Caitlin Hoffmann


Caitlin Hoffmann

Sweet Home Chicago



Simple luxury on the river.  Perfect walking distance to shopping on Michigan Ave and fabulous spa on site

Chicago Athletic Association

Historical space recently refurbished.  Check out the Game Room, romantic dinner Cherry Circle and killer views for cocktails on the roof at Cindy's

Book through Wandering Eye Co and receive exclusive amenities and upgrades


Le Colonial - French Vietnamese cuisine in a chic environment.  

Piccolo Sogno - Wonderful light Italian in Fulton Market.  True destination for dining al fresco

Gibson's - Snag a seat inthe lounge and enjoy the old school vibe and piano bar 

Big Star - Trendy taco spot with killer patio.  Great for afternoon drinks or dinner

Au Cheval - Hands down best burgers.  Get there early or late, but be prepared to wait, and be very impressed

Bavette's Bar & Boeuf - Cozy French steakhouse.  Beyond delish and pro tip -- bring wine or champagne. No corkage if you share a class with fellow diner

Bongo Room - Head to Wicker Park and have brunch here before wandering around funky hood. 

RJ Grunts - This historical haunt is the perfect spot for lunch or early dinner after a day of exploring Lincoln Park Zoo.  The salad bar is a site to behold.  It will ahve you feeling like a local in no time



Art Institute of Chicago

Head to the Six Corners and wander around Wicker Park and Bucktown

Lincoln Park zoo and gardens

Architecture Tour on Windella

Catch a game at Wrigley

Blues at Kingston Mines

Water Taxi to Chinatown

in the know

CTA (both bus and el) are an efficient and quick way to get around the city.  Especially from O'hare or Midway as both connected by train

Divvy Bikes available by the hour or weekend pass available.  Head out to the Lake Path or the 606 for great views

Spring and Fall are best times to visit the city

Remember, Chicago is a collection of neighborhoods.  Don't just spend all your time downtown