Luxury Hotels in Winter Park, Orlando

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Check availability on Winter Park Luxury Hotels

Tonight
Dec 24 - Dec 25
Tomorrow
Dec 25 - Dec 26
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Winter Park luxury hotels

Exterior
The Alfond Inn

The Alfond Inn

The Alfond Inn
4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1000)
"Great very clean staff wonderful "
United States
Lisa
The Alfond Inn
Free daily buffet breakfast
Hyatt House Orlando International Drive

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive
4.0 star property
International Drive District
9.4 out of 10, Exceptional, (1390)
"Good location, good breakfast "
United States
Andrea
The price is P6,944
P7,812 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hyatt House Orlando International Drive
4 outdoor pools, open 5:30 AM to midnight, cabanas (surcharge)
Rosen Shingle Creek

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
Orlando
9.4 out of 10, Exceptional, (4373)
"Great place to stay. Definitely will stay here again.."
United States
Donnell
The price is P7,001
P7,876 total
includes taxes & fees
Jan 23 - Jan 24, 2026
Rosen Shingle Creek
4 outdoor pools, open 7:00 AM to 11:00 PM, cabanas (surcharge)
Marriott's Grande Vista

Marriott's Grande Vista

Marriott's Grande Vista
4.0 star property
Orlando
9.0 out of 10, Wonderful, (3719)
"Very good place"
United States
Makenlove
The price is P7,001
P7,876 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Marriott's Grande Vista
Property grounds
DoubleTree by Hilton Hotel Orlando East - UCF Area

DoubleTree by Hilton Hotel Orlando East - UCF Area

DoubleTree by Hilton Hotel Orlando East - UCF Area
4.0 star property
Orlando
8.6 out of 10, Excellent, (1002)
"Great staff, nice room. "
United States
Jerod
The price is P6,213
P6,989 total
includes taxes & fees
Jan 6 - Jan 7, 2026
DoubleTree by Hilton Hotel Orlando East - UCF Area
Terrace/patio
The Point by Edge

The Point by Edge

The Point by Edge
4.0 star property
Florida Center
8.4 out of 10, Very Good, (833)
"It was great really recommend this place"
United States
Sharam
The price is P2,960
P4,057 total
includes taxes & fees
Jan 7 - Jan 8, 2026
The Point by Edge
Exterior
Universal's Helios Grand Hotel, a Loews Hotel

Universal's Helios Grand Hotel, a Loews Hotel

Universal's Helios Grand Hotel, a Loews Hotel
4.0 star property
Orlando
9.6 out of 10, Exceptional, (92)
"The park view was the best thing "
United States
alexey
The price is P25,010
P28,136 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Universal's Helios Grand Hotel, a Loews Hotel
Terrace/patio
Orlando Marriott Lake Mary

Orlando Marriott Lake Mary

Orlando Marriott Lake Mary
4.0 star property
Lake Mary
8.8 out of 10, Excellent, (894)
"Great place."
United States
Amit
The price is P6,406
P7,351 total
includes taxes & fees
Dec 28 - Dec 29
Orlando Marriott Lake Mary
Exterior
Holiday Inn Express & Suites Sanford- Lake Mary by IHG

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, (1025)
"It was an enjoyable stay "
United States
mike
The price is P6,297
P7,258 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Holiday Inn Express & Suites Sanford- Lake Mary by IHG
Premium bedding, Tempur-Pedic beds, in-room safe, desk
Renaissance Orlando Resort – Disney Springs® Area

Renaissance Orlando Resort – Disney Springs® Area

Renaissance Orlando Resort – Disney Springs® Area
4.0 star property
Lake Buena Vista
8.6 out of 10, Excellent, (656)
"Great stay, close to Disney Springs!!"
United States
Mike
The price is P5,002
P8,209 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Renaissance Orlando Resort – 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.
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Top Winter Park Hotel Reviews

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

10/10 Excellent
"Our stay was perfect! Staff were professional and friendly, food was good, room was spacious."
Megan 4-night trip
Posted 2 days ago
Universal's Cabana Bay Beach Resort

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 Casa Feliz Historic Home Museum, Winter Park Village, and Morse Museum of American Art. If you have some spare time during your trip, you might want to check out Kraft Azalea Gardens and Lake Virginia.
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.

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