Compare Chicago Castles

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Hotel Options in Chicago

    Hilton Chicago/Magnificent Mile Suites

    Hilton Chicago/Magnificent Mile Suites

    198 E Delaware Pl Chicago IL
    $89 nightly
    The price is $105 total per night from Jan 5 to Jan 6
    $105 total
    Jan 5 - Jan 6, 2026
    Total with taxes and fees
    8.8/10 Excellent! (3,613 reviews)
    Palmer House a Hilton Hotel

    Palmer House a Hilton Hotel

    17 E Monroe St Chicago IL
    $156 nightly
    The price is $179 total per night from Jan 5 to Jan 6
    $179 total
    Jan 5 - Jan 6, 2026
    Total with taxes and fees
    8.4/10 Very Good! (2,186 reviews)
    Hilton Chicago

    Hilton Chicago

    720 S Michigan Ave Chicago IL
    $147 nightly
    The price is $173 total per night from Jan 5 to Jan 6
    $173 total
    Jan 5 - Jan 6, 2026
    Total with taxes and fees
    8.4/10 Very Good! (2,421 reviews)

Castles

Live your fairytale in Chicago castles
Be treated like royalty on your next getaway when you book a room in a castle hotel in Chicago. Experience service more charming than a prince and views fairer than the fairest maiden (not to mention some of the best holiday photos ever taken). If you thought money couldn’t buy happiness, think again. Lose the alarm clock, along with all your worries, and find yourself in a fortress this vacation. 

Reserve a room fit for royalty
Kings and queens aren’t known for being understated, and your next trip shouldn’t be, either. Tours of Chicago will likely be jammed things to explore and people to meet. And in Chicago castles, history is almost as dramatic as the architecture, and the amenities are, well, fit for a king. They may not have had Wi-Fi and pillowtop mattresses in medieval times, but you’ll enjoy all the comfort and convenience of the modern day. The one thing you will have to leave behind is the rushed pace. In a Chicago castle, it’s all about living a life of leisure.

Some castles are now luxury hotels, retaining their powerful facades while offering an upgraded experience. When you travel like royalty, you expect sheets softer than satin, on-site spas and room service, and you just might find all those things at castle boutique hotels in Chicago.

Chicago Castles essential information

Accommodation
Castles
Lowest Price
$105
Highest Price
$179
Popular accommodation
Hilton Chicago/Magnificent Mile Suites, Palmer House a Hilton Hotel, Hilton Chicago

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