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W Chicago City Center 

Neighborhood: The Loop

172 W. Adams St.
312-332-1200

Is it really that hip? Ask that "executive" with the Best Buy corporate logo on his button-down and the cellphone clipped to his belt.

Amalfi 

Neighborhood: River North

20 W. Kinzie St.
877-262-5341

The complimentary happy hour buffet of drinks and appetizers is one of the perks of this delightful boutique hotel.

Hotel Indigo 

Neighborhood: Near North Side

1244 N. Dearborn St.
312-787-4980

There's no place like home, and this Gold Coast boutique hotel comes close to it with its cozy guest rooms and suites.

The Diplomat Motel 

Neighborhood: Rogers Park

5230 N. Lincoln Ave.
773-271-5400

The vintage motel of your kitschy dreams. Comes complete with vibrating bed (broken) and noisy neighbors.

Trump International Hotel & Tower 

Neighborhood: Near North Side

401 N. Wabash Ave.
312-924-7600

This towering hotel has it all: fully equipped kitchens, luxury condos, spa guest rooms and much, much more. But did you really expect any less from Mr. Trump?

Conrad Chicago 

Neighborhood: Near North Side

521 N. Rush St.
312-645-1500

One of Chicago's original luxury hotels is back in business.

Hotel Sax 

Neighborhood: Near North Side

333 N. Dearborn St.
312-245-0333

Stylish hotel perfect for upscale partiers.

Hotel Allegro 

Neighborhood: The Loop

171 W. Randolph St.
312-236-0123

Hip hotel offers great short-stay packages and in-room spa services that'll let you roll large for a little.

The Drake Hotel 

Neighborhood: Near North Side

140 E. Walton Pl.
312-787-2200

Ultra luxury at the pinnacle of the Mag Mile and Lake Michigan.

Affinia 

Neighborhood: Near North Side

166 E. Superior St.
312-787-6000

"Lifestyle" hotel wants to make your stay as comfortable as possible.

Raffaello 

Neighborhood: Near North Side

201 E. Delaware St.
312-943-5000

It's all about European style and service at this new boutique hotel right off the Mag Mile.

The James Chicago 

Neighborhood: Near North Side

55 E. Ontario St.
312-337-1000

David Burke's Primehouse anchors this trendy Gold Coast hotel.

Hard Rock Hotel 

Neighborhood: The Loop

230 N. Michigan Ave.
312-345-1000

Gorgeous suites with sweeping views of downtown will make you feel like a rock star.

Hotel Monaco 

Neighborhood: The Loop

225 N. Wabash Ave.
312-960-8500

Four-star boutique Loop hotel, stocked with old-school design accents and unique guest ameneties.

Hotel Burnham 

Neighborhood: The Loop

1 W. Washington St.
312-782-1111

Redolent with the men's club atmosphere of movers and shakers gone by, this vintage hotel has been renovated to provide the latest amenities.

Hyatt Regency Chicago 

Neighborhood: The Loop

151 E. Wacker Dr.
312-565-1234

Excellent service and views of the city from this centrally located four-star hotel.

Pink Palace Fantasy Suites 

Neighborhood: Near North Side

7050 W. Archer Ave.
773-229-0707

Kitschy theme rooms like the Space Capsule are good for a laugh as well as some nooky.

The Sutton Place Hotel Chicago 

Neighborhood: Near North Side

21 E. Bellevue Pl.
312-266-2100

A sleek four-diamond experience in the heart of the touristy Gold Coast.

Sofitel Chicago Water Tower 

Neighborhood: Gold Coast

20 E. Chestnut St.
312-324-4000

Swank, modern hotel in the heart of Gold Coast nightlife.

House of Two Urns B&B 

Neighborhood: Wicker Park

1239 N. Greenview Ave.
773-235-1408

A vintage B&B right in the heart of Chicago's most happening neighborhood.

W Chicago Lakeshore 

Neighborhood: Streeterville

644 N. Lake Shore Dr.
312-943-9200

This W on the lake features the Whiskey Sky Lounge and Wave Restaurant, as well as incredible views of the lake and downtown.

The Marriott Downtown Chicago 

Neighborhood: Near North Side

540 N. Michigan Ave.
312-836-0100

Is it prom night? Then why are you here?

Palmer House Hilton 

Neighborhood: The Loop

17 E. Monroe St.
312-726-7500

Venerated antique hotel is a feast for the eyes but doesn't quite live up to its competition in terms of updates and amenities.

Ritz-Carlton 

Neighborhood: Gold Coast

160 E. Pearson St.
312-266-1000

High-end hotel for those who can afford to live on the high end.

The Peninsula 

Neighborhood: Gold Coast

108 E. Superior St.
312-337-2888

The ,500 Peninsula Suite is the baller's dream, 3,000 square feet on the top floor with a grand piano, a private terrace with jacuzzi and Kelly Clarkson giving you a foot massage.

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