Indiana
A mighty antidote to Columbus' modernist flare, this 1864 Victorian monolith with Edwardian furnishings and Italianate gardens (inspired by Pompeii) sits…
Indiana
A mighty antidote to Columbus' modernist flare, this 1864 Victorian monolith with Edwardian furnishings and Italianate gardens (inspired by Pompeii) sits…
Indianapolis
With design touches forged from industrial parts from an abandoned Wisconsin iron foundry, this 2017 newcomer to Indy is a boutique gamechanger. The lobby…
Chicago
A 2018 newbie, the Wheelhouse features 21 rooms in a restored greystone building not far from Wrigley Field. The smallish rooms have an earthy, urban loft…
Chicago
Hyde Park got its first boutique hotel in 2018, and it's a design winner. The 98 rooms have an artsy-hip look that feels truly fresh. Each is a good size,…
Chicago
This hip hotel occupies a vintage, redbrick dairy warehouse. It's great value for the Gold Coast, drawing a wide range of travelers – global backpackers,…
Chicago
Nestled into a row of residential housing, the Majestic is walking distance to Wrigley Field and Boystown and mere steps from the lakefront. From the…
Chicago
Urban bohemians love the Acme for its indie-cool style at (usually) affordable rates. The 130 rooms mix industrial fixtures with retro lamps, mid-century…
Publishing House Bed & Breakfast
Chicago
The building was indeed a publishing house more than a century ago, and it’s now transformed so it looks like the stylish home of your coolest city friend…
Chicago
Chicago’s branch of the super-hip Ace chain rises up across the street from Google’s shiny office. Hints of Frank Lloyd Wright, Ludwig Mies van der Rohe…
Chicago
Breezy Found Hotel joins the elevated hostel/casual-hotel brigade. The 60 rooms come in several configurations, including four-bed dorms with sturdy (and…
Detroit
Shinola, Detroit’s homegrown company known for its luxury crafted watches, extended the brand to this superbly stylish hotel. The 129 earth-toned rooms…
Chicago
The Waldorf routinely tops the list for Chicago’s best uber-luxury hotel. It models itself on 1920s Parisian glamour and, we have to admit, it delivers it…
Illinois
Convicts and town drunks were locked away here until 1977, but this former jail has been lavishly converted into one of the country's best B&Bs and now…
Wisconsin
Partly owned by Justin Vernon, frontman for the indie/folk band Bon Iver, the Oxbow is a major marker in Eau Claire's claim as a burgeoning hipster haunt…
Indiana
Standing supremely along New Albany's historical Mansion Row, this easy-on-the-eyes 1851 Italianate abode features ornate hand-painted ceilings, original…
Indiana
Idyllically set in the woods just far enough outside Nashville to feel isolated, these wonderful one- and two-bedroom cabins feel like they're half a…
Indiana
This elegant salmon- and green-trimmed B&B occupies a gorgeous, Queen Anne–style home dating to 1886. Corner turrets, curved-glass bay windows, spindles…
Chicago
The Gold Coast's newest luxury hotel, the Viceroy has 198 rooms and suites with art deco–inspired design elements with warm woods, gold accents and luxe…
Wisconsin
The Charmant took an 1898 candy factory and converted it into a 67-room hotel, and the result is sweet indeed. Rooms have all the modern conveniences –…
Milwaukee
This renovated art deco gem, on the city's western side, near Marquette University, is an affordable central option. Architecture buffs will love all of…
Hampton Inn Chicago Downtown/N Loop
Chicago
This unique property with a central location makes you feel like a road-tripper of yore. Set in the 1928 art deco Chicago Motor Club Building, the lobby…
Chicago
Billionaire Richard Branson transformed the 27-story, art deco Dearborn Bank Building into the first outpost of his cheeky new hotel chain. The airy,…
Gold Coast
This completely renovated mid-century motel is well-located, quiet, comfortable and excellent value. Rooms are small but well-appointed, and common lounge…
Chicago
Twelve stories in a 1912 office building now comprise one of the Loop's newest mod-luxe hotels. Large rooms are elegantly decorated with a slightly…
Cleveland
Set in a rehabbed 1902 building downtown, the Schofield is for the cool cats in the crowd. Rooms are spacious and have funky artwork (such as prints of…
Cincinnati
An outpost of Louisville's popular art hotel, the 21c sits next door to the Contemporary Arts Center. The modern rooms have a Nespresso machine, free wi…
Minnesota
Central boutique with bold, modern styling, like exposed stone walls, that harmonize beautifully with the mid-century inspired pastels and furnishings…
Wisconsin
This beautiful Victorian on a high hill, with a commanding view of the water, is a worthy splurge if you're looking for lace, creaky floorboards and a…
Wisconsin
This white stucco International–style home seems oddly placed on a hilly, 200-acre farm, but there it is. The five, bright-hued rooms are decorated in…
Minneapolis
This historic 10-bedroom B&B, in a house dating from 1910, serves as a home away from home for scholars from nearby University of Minnesota. The hosts,…
Cleveland
This hostel in Ohio City, steps from an RTA stop and the West Side Market, is fantastic. There are 15 rooms, a mix of dorms and private chambers. All have…
Minnesota
Hotel 340 delivers old-world ambience aplenty, and it's usually a great deal to boot. The 56 rooms in the stately old building have hardwood floors and…
Chicago
Check in at the tavern downstairs and then head to your wood-floored, vintage-stylish accommodations on the floor above. The six rooms aren't particularly…
Detroit
Forty guest rooms fill a row of Victorian mansions right by the art museum. The lower-cost rooms are small but have deliciously soft bedding; the larger…
Gold Coast
The Perry Hotel is a grand historic place. Hemingway once stayed here (in 1916 after a hiking and camping trip in the region). Count on comfy beds,…
Gold Coast
Retro-cool tiki lamps, pinewood furniture and communal lawn chairs add up to a fun, social ambience amid the firs in Douglas.
Indiana
Occupying a decommissioned 1914 freight station in Chesterton, this railway-themed boutique B&B offers a beautiful, fireplace-warmed lounge with…
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…
Chicago
Gleaming Hotel Zachary – named after Zachary Taylor Davis, the architect of Wrigley Field – opened in 2018 right across the street from the celebrated…