B&B in Chicago

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Next weekend
Aug 21 - Aug 23
In two weeks
Aug 28 - Aug 30
In one month
Sep 11 - Sep 13
In two months
Oct 9 - Oct 11

B&B in Chicago

The Sono Chicago

The Sono Chicago
Near North Side
$153
$180 total
includes taxes & fees
Aug 31 - Sep 1
The Sono Chicago

The Publishing House B&B

The Publishing House B&B
Downtown Chicago
$233
$263 total
includes taxes & fees
Aug 31 - Sep 1
The Publishing House B&B

Dorothy's

Dorothy's
Lakeview
$45
$199 total
includes taxes & fees
Aug 12 - Aug 13
Dorothy's

The Villa Toscana

The Villa Toscana
Lakeview
$108
$167 total
includes taxes & fees
Aug 12 - Aug 13
The Villa Toscana

Ray's Bucktown B&B

Ray's Bucktown B&B
Bucktown
$201
$227 total
includes taxes & fees
Aug 17 - Aug 18
Ray's Bucktown B&B

House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast
Edgewater
$126
$210 total
includes taxes & fees
Aug 18 - Aug 19
House 5863 - Chicago Bed and Breakfast

Villa D' Citta

Villa D' Citta
Lincoln Park
$263
$309 total
includes taxes & fees
Aug 12 - Aug 13
Villa D' Citta

Wicker Park Inn

Wicker Park Inn
West Town
$343
$402 total
includes taxes & fees
Aug 31 - Sep 1
Wicker Park Inn

Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
Oak Park
$271
$301 total
includes taxes & fees
Aug 17 - Aug 18
Harvey House Bed & Breakfast
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Top neighborhoods in Chicago

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

West Loop

West Loop has transformed from an industrial zone into Chicago's culinary playground. Former warehouses now house art galleries and design studios, while "Restaurant Row" sizzles with celebrity chef hotspots and craft breweries. Visitors can explore converted lofts, browse boutique shops, or relax in Mary Bartelme Park between food adventures. Getting around is a breeze with three transit stations including Racine and Clinton on the Green Line. Most attractions sit within easy walking distance along wide sidewalks and bike lanes. Accommodation options feature industrial-chic hotels with exposed brick and modern amenities, perfectly matching the neighborhood's creative energy.

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

Top landmarks in Chicago

An aerial view of a baseball stadium surrounded by urban buildings.
Photo by © City of Chicago

Wrigley Field

9.0/10 (11,704 reviews)
Why not catch an event at Wrigley Field, a major stadium in Lakeview. Let yourself be amazed at the art galleries in the area— your cultural tour starts here. If you think Wrigley Field is cool, you also might like United Center and Wrigley View Rooftop, both located nearby.
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A Ferris wheel and a carousel at a fairground.

Navy Pier

9.0/10 (24,140 reviews)
If you want to give your credit card some exercise, head out to Navy Pier, a popular place for shoppers in Downtown Chicago. Why not take a stroll along the riverfront and watch the sunset while you're here?
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A large stadium surrounded by a cityscape with modern buildings.
Photo by © City of Chicago

Soldier Field

8.8/10 (7,063 reviews)
Imagine soaking up the atmosphere at Soldier Field, a major stadium in Near South Side. Hotels.com travelers also like the art galleries, museums, and monuments in the area. If you think Soldier Field is cool, you also might like United Center and Wintrust Arena, both located nearby.
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A river with boats, surrounded by tall buildings and a clear sky.

Chicago Riverwalk

9.6/10 (13,574 reviews)
Chicago Riverwalk is worth a pic or two when discovering Downtown Chicago. Why not take a stroll along the riverfront and watch the sunset while you're here?
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A modern cityscape with tall buildings, a clear sky, and a tree-lined street.
Photo by © Cesar Russ Photography

McCormick Place

8.8/10 (9,822 reviews)
McCormick Place is worth a pic or two when discovering Near South Side. Hotels.com travelers also like the art galleries, museums, and monuments in the area.
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A cityscape with modern skyscrapers and the Cloud Gate sculpture.

Millennium Park

9.4/10 (30,446 reviews)
Millennium Park is worth a pic or two when discovering Downtown Chicago. Why not take a stroll along the riverfront and watch the sunset while you're here?
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A large, modern building with a curved facade and multiple vertical windows.

United Center

8.8/10 (4,269 reviews)
Why not catch an event at United Center, a major stadium in Near West Side. Let yourself be amazed at the art galleries and museums in the area too. If you think United Center is cool, you also might like Soldier Field and Wrigley Field, both located nearby.
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Chicago and related destinations

Towering skyscrapers create a skyline that seems to rise straight from Lake Michigan's blue waters. The Art Institute houses masterpieces while Millennium Park's reflective 'Bean' sculpture distorts the city in delightful ways. Navy Pier offers carnival-like fun with a giant Ferris wheel providing spectacular views. Wrigley Field remains gloriously old-school, where ivy-covered walls and hand-turned scoreboards transport baseball fans to another era. Deep-dish pizza at local institutions sparks fierce debates about whose crust reigns supreme. The Chicago River's architecture boat tours reveal how the city rebuilt itself after the Great Fire. Field Museum's Sue, the world's most complete T-Rex, stares down visitors with 65-million-year-old intensity.

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A river with a yellow boat, surrounded by tall buildings and a bridge.

Find out more about Chicago

Chicago is a scenic place known for its skyscrapers, architecture, and riverfront. Nature lovers can explore top areas such as Millennium Park and Grant Park. Soldier Field and Navy Pier are other popular sights to see.

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