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  2. Feb 8, 2021 · The best historic hotels in Chicago as chosen by the experts at The Hotel Guru including chic boutiques, design-led stays, luxury choices and great value options too. Check live availability and book online.

    • The Palmer House
    • The Drake Hotel
    • Intercontinental Chicago Magnificent Mile
    • Staypineapple Chicago
    • The Blackstone

    For more than 140 years, Chicago’s Palmer House, a Hilton Hotel, has been treating guests to opulent and gracious hospitality. Once touted as the largest hotel in the world, the Palmer House lobby has seen dignitaries, celebrities and royalty come and go since the hotel was established in 1871. The current Palmer House was actually the third incarn...

    The Drake Hotelhas been welcoming visitors from its perch at the beginning of the Magnificent Mile for more than 90 years. Designed with Renaissance-era Italian in mind, the opulent urban resort cost $10 million to build. Two thousand of Chicago’s leading citizens were invited to inaugurate the grand hotel on New Year’s Eve in 1920. From opening ni...

    Formerly the home of the Medinah Athletic Club, the InterContinental‘s south tower was built in 1929, a significant year for American architecture. By the time the Medinah Athletic Club’s new home opened its doors on the northwest end, Chicago’s Michigan Avenue was already glittering with shiny new skyscrapers. Though many of the incredible archite...

    Stay at the Staypineapple Chicagoand you’ll be checking into a National Historic Landmark. Architects Daniel Burnham, John Root and Charles Atwood’s revolutionary steel and glass structure shaped our city’s skyline and paved the way for the modern skyscrapers. When it was built in 1895, it was considered one of the city’s first skyscrapers with its...

    Step into the stunning Beaux Arts lobby of the The Blackstoneand you’ll feel as if you’ve stepped back into time to turn-of-the-century Chicago. The Blackstone, also on the National Register of Historic Places, opened its doors in 1910 to much fanfare. Its rooms have hosted everyone from Rudolph Valentino to Joan Crawford, from Truman Capote to Ten...

    • Neha Bhatiya
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    • Millennium Knickerbocker Chicago - A Chicago Icon Where Past Meets Present. A glorious 4-star accommodation in Downtown Chicago. Chicago Millennium Park, Chicago, Illinois.
    • Majestic Hotel - A Timeless Classic In The Heart Of Wrigleyville. The hotel has hosted many famous guests throughout the years, including Babe Ruth, Mickey Mantle, and Frank Sinatra.
    • The Royal Sonesta Chicago Downtown - A Historic Hotel At The Crossroads Of Business And Leisure. Wake up to breathtaking views of the Chicago River or the city skyline from the comfort of luxurious guest rooms at this hotel.
    • The Publishing House Bed and Breakfast - A Home Away From Home. Experience the warmth and hospitality of a bygone era at this boutique B&B. Street in Chicago.
  3. Feb 25, 2020 · Below are 18 hotels perfect for lovers of architecture and history. Whether you’re a local looking for staycation or a newcomer wanting an authentically Chicago trip, this is a good place to ...

  4. Our historic hotels & resorts in Chicago offer unique accommodations that capture the essence, elegance, & style of timeless history & culture. Book today!

  5. Movie star residents, haunted hotel rooms, presidential guests, and more — Oyster knows what to look for when it comes to fun, historic hotels. We travel through time to give you the scoop on the world’s historical and culturally relevant hotels.

  6. Jul 25, 2024 · One of the best ways to get a glimpse of Chicago history? A stay at one of the city’s many beautiful historic hotels. Here are seven to consider for your next trip to the Windy City.

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