Chicago Staycation - Doused in Pink - a fashion and lifestyle blog

Chicago Staycation

This summer we planned on going to Michigan for a week, then changed it to Lake Geneva and then finally decided on a staycation in Chicago. The Hubs and I really miss living in the city and being able to walk out and have the best restaurants, shops, museums, and theater right outside our door. We knew our daughter would want to go back to school shopping too so we thought it would be fun to stay downtown for the week, and not have to worry about driving back and forth. 

The Raffaello is a boutique hotel in the Gold Coast neighborhood, right behind the John Hancock building and Water Tower Place. It's a great location because it's off the bustle of Michigan Avenue but still in the heart of where we wanted to be.

Drumbar is the speakeasy rooftop bar at the top of the hotel. Perfect for a date night. The outdoor terrace has amazing views of the lake and the neighborhood. 

One of my all time favorite restaurants is Le Colonial. I love going in the summer when you can dine upstairs on the terrace overlooking Rush Street. The menu is a fusion of French and Vietnamese. The food and service is consistently outstanding. After sharing a few appetizers, I tried the sea scallop salad and a lemon grass martini.

M loves fashion and everything French and was happy to stop at YSL inside the Waldorf Astoria hotel. 

Sprinkles is one of the best places to get cupcakes in the city and their cupcake ATM is a fun novelty!

Built in 1912, the Fourth Presbyterian Church is one of the oldest buildings in Chicago, except for the Water Tower. The gothic revival architecture is stunning and remains the same today as it did centuries ago. If you are ever in the city during the holidays, you should try to attend their candlelight Christmas Eve service!

When we wandered inside the loggia, there was a gallery exhibit, Making Camino - Reflections on the Journey to Santiago de Compostela by Janet Krehbiel Pieracci. A few of my favorite pieces:

Speaking of art, the Museum of Contemporary Art has free music on the terrace on Tuesday evenings. We found a spot to sit, had a glass of wine and hung out before changing and heading up north to the Annoyance Theater for some sketch comedy.

What do you do when it's 10:30 pm and you're starving? Joe's Seafood came through with some king crab and claws for a late night snack! 

They also make a good Moscow Mule, complete with a copper cup!

Cubs and Sox went head to head for the The Crosstown Classic. We had access to tickets but it wasn't on the top of our list. We opted for donuts to show our team spirit instead. The series ended in a 2-2 draw.

In search of chocolate covered gummy bears, we headed into Dylan's Candy Bar. It's located in Tribune Tower and is two floors of virtually any candy you can think of!

We were a few short blocks away from Oak Street Beach and it was nice to walk over to relax and people watch whenever the mood striked.

Beatrix has been on my list of restaurants to try and it didn't disappoint. The yellow tomato gazpacho was refreshing and the caramelized pork shank with a cider reduction was so good! 

Bound for The Book of Mormon, we stopped at the Atwood Cafe for a cocktail and dessert. Inside the Hotel Burnham, the Atwood has been my spot during the holidays for afternoon tea. It once had a cozy and quaint art deco vibe to it, but was refreshed last year with more modern elements. The elevator banks and stairway still feature beautiful ironwork and marble detail.

We headed home just as everyone under the age of 30 was headed into the city for Lalapalooza. 

I know this post was a long one! Thank you for reading!

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