Compare Winter Park Castles

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Featured Castles in Winter Park

At this castle, guests enjoy features like an outdoor pool, a gym, and a sauna. Other amenities at this golf castle include laundry facilities, local meal delivery service, and barbecue grills.

Pool

Free WiFi

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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 Winter Park

Universal's Cabana Bay Beach Resort

6550 Adventure Way Orlando FL

$133 nightly

$150 total

Dec 1 - Dec 2

Total with taxes and fees

8.8/10 Excellent! (5,596 reviews)

Rosen Inn at Pointe Orlando

9000 International Drive Orlando FL

$67 nightly

$76 total

Dec 14 - Dec 15

Total with taxes and fees

8.4/10 Very Good! (5,288 reviews)

DoubleTree by Hilton at the Entrance to Universal Orlando

5780 Major Blvd Orlando FL

$89 nightly

$101 total

Dec 15 - Dec 16

Total with taxes and fees

8.4/10 Very Good! (6,858 reviews)

Castles

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