Save some time and the cash and take a vacation in your very own city. With the perfect hotel and the right people, you can experience Chicago in a whole new light. Just remember to turn your work email off!
ROMANTIC – Dana Hotel & Spa
Dana Hotel & Spa knows exactly how to tailor your experience so that it’s perfectly romantic for you and your significant other. That’s why they offer the “I am a lover…I am a sinner” package. It includes a one-night stay, a $300 La Perla gift card, bath oils from the hotel spa, and an optional late check-out the next morning. Need to relax? Book side-by-side massages in the hotel’s spa, which offers everything from hot stone massage to aromatherapy. Afterwards, order a bottle of wine and cozy up to each other on the rooftop lounge.
FOR THE WHOLE FAMILY – Chicago’s Essex Inn
Location (the heart of downtown on Michigan Ave) is definitely the winning feature of this hotel; it’s near every major attraction including Soldier Field, theaters, nightlife, and the best shopping in America. To save money, Essex provides hotel and vacation packages: look on their website for more information. You’ll love the rooftop gardens and spa, and the kids will enjoy the pool.
JUST THE GUYS – Longman & Eagle
With only six rooms available for overnight stay, Longman and Eagle is truly focused on personalized service. Rooms are decorated individually with quirky accents, from local art to brick walls to collections of classic literature. In some rooms you’ll even find record players or old-school tape decks with mixtapes. Each room features wood floors, glass showers with salon products, vintage mirrors, and Apple TVs programmed with videos from local bands. Along with all of these amenities, you’ll get tokens for whiskey and preference when grabbing a table to eat downstairs at the ever-busy gastropub.
JUST THE GIRLS – The Drake Hotel
The Drake Hotel is worth a stay for many reasons—its beautiful rooms, exceptional staff, and great location—but there’s even more to it than that. This famous hotel has a star-studded history, with guests like Frank Sinatra, Judy Garland, and President Eisenhower. Head to the Cape Cod Room, and you’ll find Marilyn Monroe and Joe DiMaggio’s initials carved into the bar. One thing you can’t miss is Afternoon Tea in the Palm Court—this fancy affair has attracted the likes of Princess Diana, Queen Elizabeth II, and the Empress of Japan!