I’ve stayed in a LOT of different places. From chain and boutique hotels to crappy motels and luxury digs; you name it, I’ve been there.
For a while I thrived on super seedy spots because they were cost effective and I became a really good judge of just how crappy those crappy places would actually be. Then I was super loyal to airbnb. But now I’ve stayed at countless hotels and have become obsessed with trying out new ones. Chains are cool, but sometimes the random and unfamiliar hotels turn out to be the best experiences. So, here are a few of my favorite hotels to date.
I’m based in Chicago, which is a fantastic city, but sometimes I just want to get out of dodge. When that’s the case, Milwaukee is usually my go-to. I visited Milwaukee three times in the last year or so, but most recently I stayed at the Brewhouse Inn & Suites. Not only does it have a restaurant and brewery attached to the hotel, there are beer tanks just off the lobby and it had a whole lot of style. My room had a full kitchen, high ceiling and an exposed brick wall. Honestly, if I could live in one of their rooms full-time, I would. The staff (especially the valet guys) were super friendly as well. It’s also supposed to be haunted, which is always a plus for me!
This past summer I took a solo road trip from Chicago to Nashville with a stop in Louisville on the way. I could have stayed at any basic hotel but I decided to treat myself a bit and picked Vu Guesthouse. All of their rooms are hot pink or bright orange, so this decision was made mostly because I wanted to see it for myself. I must say the place was even better than I could have imagined. It had an old hollywood feel and my room had the most comfortable bed I have ever slept in. The neighborhood Vu is in is also super quiet and when I entered my room I was met with a personalized welcome spread complete with two cards and a box of chocolate.
It’s the Ritz, so I don’t need too much explanation here. It’s also important to mention I had a club level room when I stayed, which is a total game changer. But their location is what got it onto this list. Our room looked out over the marina and it was gorgeous. Plus it’s an easy walk to Venice and then subsequently up to Santa Monica.
As you know, I’m the queen of a quick weekend trip, but I also love a good staycation. One of the coolest spots in the windy city is the Chicago Athletic Association hotel. It’s all rich wood, CAA emblems, and fantastic views of the lake (if your room is on the east side). As an added bonus, there are also four in-house bar and restaurants that are not to be missed. Particularly the cocktails from the Cherry Circle Room or the views of Cindy’s rooftop!