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Featured Guest Houses in Chicago

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Chicago

    Congress Plaza Hotel

    Congress Plaza Hotel

    520 South Michigan Avenue, Chicago, IL
    $145 nightly
    The price is $170 total per night from Nov 2 to Nov 3
    $170 total
    Nov 2 - Nov 3
    Total with taxes and fees
    8/10 Very Good! (9,387 reviews)
    Freehand Chicago

    Freehand Chicago

    19 East Ohio Street, Chicago, IL
    $95 nightly
    The price is $112 total per night from Nov 10 to Nov 11
    $112 total
    Nov 10 - Nov 11
    Total with taxes and fees
    7.8/10 Good! (2,471 reviews)
    Embassy Suites by Hilton Chicago Downtown River North

    Embassy Suites by Hilton Chicago Downtown River North

    600 N State St, Chicago, IL
    $152 nightly
    The price is $179 total per night from Nov 11 to Nov 12
    $179 total
    Nov 11 - Nov 12
    Total with taxes and fees
    8.4/10 Very Good! (5,098 reviews)

Chicago guest houses give you a warm welcome to the Windy City

Chicago lies next to Lake Michigan, Illinois. It’s a city famous for its architecture, music and seriously trendy shopping malls. It never fails to impress visitors, and Chicago guest houses are ideally located for travelers to enjoy all that the “Windy City” has to offer.

About Chicago guest houses

Whether you want to take in some Chicago Blues in downtown, or gain a bird’s eye view of the city from Sear’s Tower, you’ve got everything right on your doorstep. Most Chicago guest houses are centrally located, meaning you never have to go too far to find a bar, a place to eat, attractions for children, or top shopping spots.

Expect spacious, comfortable guest rooms in your Chicago guest house, free Wi-Fi, a laundry service, excellent food and room service facilities, and that all-important expert local knowledge.

Shopping

Chicago is a large city with excellent shopping malls and boutique stores. Visit Michigan Avenue for major brand flagship stores, or if you are after something quirky and unique, Randolph Street Market is the place to go. Don’t miss the opportunity to visit State Street, with its stunning 19th-century architecture and high-end boutiques. It also boasts the world’s second-largest department store, Macy’s.

Chicago guest houses are within easy reach of all these locations, so you won’t have too far to carry those heavy shopping bags.

Tourist attractions

Visitor attractions in Chicago range from sophisticated art galleries to kid-friendly theme parks. For a free day out, visit the city’s inland beaches. Chicago is also brimming with culture. Make sure to visit the Museum of Contemporary Art, which has one of the country’s most extensive collections of modern art. The Wrigley Field Baseball Stadium is a must-see for sports fans. Built in 1914, it’s an iconic piece of architectural design.

Getting around

Although Chicago is a large city, the central location of most Chicago guest houses means you can easily enjoy all there is to see on foot. To explore a little further out, hop onto Chicago’s subway system, or hire a car from one of the many vehicle rental offices located across the city.

Chicago Guest Houses essential information

Accommodation
9 Guest Houses
Lowest Price
$112
Highest Price
$179
Popular accommodation
Villa Dubois Guest House, Mccormick Place Guest House, Chicago Avenue Inn, Wrigleyville Inn, Villa Christina, Coach House with Heated Garage and Private Rooftop Deck, Oakwood at AMLI RIVER NORTH, Oakwood at 73 E. LAKE, A5 Luxurious Garden Unit Near Chicago

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