Find Luxury Hotels in Winter Park, FL

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Check availability on Winter Park Luxury Hotels

Tonight
Jan 8 - Jan 9
Tomorrow
Jan 9 - Jan 10
This weekend
Jan 9 - Jan 11
Next weekend
Jan 16 - Jan 18

Our top choices for Winter Park luxury hotels

Terrace/patio
The Alfond Inn

The Alfond Inn

The Alfond Inn
4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1001)
"Location was great, friendly staff, beautiful hotel."
United States
Jessica
The Alfond Inn
Lobby
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, (1440)
"Great place to stay and great amenities"
United States
Darshan
The price is ￥22,552
￥25,371 total
includes taxes & fees
Jan 14 - Jan 15
Hyatt House Orlando International Drive
Outdoor banquet area
Rosen Shingle Creek

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
Orlando
9.4 out of 10, Exceptional, (4359)
"Great place to stay. Definitely will stay here again.."
United States
Donnell
The price is ￥16,988
￥19,112 total
includes taxes & fees
Jan 23 - Jan 24
Rosen Shingle Creek
2 outdoor pools
Disney's Contemporary Resort

Disney's Contemporary Resort

Disney's Contemporary Resort
4.5 star property
Bay Lake
8.4 out of 10, Very Good, (1001)
"The price for the resort was exorbitant for the tiny room. Resort is old and dirty. Magic Kingdom "
United States
Tracea R.
Disney's Contemporary Resort
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, (104)
"Great service beautiful property, spectacular view from the room."
United States
Yakquelina
The price is ￥71,142
￥80,035 total
includes taxes & fees
Feb 8 - Feb 9
Universal's Helios Grand Hotel, a Loews Hotel
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, (3773)
"We enjoyed the property, amenities, cafe and our room was comfortable, clean and quiet. "
Canada
Maria
The price is ￥19,921
￥22,412 total
includes taxes & fees
Jan 28 - Jan 29
Marriott's Grande Vista
Serves dinner and happy hour
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)
"Very clean,plenty of amenities,and polite staff…can’t go wrong staying here "
United States
shaheed
The price is ￥17,156
￥19,301 total
includes taxes & fees
Feb 5 - Feb 6
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, (844)
"Awesome and clean place to stay for the holidays"
United States
Moses
The price is ￥7,897
￥10,824 total
includes taxes & fees
Jan 27 - Jan 28
The Point by Edge
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, (1044)
"The staff was very friendly and the hotel lobby was clean and the rooms were amazing "
United States
Julie
The price is ￥17,070
￥19,666 total
includes taxes & fees
Jan 29 - Jan 30
Holiday Inn Express & Suites Sanford- Lake Mary by IHG
Outdoor pool, open 8:00 AM to midnight, pool umbrellas, sun loungers
Rosen Plaza on International Drive

Rosen Plaza on International Drive

Rosen Plaza on International Drive
4.0 star property
International Drive District
9.2 out of 10, Wonderful, (1823)
"Great place to stay"
United States
Joshua
The price is ￥15,402
￥17,754 total
includes taxes & fees
Feb 8 - Feb 9
Rosen Plaza on International Drive
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

Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

10/10 Excellent
"Very good hotel, easy on your pocket, kept very well and has lots of places around it to enjoy your stay. "
Stephanie 3-night trip
Posted 21 hours ago
Rosen Inn at Pointe Orlando

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.