Compare The Berkshires Castles

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Featured Castles in The Berkshires

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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 The Berkshires

    Vacation Village in the Berkshires

    Vacation Village in the Berkshires

    276 Brodie Mountain Rd Williamstown MA
    $126 nightly
    The price is $141 total per night from Jan 4 to Jan 5
    $141 total
    Jan 4 - Jan 5, 2026
    Total with taxes and fees
    8.6/10 Excellent! (2,168 reviews)
    The Williams Inn

    The Williams Inn

    101 Spring Street Williamstown MA
    $186 nightly
    The price is $208 total per night from Dec 21 to Dec 22
    $208 total
    Dec 21 - Dec 22
    Total with taxes and fees
    9.6/10 Exceptional! (549 reviews)
    Holiday Inn & Suites Pittsfield-Berkshires by IHG

    Holiday Inn & Suites Pittsfield-Berkshires by IHG

    One West Street Pittsfield MA
    $94 nightly
    The price is $105 total per night from Dec 19 to Dec 20
    $105 total
    Dec 19 - Dec 20
    Total with taxes and fees
    8/10 Very Good! (988 reviews)

Castles

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

The Berkshires Castles essential information

Accommodation
1 Castles
Lowest Price
$105
Highest Price
$208
Popular accommodation
Historic Stone Church in The Berkshires

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