Find Luxury Hotels in Winter Park, FL

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Check availability on Winter Park Luxury Hotels

Tonight
Feb 22 - Feb 23
Tomorrow
Feb 23 - Feb 24
Next weekend
Feb 27 - Mar 1
In two weeks
Mar 6 - Mar 8

Our top choices for Winter Park luxury hotels

Terrace/patio

The Alfond Inn

The Alfond Inn
4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1,000 reviews)
"Location was great, friendly staff, beautiful hotel."
United States
Jessica
The Alfond Inn
Lobby sitting area

Park Plaza Hotel

Park Plaza Hotel
3.0 star property
Park Avenue District
8.6 out of 10, Excellent, (1,004 reviews)
"Friendly staff, clean and beautiful atmosphere."
United States
Kristin
The price is ￥33,956
￥38,201 total
includes taxes & fees
Mar 13 - Mar 14
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.
View all properties

Top Winter Park Hotel Reviews

Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

10/10 Excellent
"In a overall ... everything was excellent. "
Ana Luz 6-night trip
Posted 3 hours ago
Rosen Inn at Pointe Orlando

Frequently asked questions

Are you searching for a great accommodation for your luxury trip to Winter Park?
During your visit, you might want to enjoy the university which Winter Park is known for.
What's the best high-end hotel in Winter Park?
The Alfond Inn is a luxury hotel with 2 outdoor pools and spa services, and it's a popular choice for Expedia travelers looking for an elegant place to stay.
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, Lee Road Shopping Center, and Morse Museum of American Art. If you have some spare time during your trip, you might want to check out Casa Feliz Historic Home Museum and Kraft Azalea Gardens.
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.