December 7, 2018

Christmas-time In Chicago, Illinois

FILED IN: Travel

Do you want to hear something that’s really bonkers? Three of my closest friends are from the Internet. Like, I met them on Instagram. The last time I saw these girls was in Palm Springs, where we met for the very first time. Since then, we’ve been texting nonstop– venting about life, supporting each other’s ventures, and scheming our next vacation(s) together. Nuts, right? 

Unfortunately, said friends are spread out all over North America (Canada, Florida, and Michigan). And because of the logistics of our long distance friendship, it takes a village to bring us together every few months. In this case, our village was the Kimpton Gray Hotel in Chicago, Illinois. 

The folks at the Kimpton Gray hosted us for a weekend, which gave us the opportunity to frolic around windy city and catch up after six months apart. I had never been to Chicago, and Christmas-time in the city with some of my favorite gals was too good to pass up. Centrally located, and trendy, the Kimpton was the perfect boutique hotel to create content, and more importantly, memories. The bohemian tiles, velvet couches and fringe chairs, gold accents, and grand staircases (straight out of a movie) were swoon-worthy. It. Was. Dreamy. 

Over the course of the weekend, I was blown away by the hospitality. Not only from our friends at the Kimpton Gray, but from other businesses around the city, too.

Here’s what we did. 

To Stay
I obviously could not recommend The Kimpton Gray Chicago enough. If you don’t trust me, go check it out for yourself. You won’t be disappointed. 

To Do
1) The Bean (Cloud Gate). Pro tip: go take your photos on the back side, so you can see the reflection of the city in the background. 

2) Wrigley Field. While we didn’t go inside the stadium, we did get some amazing craft cocktails at the bar in the Zachary Hotel across the street. Both are fantastic options.

3) Skydeck. We were so lucky to be gifted the opportunity to visit Skydeck before they opened up to the public, to beat the crowds. It’s an amazing view of the city, and a must-see if you’re in the area. 

4) Navy Pier. We went, we saw, and we left (because rain). But, I imagine it would be a more enjoyable stop in the warmer months. 

5) Millennium Park. If you find yourself in Chicago in December, set aside a couple of hours for Millennium Park. In addition to the famous Bean, there is also a massive Christmas tree and ice-skating rink set up for the holiday season, which is festive and fun. 

6) The Magnificent Mile. Shop ’til you drop, friends. 

To Eat
1) Giordano’s. This is the obvious answer. It’s the true, historic, classic deep-dish, Chicago pizza that you need in your life. 

2) The Hampton Social. If you’re looking for an Insta-worthy restaurant, with drool-worthy food, this is your place. Order their popular frosé and snap a pic in front of the rosé all day wall. You’re welcome. 

3) Garrett Popcorn. This place came highly recommended, and rightfully so. It’s an iconic Chicago must-do. 


A huge thank you to the Kimpton Gray Chicago for housing us, Skydeck Chicago for giving us an exclusive tour, and the bar at the Zachary Hotel for hosting us for cocktail hour. 

xx, jordan

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