Historic Hotels in Chicago, IL

9 places

Discover Chicago's historic hotels, where rich heritage and stunning architecture create unique experiences. Each venue blends charm and modern comfort, inviting guests to immerse themselves in the city's vibrant past.

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Palmer House a Hilton Hotel

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Heritage defines the Palmer House, boasting a beautiful Beaux Arts design and a storied history as a host for U.S. presidents and celebrities.

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InterContinental Chicago Magnificent Mile by IHG

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Elegance defines this historic hotel, showcasing its original 1929 architecture and an Olympic-sized pool, a true gem in Chicago's skyline.

Silversmith Hotel Chicago Downtown photo

Silversmith Hotel Chicago Downtown

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4.0

Charmingly set in the Jewelers Row District, I loved the blend of historic features with modern amenities, plus its proximity to Millennium Park.

Sable at Navy Pier Chicago Curio collection by Hilton photo

Sable at Navy Pier Chicago Curio collection by Hilton

Sophisticated architecture meets modern comfort, offering stunning river views and historic charm for unforgettable stays in downtown Chicago.

GALLERY

Hampton Inn Majestic Chicago Theatre District

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4.0

Ideally situated in Chicago’s vibrant theater district, this hotel offers family-friendly amenities and a memorable, welcoming atmosphere.

Bluegreen Vacations Hotel Blake, Ascend Resort Collection photo

Bluegreen Vacations Hotel Blake, Ascend Resort Collection

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Remarkable architecture and modern comforts define my stay at this historic hotel, perfectly situated near Grant Park and The Art Institute.

Warwick Allerton - Chicago photo

Warwick Allerton - Chicago

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Timeless architecture captures the jazz era, offering a unique blend of historical charm and modern comfort right on the Magnificent Mile.

Room - 2 doubles

Staypineapple, An Iconic Hotel, the Loop Chicago

Open until

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4.5

Distinctive architectural design from 1895 combines historic charm with modern amenities, and it's perfectly located near the vibrant theater district.

Union League Club photo

Union League Club

Closed today

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4.0

Tradition defines the Union League Club, where historic charm meets modern luxury, making it a cultural hub in the heart of Chicago.