Find Luxury Hotels in Winter Park, FL

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Winter Park Luxury Hotels

Tonight
Aug 25 - Aug 26
Tomorrow
Aug 26 - Aug 27
This weekend
Aug 29 - Aug 31
Next weekend
Sep 5 - Sep 7

Top Winter Park Luxury Hotels

The Alfond Inn
Exterior

The Alfond Inn

4.0 star property
9.4 out of 10, Exceptional, (1006)
"Beautiful Rooms, Stay, just about Everything ❤️🙏"
The price is ₩334,965
₩415,755 total
includes taxes & fees
Aug 27 - Aug 28
The Alfond Inn
Park Plaza Hotel
Front of property

Park Plaza Hotel

3.0 star property
8.6 out of 10, Excellent, (1004)
"What a fantastic location! A truly historic hotel that is intimate and charming. "
The price is ₩203,996
₩229,496 total
includes taxes & fees
Sep 2 - Sep 3
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.

Top Winter Park Hotel Reviews

DoubleTree by Hilton Hotel Orlando Downtown

DoubleTree by Hilton Hotel Orlando Downtown

10/10 Excellent
"Everything was wonderful, the staff were friendly and helpful for my first time ever booking a hotel. Only thing id like to mention is the store/coffee kiosk was not open, the elevators were kinda shaky and the top floor toilet seemed to lack in flushing properly. These issues were not a completely troubling feature of the property. It was still a wonderful and pleasant stay nonetheless. "
Hailey 2-night trip
Posted 5 hours ago
DoubleTree by Hilton Hotel Orlando Downtown

Explore a world of travel with Expedia

Explore a world of travel with Expedia