Find Luxury Hotels in Winter Park, FL

  • 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

Next weekend
In two weeks

Our top choices for Winter Park luxury hotels

The Alfond Inn

The Alfond Inn
4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1,001 reviews)
"Everything, location, service, food, cleanliness. Loved our stay thank you"
United States
Ryan
The price is NT$8,627
NT$10,605 total
includes taxes & fees
Apr 12 - Apr 13
The Alfond Inn

Wyndham Grand Orlando Resort Bonnet Creek

Wyndham Grand Orlando Resort Bonnet Creek
4.0 star property
Orlando
9.0 out of 10, Wonderful, (2,906 reviews)
"Great stay. "
United States
carl
The price is NT$5,087
NT$7,233 total
includes taxes & fees
Apr 11 - Apr 12
Wyndham Grand Orlando Resort Bonnet Creek

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport
4.0 star property
Orlando
9.4 out of 10, Exceptional, (4,068 reviews)
"Thank you for a great stay"
United States
Julia
The price is NT$6,359
NT$7,154 total
includes taxes & fees
Mar 31 - Apr 1
Hyatt Regency Orlando International Airport

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive
4.0 star property
International Drive District
9.4 out of 10, Exceptional, (1,658 reviews)
"Great stay"
Canada
David Heralal
The price is NT$4,761
NT$5,356 total
includes taxes & fees
Mar 30 - Mar 31
Hyatt House Orlando International Drive

Marriott's Grande Vista

Marriott's Grande Vista
4.0 star property
Orlando
9.0 out of 10, Wonderful, (4,108 reviews)
"Great place to stay "
United States
Bobby
The price is NT$4,441
NT$4,997 total
includes taxes & fees
Apr 11 - Apr 12
Marriott's Grande Vista

Holiday Inn Express & Suites Sanford- Lake Mary by IHG

Holiday Inn Express & Suites Sanford- Lake Mary by IHG
4.0 star property
Sanford
9.4 out of 10, Exceptional, (1,086 reviews)
"very, very, nice place to stay. Breakfast top notch, cleanliness of facility and room was excellent ! Hot shower was perfect!!"
United States
Kellie
The price is NT$3,131
NT$3,619 total
includes taxes & fees
Apr 28 - Apr 29
Holiday Inn Express & Suites Sanford- Lake Mary by IHG

The Tiny Cottage in The Springs

The Tiny Cottage in The Springs
4.0 star property
Altamonte Springs
9.8 out of 10, Exceptional, (26 reviews)
"I really like this place, this is the second time I have booked here. I do consider it whenever I travel to the area."
United States
Anastasia
The price is NT$5,109
NT$21,698 total
includes taxes & fees
Mar 30 - Mar 31
The Tiny Cottage in The Springs

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
Orlando
9.4 out of 10, Exceptional, (4,681 reviews)
"Great family place to stay. "
United States
Alberto
The price is NT$3,809
NT$4,285 total
includes taxes & fees
Apr 5 - Apr 6
Rosen Shingle Creek

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando
4.0 star property
Florida Center
8.4 out of 10, Very Good, (6,851 reviews)
"Great place to stay. Staff are great and the location was perfect. "
United States
Mohamad
The price is NT$3,574
NT$4,021 total
includes taxes & fees
Apr 7 - Apr 8
DoubleTree by Hilton at the Entrance to Universal Orlando

Hilton Orlando Buena Vista Palace - Disney Springs® Area

Hilton Orlando Buena Vista Palace - Disney Springs® Area
4.0 star property
Lake Buena Vista
8.4 out of 10, Very Good, (1,774 reviews)
"Will stay here again "
United States
Jonathan
The price is NT$5,476
NT$7,635 total
includes taxes & fees
Apr 5 - Apr 6
Hilton Orlando Buena Vista Palace - Disney Springs® Area
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 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 Morse Museum of American Art, Winter Park Village, and Casa Feliz Historic Home Museum. If you have some spare time during your trip, you might want to check out Kraft Azalea Gardens and Winter Park History 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.

Explore a world of travel with Expedia