3 min read

Hey guys! It’s Harper, and if you’re looking for the perfect holiday getaway, I’ve got just the place for you—Trump Hotel Chicago! This hotel totally blew me away, especially during Christmas. It’s like stepping into a holiday wonderland, and they make sure the whole family, especially kids like me, has an unforgettable time. Here’s why you need to book your holiday weekend here ASAP!

First Impressions – Gingerbread Magic Right in the Lobby

When we first walked into the hotel, my eyes went straight to the most amazing thing: a real-life gingerbread elevator! Yep, you heard me right—a fully decorated gingerbread elevator that smells like Christmas and looks like something straight out of a fairy tale. I could’ve spent the whole trip just admiring all the candy details, but that was only the beginning of the holiday magic.

A Sweet Surprise in My Room

traveler Harper wearing a chef hat and smiling with a festive cookie decorating kit left as a holiday surprise in her Trump Hotel Chicago suite during a luxury family stay.
Personalized gingerbread cookie featuring Harper’s face, a festive and creative holiday surprise at Trump Hotel Chicago during a luxury family stay.

As soon as I got to our room, I found something totally unexpected: my very own Trump chef’s hat and a cookie decorating kit waiting for me. But not just any cookies—one of the cookies had a picture of me on it! I couldn’t believe it. It made me feel so special, like the hotel already knew me.

And decorating the cookies was so much fun! They had everything I needed: icing, sprinkles, and even some edible glitter (because, duh, every holiday cookie needs sparkle). Plus, I got to eat my masterpiece right after. This was way more fun than anything I’ve ever done at other hotels.

Family Christmas Events You Won’t Want to Miss

Trump Hotel Chicago knows how to do Christmas right, and they’ve got something for everyone in the family. Here are a few of my favorite things they do during the holidays:

  • Real Reindeer Visits! That’s right—they bring in actual reindeer for you to meet. It was so cool to see them up close, and they were super friendly. I felt like I was hanging out with Santa’s helpers!
  • Elf Hide-and-Seek: Every day, the hotel hides a little elf somewhere in the building, and it’s up to the kids to find him. If you spot the elf, you get a special prize! It made exploring the hotel feel like a fun Christmas adventure.
  • Kids’ Holiday Menu: No need to worry about picky eaters here! They have a kid-friendly menu available all day, with yummy options that kids will love. My personal fave? The festive holiday pancakes—so good!
  • Christmas Caroling: Here’s something I didn’t expect—some of the hotel staff started singing Christmas carols in the lobby! And the best part? They invited me to join them as they went around singing to other hotel guests. It was so much fun spreading holiday cheer, and I felt like part of their caroling crew. It’s not every day you get to do something so festive and fun with hotel staff!

And the best part? Every kid gets a Trump Bear to keep. It’s super soft, cuddly, and the perfect souvenir to remind you of your trip.

The Perfect Holiday Location

The hotel is right in downtown Chicago, so you’re super close to all the fun holiday things the city has to offer. We went ice skating at Millennium Park, checked out the Christmas lights on Michigan Avenue, and even visited the Christkindlmarket, where you can find the cutest holiday gifts.

But honestly, with everything happening at the hotel, you don’t even need to leave! From the gingerbread elevator to the reindeer and festive decor, it feels like Christmas 24/7.

🎓 Educational Moment: Christmas in Chicago

Did you know that Chicago is home to one of the oldest and largest traditional German Christmas markets in the U.S.? It’s called the Christkindlmarket, and it’s modeled after the original market in Nuremberg, Germany. Every year, families from all over come to sip hot spiced cider, eat German pastries, and shop for handmade ornaments and toys—just like they do in Europe!

And the best part? If you’re staying at Trump Hotel Chicago, you can walk there in just a few minutes! That means you get to explore one of the city’s coolest holiday traditions and still make it back in time for cookie decorating or Elf Hide-and-Seek at the hotel.

Why Trump Hotel Chicago Is a Holiday Dream for Families

If you’re thinking about a holiday trip, Trump Hotel Chicago should definitely be on your list. They make sure every kid feels special, from personalized cookies to holiday-themed adventures around the hotel. The staff is super nice, and they really go all out to create a magical experience for families.

So, if you want to make this holiday season one to remember, pack your bags, grab your Christmas sweaters, and head to Trump Hotel Chicago. Trust me, it’s a trip your family will never forget. I’m already counting down the days until I can go back! 🎄

 

Want to see more of my travels in action? Check out my latest videos on my Harper’s World YouTube Channel!

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