Find luxury hotels in Winter Park, FL

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    Learn about One Key
    today icon
    Change your mind
    Book hotels with free cancellation

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, (1005)
"Beautiful. Close to Historic Downtown. "
The price is $269
$325 total
includes taxes & fees
Jun 9 - Jun 10
The Alfond Inn
Park Plaza Hotel
Front of property
Park Plaza Hotel
3.0 star property
8.6 out of 10, Excellent, (818)
"Very helpful lovely place"
The price is $219
$246 total
includes taxes & fees
Jun 4 - Jun 5
Park Plaza Hotel
Don't see what you're looking for?
See all available properties in Winter Park
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.

Popular luxurious hotels

Most upscale stays in Winter Park in 2024
Luxury hotels in Winter Park

5-Star hotels

5-Star hotels

4-Star hotels

4-Star hotels

Winter Park Luxury Hotels information

 

Luxury Hotels in Winter Park

2

Highest price
$269
Cheapest price
$219
Number of guest reviews
1,821
Total number of hotels in Winter Park
13,961

 

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.
What's the best high-end hotel in Winter Park?
The Alfond Inn is a 4-star hotel with valet parking and a terrace, and it’s a popular choice for Expedia travelers looking for a pampering 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 Casa Feliz Historic Home Museum, Winter Park Village, and Lee Road Shopping Center. If you have some spare time during your trip, you might want to check out Albin Polasek Museum and Sculpture Gardens 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.

Recent reviews of Winter Park hotels
Expedia verified reviews

Wyndham Garden Lake Buena Vista Disney Springs® Resort Area

Wyndham Garden Lake Buena Vista Disney Springs® Resort Area

5/5 Excellent
"Great place to stay! Park your car and enjoy everything around it. "
A verified traveler stayed at Wyndham Garden Lake Buena Vista Disney Springs® Resort Area
Posted 7 hours ago
Wyndham Garden Lake Buena Vista Disney Springs® Resort Area