Chicago Getaway: The Best Things to Do and Places to Eat

I recently visited one of my dear friends in Chicago for her 30th birthday and it’s a city that never gets old. This was my third visit and I swear I love it more each time. I shared a Chicago Travel Guide after my last trip, so here is what we did on Chicago Getaway with the best things to do and places to eat.

Chicago Getaway: The Best Things to Do and Places to Eat

Chicago Getaway: Things to Do

Browse the Shops in Lakeview: It was a cold & rainy weekend while I was there, but I still loved browsing shops in Lakeview. Some of my favorites include Wigglyville Pet Boutique, where I picked up some of the dental chews that W & G love so much plus a La Croix squeaky toy for Giz. I spent about an hour browsing all the goodness in Foresided Cards & Gifts. I’m a sucker for a good gift shop, and this one carries Rifle Paper Co, Chicago themed gifts, and other eclectic items. Kayd and I stopped in Unabridged Bookstore before my flight home so I could pick up a book for the flight. We spent quite a while going through and checking out new titles. I particularly loved their quote outside the store as well.

Grab Coffee & Macaroons at Maison Marcel: This beautiful French bakery was perfect for an afternoon pick me up. I stopped for a cup of coffee for strolling through Lakeview, but I couldn’t leave without macaroons. They were hands down the best macaroons I’ve had. I could have spent all day in this coffee shop with its airy interior, delicious food, and comfortable seating options.

Stroll Lakeview: This beautiful Chicago neighborhood was in full bloom. I love its architecture and landscaping, plus the shops, restaurants, and murals.

Chicago Getaway: Best Places to Eat

etta: While etta is a neighborhood restaurant, the vibe is hip, the food is progressive, and the interior is gorgeous. Kayd and I ordered ricotta pillows to start, and then shared hearth-fired caulilini, a classic wood fired pizza (it came with burrata!), and I ordered the rack roasted oysters (because duh).

Paradise Park Pizza: Such a fun place in Wicker Park. It’s eclectic, has a huge menu, lots of fun design elements, including the twinkle light entry way and the Trailer Park Queen sign. It’s definitely a spot to spend some time eating and enjoying the space.

Crosby’s Kitchen: Located in Southport, Crosby’s was a perfect brunch spot. I ordered the burger with a side of bacon potato cakes while Kayd ordered the veggie burger with fries.

The VIG Chicago: This gem in Old Town has a laid-back, welcoming vibe with delicious food and drinks. Order the lobsters deviled eggs for a starter and the spreads are a delicious option as well. We ordered the ricotta, pistachio, and honey, the pimiento cheese, and the artichoke and kale spreads and all were equally delicious. For supper, I ordered the Southern Fried Chicken sandwich and a side of pimento Mac n cheese. Pro tip, the sides are large enough to share.

D.S. Tequila Company: A delicious Tex-Mex spot in Boystown. I had their Cobb salad and it was a delicious version of. the old classic. It has a fun vibe and I would go back to try their tacos!

Shop the Looks worn on our Chicago Getaway: