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Chicago - Streetsmart - Stylish Stays, Budget Sleeps, Business-Friendly Stays

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Stylish Stays

  1. W Chicago Lakeshore

    A Zen water wall and “Leave me alone”, rather than “Do not disturb” signs are indications of the W’s hipper take on the hotel experience. The modern guest rooms have lovely views, as does the rooftop lounge, Whiskey Sky.

  2. Wheeler Mansion

    An immaculate 11-room hotel, this 130-year-old mansion is known for its great attention to detail. Soak up the lavish artwork, period features, and antique furniture, or take it easy in the tranquil garden.

  3. House of Blues Hotel

    This amazing hotel is much more than just somewhere to lay your head. A golden Buddha welcomes guests, and the atmospheric Kaz Bar has a Moroccan theme. State-of-the-art rooms offer hi-tech entertainment and eclectic decor.

  4. W Chicago City Center

    This hotel is trendy yet traditional, with comfy couches and board games in the lobby. Guest room decor is inspired by 1940s Hollywood glamor, with chaises lounges and ostrich-leather headboards.

  5. Hotel Monaco

    Most of the luxe rooms in this stylish 14-story hotel feature window seats (a.k.a “secluded meditation stations”), while the spirit is further calmed by aromatherapy oils in the bathrooms. Pep things up in the Party Like a Rock Star Suite, complete with jukebox and Jacuzzi tub.

  6. Hotel Blake

    This hotel contained printing presses before ever housing people. Now a National Historic Landmark, it offers large, light rooms. Savor Midwestern delicacies at the award-winning Custom House restaurant.

  7. Crowne Plaza Silversmith

    Built in 1897, this beautiful building incorporates both Romanesque Revival and Arts and Crafts styles. The large guest rooms have Frank Lloyd Wright-inspired furniture, high ceilings, and large windows. A complimentary dessert hour is offered Monday through Thursday for in-house guests.

  8. Hard Rock Hotel

    This extravagant 381-room, musically themed hotel occupies the former Carbide and Carbon building – an Art Deco creation of 1929. Piped music and memorabilia are everywhere, and rooms are stylish but fun.

  9. Hotel Allegro

    Here, designer Cheryl Rowley has combined classic Art Deco features with contemporary colors and textures to great effect at this musically themed hotel. Complimentary wine is a standard nightly offering for guests. Fresh and fun.

  10. Gold Coast Guest House B&B

    This 1873 town house makes a pleasant change from the large hotels, with just four individually decorated rooms. Guests are welcome to use the comfortable sitting room and ivy-walled garden.


Budget Sleeps

Some budget accommodations offer weekday evening receptions with complimentary refreshments.


  1. Best Western Hawthorne Terrace

    Warm and inviting sums up this 59-room hotel. An outdoor terrace overlooks the Lake View area, and guests can also use a small exercise room with sauna and whirlpool. Continental breakfast is included.

  2. Days Inn Lincoln Park North

    This hotel is Chicago’s highest-rated Days Inn. Free passes to the fitness center next door are part of the deal when you stay, as well as a continental breakfast and free wi-fi throughout the hotel.

  3. Belmont City Suites

    A favorite of gangsters and mob bosses during Prohibition, this cozy, refurbished hotel now stands in the center of what makes Lakeview popular. Steps from Boys Town’s Halsted Strip, this is a great choice for those who like city nightlife.

  4. Embassy Suites Chicago: Down­town Lakefront

    The impressive 13-story Sky Lobby offers a great place to unwind, with its soaring atrium. Glass- sided elevators whisk guests to suites with amenities that include high-speed Internet access and microwaves. Full American breakfast is also included.

  5. The Inn at Lincoln Park

    This hotel’s Tudor-style exterior, Victorian lobby, and wagon-wheel trim are best described as eclectic. And while the rooms are definitely no-frills, the complimentary breakfast with views of Lincoln Park is a plus.

    • 601 W. Diversey Pkwy

    • 1 773 348 2810

  6. Homewood Suites by Hilton

    The two-room suites in this great value hotel all have fully equipped kitchens, as well as living rooms with extra queen-size sofa beds. Use of the 19th-floor indoor pool and the fitness center all add to your stay here.

    Homewood Suites
  7. Hilton Garden Inn

    Each of this hotel’s functional and spacious 357 rooms offers a large desk, complimentary high-speed Internet access, and many other amenities. Six corner suites offer the perfect setup for families and groups of friends: the hotel also has a pool and gym.

    Lobby, Hilton Garden Inn
  8. Hampton Inn & Suites

    This centrally located, family-friendly hotel offers two-room suites – with fully equipped kitchens – as well as many standard guest rooms. Bonuses include the fitness facility, indoor pool, complimentary breakfast buffet, and daily newspaper.

  9. Red Roof Inn Chicago

    This is a great option for budget-minded travelers. Rooms at this centrally located inn are small, but they have all the essentials. A branch of the Coco Pazzo restaurant chain is on site.

  10. Hostelling International Chicago

    This place is great value if you don’t mind sleeping in a basic dormitory with local students, and you don’t need to be a member in order to stay here. The facility includes lounges, fully equipped kitchens, and bed linen.


Business-Friendly Stays

Unless otherwise stated, all hotels accept credit cards, have private bathrooms, air con, non-smoking rooms, and rooms with DA


  1. Sheraton Chicago Hotel & Towers

    The large, stylish guest rooms here offer fantastic lake, city, or river views. The hotel also has its own business center, boat dock, health club, and five restaurants. Popular with conventioneers.

  2. Westin Chicago River North

    This sleek, four-star venue is home to a state-of-the-art Executive Business Center, fitness facility, and smoke-free guest rooms featuring the comfortable Westin Heavenly Bed.

  3. Hyatt Regency McCormick Place

    Linked by a connecting walkway to McCormick Place convention center, the basic but modern rooms of the 32-story Hyatt Regency are an attractive stopover for conventioneers. The hotel also has a fitness facility.

  4. Embassy Suites Hotel O’Hare-Rosemont

    This hotel’s seven-story garden atrium makes a pleasant retreat from the hustle and bustle of the nearby convention center and airport. Suites have all the necessary facilities; cooked breakfasts and an airport shuttle are complimentary.

  5. Swissôtel

    Rising up where the Chicago River and Lake Michigan meet is this dramatic glass-and-steel creation. Oversized guest rooms contain every convenience for the business traveller and provide stellar views of the city.

  6. Hyatt Regency Chicago

    A lobby full of greenery and fountains welcomes guests into this, the biggest hotel in the Hyatt chain. Although all guest rooms offer high speed Internet access, you can opt for a “Business Plan” upgrade to obtain more specific benefits during your stay.

  7. Chicago Marriott Downtown

    This 46-story hotel’s contemporary rooms are designed to cater to every business need. Guests can also enjoy the hotel’s five restaurants and lounges, or its on-site pool and fitness center.

  8. Embassy Suites Hotel Chicago Downtown

    The lofty atrium here is filled with plants, birds, and fountains; the two-room suites are spacious and well-equipped; service is personal; and cooked breakfasts plus other perks are included.

    View of Atrium, Embassy Suites Chicago Downtown
  9. Courtyard by Marriott Chicago Downtown

    Bright, modern rooms with high speed Internet access, a spacious work area, and an extra sofa-bed make this centrally located hotel a popular choice among leisure and business travelers alike.

  10. Hilton Chicago O’Hare Airport

    The only hotel actually on airport grounds (conveniently linked to airport terminals via underground walkways) offers an enhanced business center, providing state-of-the-art telecommunications and multimedia conference facilities. Rooms are well sound-proofed.

    O’Hare Airport

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