Compare Historic Route 66 Castles

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Featured Castles in Historic Route 66

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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 Historic Route 66

    Club Quarters Hotel, Central Loop, Chicago

    Club Quarters Hotel, Central Loop, Chicago

    111 West Adams Street Chicago IL
    $87 nightly
    The price is $102 total per night from Dec 21 to Dec 22
    $102 total
    Dec 21 - Dec 22
    Total with taxes and fees
    8.6/10 Excellent! (3,314 reviews)
    Hilton Chicago/Magnificent Mile Suites

    Hilton Chicago/Magnificent Mile Suites

    198 E Delaware Pl Chicago IL
    $81 nightly
    The price is $95 total per night from Jan 5 to Jan 6
    $95 total
    Jan 5 - Jan 6, 2026
    Total with taxes and fees
    8.8/10 Excellent! (3,467 reviews)
    Silversmith Hotel Chicago Downtown

    Silversmith Hotel Chicago Downtown

    10 S Wabash Ave Chicago IL
    $127 nightly
    The price is $149 total per night from Dec 21 to Dec 22
    $149 total
    Dec 21 - Dec 22
    Total with taxes and fees
    9.2/10 Wonderful! (2,109 reviews)

Castles

Live your fairytale in Historic Route 66 castles
Be treated like royalty on your next getaway when you book a room in a castle hotel in Historic Route 66. 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 Historic Route 66 will likely be jammed things to explore and people to meet. And in Historic Route 66 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 Historic Route 66 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 Historic Route 66.

Historic Route 66 Castles essential information

Accommodation
1 Castles
Lowest Price
$95
Highest Price
$149
Popular accommodation
Memorable Family experiences at The Castle of Palmyra.

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