After two days staying and exploring the downtown Loop area of Chicago, we were ready to switch gears to a more neighborhood vibe. We came across The Robey on a whim, just during a quick search online, and were immediately drawn into its modern, minimal design with a touch of art deco details. We loved its location in the Wicker Park neighborhood and the fact that it was a part of the Design Hotels group of properties cinched the deal - we knew it would be the perfect way to spent our last 24 hours in the Windy City. 

Set in a gorgeous Art Deco building from 1929 and converted into a cozy boutique hotel that doesn't feel like it has 89 rooms, every detail from the moment you step through the doors contributed to the feeling that every detail was thoughtfully executed. 

I always love the feeling of an actual key on a keychain vs. a key card.

I always love the feeling of an actual key on a keychain vs. a key card.

The hotel is named after Robey Street – now  Damen Avenue.

The hotel is named after Robey Street – now  Damen Avenue.


Due to budget, we ended up in one of the smaller room layouts, a little corner nook on the 3rd floor. And yet, we were impressed with the use of space, the carefully selected amenities, and the amount of window light flooding in. Everything in place was exactly what was needed - not too much, not too little...from the carefully constructed nightstand, to the frosted glass separating the bedroom and the bathroom.

We were traveling with our 1 year old son and they even had a crib they wheeled into the space - not an ugly yet functional crib that would have served its purpose just fine- but a beautiful white mini-crib that looked like it had its rightful place in the minimally designed room. I knew then that we'd definitely come back the next time we found ourselves in Chicago - that mix of child-friendly yet visually appealing details is so rare in most accommodations! 

We enjoyed taking our time settling in the room, reading the carefully curated publications displayed on the marble coffee table, and simply luxuriating in the afternoon light pouring through the window after a drive across town earlier that morning.  


In search of a midday drink and nibble, we moseyed downstairs to check out the bar/cafe on the 2nd floor, which also happens to double as a popular workspace for locals in the know during the day. 


The next morning before checkout, we headed downstairs and had breakfast at Cafe Robey, conveniently located in the lobby. Its always a nice bonus having a good breakfast option in the hotel that doesn't make you feel like you're missing out on a favorite neighborhood spot. By the time we settled into our food, the place was a nice, slightly buzzy mix of locals and visitors, giving it a feeling of it being a warm neighborhood favorite instead of just a place that locals avoid.

For how design-centric the hotel is, we loved that it was also family-friendly, basically satisfying our travel criteria all in one. It felt casual yet intentional, stylish yet not uptight. If you happen to be there without children, the rooftop bar and pool is highly recommended. The pool was still under construction during our visit (which happened during a wet spring anyway), but I can imagine many glorious summer days spent on the rooftop surrounded by panoramic views of the city along with the bar's handmade cocktails. 


if you have the time for more Chicago adventures, read on for more design-centric sights in this iconic city.

The Robey Chicago | 2018 W North Ave, Chicago, IL 60647 | (872) 315-3050