Find Luxury Hotels in Winter Park, FL

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Check availability on Winter Park Luxury Hotels

Compare Winter Park Luxury Hotels room rates, reviews, and availability. Most hotels are fully refundable.

The Alfond Inn

4.0 star property
9.4 out of 10, Exceptional, (1006)
"Love this property. Would not stay anywhere "
The price is SAR 1,125
SAR 1,350 total
includes taxes & fees
2 Mar - 3 Mar
The Alfond Inn

Park Plaza Hotel

3.0 star property
8.6 out of 10, Excellent, (928)
"It is a beautiful old hotel. "
The price is SAR 565
SAR 636 total
includes taxes & fees
12 Mar - 13 Mar
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 Winter Park Village, Albin Polasek Museum and Sculpture Gardens, and Winter Park Country Club. If you have some spare time during your trip, you might want to check out Morse Museum of American Art and Casa Feliz Historic Home Museum.
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.