Style Travel

Rosé All Day – Chicago Hot Spots!

topshop ripped white jeans and blush booties

For the past 4 or 5 years, Eric and I have attended wedding after wedding! The best part about wedding season is that, aside from seeing and celebrating with our friends, we sometimes get to travel to fun places! Our latest trip took us to Chicago, where we made a long weekend out of our trip! I wanted to make sure that we saw some of the hot spots since Eric had never been. I have put together a roundup list of where we stayed, what we did and where we ate!

The Hotel

The bride and groom had a wedding block at the Chicago Athletic Association Hotel which is right in Downtown Chicago on the Loop, across from Millenium Park. The hotel boasts beautiful architecture and history and has two really fun bars.

The Gameroom is a bar on the Lobby level and has…you guessed it…tons of games! Pool, bocce, board games, you name, they have it!

Cindy’s is the rooftop bar and restuarant that has a large outdoor balcony that overlooks Millenium Park and the famous Bean! We got this shot from the rooftop!

chicago tourism

The Food & Drinks

I specifically asked the bride, who is a Chicago native, where the best brunch places were. She gave me a few options that all sounded amazing.

Summer House Santa Monica

Our first brunch took us to an adorable place called Summer House. It has such gorgeous summery vibes, great food and a Rosé cart! Right in the heart of Lincoln Park, not only does the restaurant boast Instagram worthy views, the area surrounding it will stun you and you will get the best pics there!

Summer House Santa Monica blog worthy brunch location

Summer House Santa Monica Chicago brunch spot

Summer House Santa Monica Blog worthy brunch spots in chicago

summer house santa monica blog worthy brunch spot

Hampton Social

Maybe you haven’t heard of this restaurant before, but I am sure you have seen pictures of one of its most Instagrammed walls! Hampton Social is an adorable, nautical restaurant only a few blocks from The Magnificent Mile. You will enjoy the drinks, the food and the photo ops!

blog worthy brunch spots in chicago

The Hampton Social Brunch Spot

chicago blog worth brunch spots

The Hampton Social Chicago

The Sights

We definitely did a bit of sightseeing, including the Lincoln Park Zoo, The Magnificant Mile and Millenium Park. Other options would include heading up the Willis Tower, catching a Cubs game at Wrigley Field, sampling a deep dish pizza (this is one of the best) or checking out some of the amazing breweries and bars.


Millenium Park

casual spring or summer look

Lincoln Park

the perfect wedding guest dress for the spring or summer

The Loop

I hope this travel guide was helpful! Let me know if you have any questions or if there are any Chicago sights that I should see nexgt time!


Midi Dress (BCBGenerationlove this one too) | Bag (Goodnight Macaroon dupe under $70, Chloe) | Earrings(Sugarfix by Bauble Bar under $15!!) | Watch (Timex c/o) | Shoes (Matt Bernson)

Top (Topshop size up for a looser fit, I’m wearing a 4) | Jeans (Topshop) | Denim Jacket (similarsimilar) | Bag (Goodnight Macaroon dupe under $70!, Chloe) | Booties (Donald J. Plinerobsessed with these) | Necklace (The Styled Collection under $35!) | Bracelets (Sashka Co c/o, similar) | Sunglasses (Ray-ban)

Dress (BCBGenerationlove thissimilar) | Jacket (Chicwishsimilar) | Heels (GoJane under $30!) | Bag (old just got this one) | Earrings (Stella & Dot)

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  • Reply
    April 13, 2018 at 1:18 pm

    I am dying to get out to Chicago! Such a wonderful city with so many cool places. That pink dress is STUNNING on you! I absolutely love it – the colour is just perfection… esp while sipping some rose 😉 xx Shannon ||

  • Reply
    April 13, 2018 at 1:28 pm

    Thank you so much Shannon!! We had such a blast there!!

    xoxo, Kristen

  • Reply
    Arianne Chavasse
    April 14, 2018 at 4:52 am

    Love Chicago,can’t wait to visit!

    Arianne//Say Curls

    • Reply
      April 16, 2018 at 3:50 pm

      Yes, it is such a fun city! If you go and check out any of the places I recommended, make sure you let me know!

      xoxo, Kristen

  • Reply
    Bree Angelo
    April 15, 2018 at 12:19 pm

    As a Chicagoan, you definitely went to the right places! Loved your outfits too!

    • Reply
      April 15, 2018 at 2:37 pm

      Yay, that is great! So glad I have the approval of a Chicago insider!

      xoxo, Kristen

  • Reply
    Jana Style Blog
    April 16, 2018 at 1:03 pm

    LOVE this post! Awesome recommendations! I lived in Chicago while I was going to college and love to visit during the summer months! xo Jana | | IG: @jana_meister

    • Reply
      April 16, 2018 at 3:49 pm

      I’m so glad that you like the recommendations! I had so much fun in Chicago, so hopefully these will help any Chicago newbies!!

      xoxo, Kristen

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