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

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!

The Gingerbread Express at Trump Hotel Chicago is made of over 450 pounds of ingredients and took 45

A warm holiday touch! The gingerbread-themed fireplace at Trump Hotel Chicago made the Christmas spi

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

Chef Harper in action! Cookie decorating at Trump Hotel Chicago was a fun and festive way to celebra

Sweet surprises! A custom gingerbread cookie and edible photo made Harper’s holiday stay at Trump Ho

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:

Meeting Santa's helpers! Harper was thrilled to see real reindeer up close during her holiday advent

Holiday magic with Santa and Mrs. Claus! Harper loved every festive moment surrounded by the sparkle

Stepping back in time with Victorian Christmas cheer! Harper enjoyed the festive fun with these amaz

• 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.

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!