Compare Old Greenwich 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 Old Greenwich

Historic former Speakeasy 4 Bdrm, walk to train and town: Pleasantville

Guests staying at this castle have access to laundry facilities, a garden, and barbecue grills.

Pet friendly

Air conditioning

Don't see what you're looking for?

See all available properties in Old Greenwich

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 Old Greenwich

Hyatt Regency Greenwich

1800 E Putnam Avenue Old Greenwich CT

$203 nightly

$233 total

Apr 5 - Apr 6

Total with taxes and fees

8.4/10 Very Good! (1,006 reviews)

Baymont by Wyndham White Plains - Elmsford

540 Saw Mill River Rd Elmsford NY

$134 nightly

$153 total

Mar 11 - Mar 12

Total with taxes and fees

8.2/10 Very Good! (1,597 reviews)

LIV Hotel Bronx - Newly Built

3530 Webster Ave Bronx NY

$116 nightly

$137 total

Mar 9 - Mar 10

Total with taxes and fees

8.2/10 Very Good! (382 reviews)

Castles

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