Find Luxury Hotels in Winter Park, FL

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Pick from 2 Winter Park Luxury Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

The Alfond Inn
Exterior
The Alfond Inn
4.0 star property
9.4 out of 10, Exceptional, (1001)
"The property is beautiful but the staff could be more attentive. When I inquired about early check in I was told it wasn't available but that he would call when a room opened up. I walked around for hours but never got called. When I showed up at the hotel an hour after normal check in, it would have been fabulous if our bags had been moved up to a room, but they were still in the deposit. No one took the time to explain the property, its features, etc. It would have been really nice for...
The price is AED 909
AED 1,089 total
includes taxes & fees
24 Nov - 25 Nov
The Alfond Inn
Park Plaza Hotel
Front of property
Park Plaza Hotel
3.0 star property
8.4 out of 10, Very Good, (879)
"We love the history of the place and the setting along Park Avenue in Winter Park. The hotel is definitely dated without all the modern conveniences, but frankly that's what we liked because we wanted to see and appreciate the historical nature of this hotel."
The price is AED 652
AED 733 total
includes taxes & fees
8 Dec - 9 Dec
Park Plaza Hotel
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.
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Frequently asked questions

Are you searching for a great accommodation for your luxury trip to Winter Park?
Use Expedia and let us help you arrange a flight to Orlando Intl. Airport (MCO) airport or Orlando Sanford Intl. Airport (SFB) airport, and then select from different places to stay that will deliver the luxury you want. Amenities are important when you plan a trip, so we make it easy to find what you want to make your stay special. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Winter Park offers. During your visit, you might want to enjoy the university which Winter Park is known for.
When can I expect good weather in Winter Park?
Planning for the weather is an important factor for making your trip to Winter Park a success, especially when you’re splurging. The hottest months are usually July and August with an average temp of 82°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Park are August, September, July, and June, with each month seeing an average of 7 inches of rainfall.
What's there to see and do in Winter Park?
When you’re in Winter Park, enjoy exploring the sights and attractions here including Casa Feliz Historic Home Museum, Winter Park Village, and Albin Polasek Museum and Sculpture Gardens. If you have some spare time during your trip, you might want to check out Winter Park Country Club and Morse Museum of American Art.
How can I get around Winter Park?
It’s easier to get around town comfortably when you know your options. If you want to venture outside of the area, hop on a train at Winter Park Station.