Compare Cheshire 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 Cheshire

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 Cheshire

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 Cheshire

Harbour House Inn

725 North State Road Cheshire MA

$249 nightly

$264 total

Dec 1 - Dec 2

Total with taxes and fees

9.6/10 Exceptional! (39 reviews)

Vacation Village in the Berkshires

276 Brodie Mountain Rd Williamstown MA

$94 nightly

$105 total

Nov 23 - Nov 24

Total with taxes and fees

8.6/10 Excellent! (2,136 reviews)

Hotel Downstreet, an Ascend Collection Hotel

40 Main St North Adams MA

$107 nightly

$120 total

Dec 20 - Dec 21

Total with taxes and fees

8.6/10 Excellent! (1,004 reviews)

Castles

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