Chicago is a mecca for first-rate dining, exceptional accommodations, and a stretch of shopping so brilliant and expansive that we call it "The Magnificent Mile." In other words, we know a thing or two about the finer things in life. Treat yourself to Chicago. You deserve it.


First things first, you'll need a place to drop your bags. Please, we insist. The Peninsula Chicago is located right in the heart of our city's famed "Magnificent Mile." Your group will be steps from high-end, designer stores, but with the hotels extravagant amenities you may never leave the building. Ranked as the "#1 U.S. Hotel" in 2011 by Conde Nast readers, the only regret you'll have about booking a room at the Waldorf Astoria Chicago is not extending your stay an extra night. If you have a group that enjoys their frills with a view, consider the Trump International Hotel and Tower which boasts a restaurant and cocktail lounge on the sixteenth floor with an unparalleled outdoor dining patio.


Now that you've dropped your bags off, we hope you left room in them for Chicago incredible shopping. Michigan Avenue and Oak Street have all the iconic, high-end fashion stores and chic newcomers on The Magnificent Mile. From traditional luxury retailers like Ralph LaurenLouis Vuitton, and Prada, to threads of the future like TopshopAllSaints Spitalfield's, and Marc Jacobs, Chicago's famed fashion district is a one stop fashion tune-up. Your group will make their friends insanely jealous by venturing to our neighborhood boutiques and picking up some exclusive pieces. Old Town, Wicker Park and Bucktown have you covered from head-to-toe (literally) with apparel and accessory stores like Robin Richman and Akira, as well as shoe havens like Vivid Braille and Lori's Shoes. For an unbelievably posh shopping experience that you'll only find in Chicago, visit Bonnie & Clyde's which carries lines from a who's-who of popular designers like Rick Owens and Rad Hourani.


The Peninsula hotel is a topnotch accommodation with the pampering to match. The Peninsula Spa by Espa is famous for its shoulder melting massages and jaw-dropping lap pool. Located in the highly-regarded Waldorf Astoria, the Elysian Spa and Health Club delivers as an unrivaled spa experience in one of Chicago's most prestigious hotels. Go for a day of beauty with a view to match at the Park Hyatt Chicago's NoMI. Located on The Magnificent Mile, this tastefully grand spa is the perfect place to mend after a long day of sightseeing. For larger groups, consider Valeo and its massive 20,000-square feet of space. Located in the Loop's JW Marriott, it comes complete with almost a dozen "clarity chambers," a bevy of relaxation rooms and a pool.


Since your group has sophisticated taste, try the Progressive French cuisine of Tru. After your three-course retreat to Paris, choose from one of Chef Anthony Martin's exquisite desserts. If you'd like to combine art with a matchless dining experience visit Alinea. which was recently named the "World's Top Restaurant" by Elite Traveler Magazine. For a button-busting spectacle of tummy satisfaction, reserve a spot at Girl & the Goat which, beyond having a totally awesome name, serves some of the best meat dishes in Chicago. Sixteen is more than a floor at the Trump International Hotel and Tower, it's refined dining experience with perhaps the nicest al fresco dining patio in the city. Located on the 40th floor of the Chicago Stock Exchange, the only thing more elevated than your view at Everest is the dining experience. The internationally renowned eatery serves French cuisine and boasts one of the most distinguished wine menus in the country.


Chicago's nightlife is unequalled and for an evening of dancing and people watching, there's no better spot than Paris Club. The downtown hotspot boasts a 25-foot bar donned with bottles of French Champagne and all under a retractable glass roof. Party in the sky (after all, you're living the high life) at ROOF on The Wit. The outdoor bar sits atop a boutique hotel with amazing views of the downtown area and Chicago River. For a lofted, two story shrine to the good life, visit Enclave which boasts 15,000 square-feet of space and plush VIP seating.


Related Listings

ROOF on theWit
201 N. State St.
Chicago, IL 60601
(312) 239-9502

Featured Partners