Illinois
This historic arts-and-crafts-style luxury apartment building from 1908 offers 11 rooms of the four-poster bed, claw-foot bathtub variety (along with two…
Illinois
This historic arts-and-crafts-style luxury apartment building from 1908 offers 11 rooms of the four-poster bed, claw-foot bathtub variety (along with two…
Indianapolis
This Scandinavian-accented boutique hotel (the owner has Norwegian roots) is a cozy getaway in hip Broad Ripple, offering 13 spacious rooms right along…
Northern Minnesota
It doesn't get much cooler than 17 rooms built into renovated train boxcars. Rooms are on the small side, but quaintly furnished by theme (Victorian, golf…
Chicago
Gleaming Hotel Zachary – named after Zachary Taylor Davis, the architect of Wrigley Field – opened in 2018 right across the street from the celebrated…
Wicker Park, Bucktown & Ukrainian Village
An international crowd fills the gender-segregated dorms (with four to eight beds) and private rooms of these converted loft condos; some rooms have…
Wicker Park, Bucktown & Ukrainian Village
Holiday Jones has an irreverent personality, with old steamer trunks turned stereo speakers comprising the front desk and cartoony posters lining the…
Chicago
The boutique Lincoln is all about kitschy fun, as the lobby's 'wall of bad art' and front desk patched together from flea-market dresser drawers attest…
Chicago
Chicago's most stalwart hostel is immaculate, conveniently placed in the Loop, and offers bonuses such as a staffed information desk, free volunteer-led…
Chicago
At this super-hip hostel-hotel hybrid, travelers split evenly between the four-person, bunk-bed dorms and private rooms. All feature warm woods, bright…
Chicago
Housed in the landmark 1890s Reliance Building, a prototype for the modern skyscraper, this hotel's slick, historic design woos architecture buffs. Deco…
Chicago
Queen Elizabeth, Princess Di, the Reagans, the Bushes, the Clintons, the late, great Aretha Franklin… Who hasn’t stayed at the Drake since its 1920…
Chicago
When a hotel's front desk doubles as a bar, you know you're in for a good time. So it goes at Moxy, where the lobby is a communal area with a 24-hour taco…
Chicago
Radisson Blu's sleek rooms occupy floors one to 18 of the rippling, 82-story Aqua Tower, designed by local starchitect Jeanne Gang. Standard rooms are…
Chicago
The Guesthouse is comprised of 25 elegant, condo-style suites, each with a full kitchen, washer-dryer and private balcony with BBQ grill. Choose from…
Chicago
This is another excellent property in the Kimpton chain, joining the Monaco and Allegro in the Loop. Note of distinction: the 17-story, 261-room Palomar…
Ohio
Any stress you carry eases within minutes of arriving at the inn’s forested grounds. Twenty-five rooms occupy the lodge-like main building complex, while…
Chicago
Designed by renowned architect Daniel Burnham's firm as a place for jewelers and silversmiths to ply their trade, this 1897 building's gem-inspired theme…
Chicago
The Monaco's rooms are large, with bold-red window curtains, geometric carpeting and curlicued dark-wood headboards; window nooks let you sit and watch…
Chicago
Early starchitect Ludwig Mies van der Rohe originally designed the 52-story, black-box building. His grandson remade the lower floors into the Langham in…
Cleveland
Check in at the Metropolitan, an upscale Marriott-branded property, and perks include a seasonal rooftop lounge, indoor dog park, on-site theater for live…
Buckingham Athletic Club Hotel
Chicago
On the 40th floor of the Chicago Stock Exchange building, this 21-room hotel isn't easy to find. The benefit if you do? It's quiet (on weekends and…
Sofitel Chicago Magnificent Mile
Chicago
The outside of the Sofitel looks like some state-of-the-art computing device, with a triangular glass tower leaning gracefully out into space. Inside,…
Minneapolis
This North Loop stunner offers 124 rooms spread through a century-old farm-machine warehouse. The vibe is rustic and cozy. The handsome chambers feature…
Wisconsin
The landmark Northland, located in downtown Green Bay, opened in the 1920s as the biggest hotel in the state. After some lean years, it's re-emerged as…
Chicago
This 1910 beaux-arts landmark is known as the ‘hotel of presidents’ (a dozen have slumbered here). The 23-story beauty now caters to an upmarket business…
Milwaukee
The property’s location, in Milwaukee's up-and-coming but still a little rough around the edges Fifth Ward, doesn't quite fit the upmarket price tag. That…
Chicago
The Peninsula is among Chicago's top addresses. Rich white-leather and ebony-wood furnishings dominate the large rooms. Marble bathrooms feature a soaking…
Ohio
This 1848 Greek Revival country home is situated in a gentle sweep of pastoral prettiness that's easy to fall in love with. The six rooms are individually…
Northern Minnesota
The resort, perched on Lake Superior, offers upmarket accommodation in townhouses, sea villas, log cabins and at a toney Scandinavian lodge sporting the…
Wicker Park, Bucktown & Ukrainian Village
This classic brick row house is steps away from great restaurants and nightlife. The sunny rooms aren’t huge, but all have hardwood floors, small desk…
Northern Minnesota
This immaculate property is located south of the Aerial Lift Bridge on the point that juts out into Lake Superior. Don't expect luxury, but rather tidy,…
Chicago
The 63-room Ivy parcels out its chambers so that there are just five per floor, making it feel exceptionally intimate. The sleek and chic rooms are…
Chicago
Chicago's outpost of the members-only club for creative types opens its hotel to the masses. There are only 40 rooms in the century-old, former factory in…
Wisconsin
This quirky central boutique began life in the 19th century as a modest railroad hotel. These days it's been retrofitted with all modern conveniences…
Minnesota
This sleek Main St boutique offers gorgeous contemporary styling, with lots of exposed brick and wood (and tantalizing wood scent) and fresh white linens…
Upper Peninsula
The elegant, six-story Landmark fills a historic lakefront building and has a couple of resident ghosts.
Ohio
BrewDog – the Scottish beer maker known for its audacious, come-what-may attitude – has a huge brewing facility in Canal Winchester, about 15 miles…
Chicago
Palmer House has been around since 1875 and the lobby still has an awe-inspiring opulence – Tiffany chandeliers, marble pillars, ceiling frescoes – that…
Chicago
The InterContinental is split in two. The Executive Tower's 315 rooms are its historic core. The spacious chambers are bright and clean lined, done up in…
Chicago
With 337 rooms spread over 19 floors, this is the world's largest Aloft. Colorful paintings scatter throughout in homage to the building's history as the…