Chicago Hotels › Luxury Hotels
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The James Chicago
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The James Chicago Rating: 4.5 Pearls

The James is one of Chicago's top luxury hotels, and is located in River North, a block from the Magnificent Mile. The public spaces are modern and sometimes quirky, while the 297 rooms are crisp and clean. They're minimally decorated without being stark, and some have clever design to maximize space, as well as big flat-screen TVs, impressively stocked minibars, and comfortable beds. Bathrooms are modern and minimalist too, but not all have tubs and some are on the small side. In addition to a well-equipped fitness room, the James also has two art galleries along with art and sculpture present throughout the lobby. The hotel is also home to the excellent restaurant, David Burke's Primehouse, and the Primehouse Bar. Appealing hotel extras include a free car service, which can come in handy as parking is quite pricey.

The Waldorf Astoria Chicago

The Waldorf Astoria Chicago Rating: 5.0 Pearls

The Waldorf-Astoria offers top-of-the-line luxury in Chicago. With an intimate, boutique feel -- but all the amenities of a large hotel -- the 188-room Waldorf caters to leisure and business travelers. Sleek rooms feature neutral tones, contemporary furnishings, and gorgeous marble bathrooms that offer separate showers and soaking tubs, as well as TVs inset in the mirrors. Highlights include the upscale restaurant Balsan, a top-notch spa, and health club with extensive services and an indoor lap pool. Plus, the hotel's location in the swanky Gold Coast neighborhood puts it within walking distance of upscale shops, restaurants, and attractions.

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago Rating: 5.0 Pearls

This 339-room Trump is one of the top luxury hotels in Chicago, located in a modern glass tower right on the Chicago river and within easy walking distance of the Magnificent Mile. The sleek, glossy decor is subdued and tasteful, and every amenity -- from the Michelin-rated restaurant, to the big indoor pool, to bright fitness center, to the spa -- is first-rate. The huge, tasteful rooms have limestone bathrooms with soaking tubs and floor-to-ceiling windows (often with phenomenal views). Only The Peninsula and The Waldorf can compare.

Sofitel Chicago Water Tower

Sofitel Chicago Water Tower Rating: 4.5 Pearls

The luxurious 415-room Sofitel Chicago, two blocks from the Magnificent Mile, is noteworthy for its sleek modern decor and excellent service. It's a haven for business travelers, with plush white beds in the bright rooms, and everything -- the fitness center, business center, and room service -- available around-the-clock.

JW Marriott Chicago

JW Marriott Chicago Rating: 4.5 Pearls

Opened in late 2010, this upscale hotel is housed in a historic neoclassical-style building with crystal chandeliers and a grand staircase in the lobby. But sophisticated rooms are thoroughly modern, and big, elegant bathrooms have separate showers and soaking tubs. The Loop location is convenient for business travelers, and the pool and 24-four fitness center is top-notch.

Ritz-Carlton Chicago, a Four Seasons Hotel

Ritz-Carlton Chicago, a Four Seasons Hotel Rating: 4.5 Pearls

This 434-room hotel sits atop an upscale shopping mall right off the Magnificent Mile. The luxurious spa, the wonderful four-lane lap pool, the great design, and the outstanding address could make it one of the nicest hotels in town -- but the rooms fall a tad short — even after a multimillion dollar renovation in 2010 — with sophisticated but somewhat generic decor, some outdated amenities (such as CD players instead of iPod docks), and shower/tub combos in many bathrooms. The cuisine at the on-site brasserie doesn't wow, but the beautiful city views through its floor-to-ceiling windows do.

Four Seasons Chicago

Four Seasons Chicago Rating: 4.5 Pearls

The 346-room Four Seasons Chicago is located on floors 32 to 46 of a limestone-and-glass skyscraper along the Magnificent Mile, atop an upscale shopping center. The hotel boasts a gorgeous indoor pool with a skylight and great views, an expansive spa and fitness center with modern machines, and a restaurant helmed by Michelin-star Executive Chef Kevin Hickey. Guest rooms boast phenomenal views, and were updated in 2012 with modern decor and art fixtures. It's one of the city's nicest hotels, and the location near the historic Water Tower and the Hancock Observatory can't be beat. But bathrooms -- most with shower/tub combos rather than separate walk-in showers and soaking tubs --are a tad less luxurious than you'd expect in this price range (though still lovely).

Millennium Knickerbocker Hotel Chicago

Millennium Knickerbocker Hotel Chicago Rating: 4.0 Pearls

The elegant 306-room Millennium Knickerbocker Hotel is a good value, considering its location half a block from the Magnificent Mile. It's true that the historic property doesn’t have many amenities (only a 24-hour fitness center and a 24-hour business center), and the rooms are on the small side — but they're nicer than those at the similarly priced Sutton Place, and come with big flat-screen TVs and Frette linens.

The Allerton Hotel Chicago

The Allerton Hotel Chicago Rating: 4.0 Pearls

The 443-room Allerton is one of the few hotels right on the Magnificent Mile, and its rooms -- with soothing blue-and-white color schemes, iPod docks, and flat-screen TVs -- are more modern and stylish than those at the neighboring Omni and Intercontinental hotels. But unlike its neighbors the Allerton lacks a pool, and its rooms offer significantly less space than the Omni's generic two-room suites.

Hotel Sax Chicago

Hotel Sax Chicago Rating: 4.0 Pearls

This 354-room hotel is centrally located right on the river, minutes from The Loop, and across the street from the iconic House of Blues. It features a modern but smallish fitness center in the basement, many dining and drinking options on-site (including the sexy Crimson Lounge and the Bin 36 restaurant), and in-room spa services. The decor is sleek, modern, and neoclassical -- but many rooms have a view of an eight-story parking garage, which can put a damper on the overall impression. Overall, it's a great pick for those looking for a chic, urban experience smack in the heart of the city. In 2012, the hotel joined the Access family — it was previously a Thompson hotel.

Dates


Oyster Pearl Rating

  • Award-Winning

What's Your Style?

  • Luxury
  • Romantic
  • Boutique
  • Business
  • Historic
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Locations

  • Gold Coast
  • Lakeview
  • Lincoln Park
  • Magnificent Mile
  • Oak Brook
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Amenities

  • Air Conditioner
  • Babysitting Services
  • Balcony
  • Business Center
  • Cable Television
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Brands

  • Fairmont
  • Hard Rock
  • Hilton
  • Hotel Monaco
  • Hyatt
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