1. Raffaello Hotel201 East Delaware Place, Chicago
2. Talbott Hotel20 E. Delaware Place, Chicago
3. PUBLIC Chicago1301 North State Parkway, Chicago
4. The Drake140 East Walton Place, Chicago
5. theWit Hotel201 N. State Street, Chicago
6. Penthouse DuplexNorth State Street, Chicago
7. Longman & Eagle2657 N Kedzie Ave, Chicago
Recently renovated and centrally-located on Michigan Ave, Raffaello serves up 24-hour room service, full concierge services, and a next-lever rooftop speakeasy they call Drumbar.
Originally built in 1927, Talbott's a boutique Gold Coast relic on Delaware Place that juxtaposes antiquated decor with modern technology.
With 285 over-sized rooms in the heart of Gold Coast, Public offers everything from complimentary breakfast in bed, to grub from insanely famous chef Jean-Georges Vongerichten.
The Drake has endeavored to be one of the first urban resorts in the nation for almost a century... so please don't refer to it as the Drizzy.
For an energetic hotel situated amongst a lengthy lineup of historic Chicago landmarks, check out theWit.
A two-story penthouse with unobstructed city views located smack-dab on Magnificent Mile.
Longman & Eagle, the Michelin-starred gastropub in Logan Square, has an exclusive whiskey selection (clocking in at over 400 labels), a craft cocktail menu, and an extensive beer list all fit for the most pretentious of drinkers, in the least pretentious of atmospheres. Longman takes a flavor-forward, honest approach to eating and drinking, and because it doesn’t accept reservations, there is always a wait for brunch, happy hour, and dinner alike. (And it is always worth it.) While whiskey may be king, the regional American fare has just as much to offer, hence the Michelin star. The menu changes often, but expect anything from beef tallow beignets and veal brains to wild boar sloppy joes, chicken and waffles, and a burger that, if you know what's good for you, you will order.