A two-story house with a balcony, surrounded by lush greenery and trees.

Find Luxury Hotels in Winter Park

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Winter Park Luxury Hotels

This weekend
Next weekend

Our top choices for Winter Park luxury hotels

1. The Alfond Inn

The Alfond Inn
4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1,008 reviews)
"Great hotel, I liked it so much"
Canada
Diana
The price is S$460
includes taxes & fees
30 Nov - 1 Dec
The Alfond Inn

2. Hilton Garden Inn Winter Park

Hilton Garden Inn Winter Park
3.0 star property
Winter Park
9.2 out of 10, Wonderful, (756 reviews)
"Awesome stay, great staff and location"
United States
Crystile
The price is S$259
includes taxes & fees
29 Nov - 30 Nov
Hilton Garden Inn Winter Park

3. Park Plaza Hotel

Park Plaza Hotel
3.0 star property
Park Avenue District
8.6 out of 10, Excellent, (1,005 reviews)
"Great location great staff very clean rooms love it would come back and stay longer great location."
United States
thomas
The price is S$271
includes taxes & fees
21 Nov - 22 Nov
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

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 place to stay 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 travellers 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 temperature of 28°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Winter Park are August, September, July and June, with each month seeing an average of 185 mm 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 Lake Mizell and Winter Park Country Club.
How can I get around Winter Park?
It's easier to get around town comfortably when you know your options. To see more of the larger area, hop aboard a train at Winter Park Station.

Explore a world of travel with Expedia