Compare Pittsfield Castles

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Castles in Pittsfield

At this castle, guests have access to features like laundry facilities. This smoke-free castle also has a garden.

Air conditioning

Parking available

Don't see what you're looking for?

See all available properties in Pittsfield

View all properties

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 Pittsfield

Hotel On North

297 North Street, Pittsfield, MA

$136

includes taxes & fees

$122 per night

May 12 - May 13

9.4/10 Exceptional! (710 reviews)

Holiday Inn & Suites Pittsfield-Berkshires by IHG

One West Street, Pittsfield, MA

$111

includes taxes & fees

$99 per night

May 28 - May 29

7.8/10 Good! (777 reviews)

Berkshire Mountain Lodge

8 Dan Fox Dr, Pittsfield, MA

$160

includes taxes & fees

$143 per night

May 11 - May 12

8.8/10 Excellent! (459 reviews)

Castles

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