Find Luxury Hotels in Winter Park, FL

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Check availability on Winter Park Luxury Hotels

Tonight
Feb 26 - Feb 27
Tomorrow
Feb 27 - Feb 28
This weekend
Feb 27 - Mar 1
Next weekend
Mar 6 - Mar 8

Our top choices for Winter Park luxury hotels

Terrace/patio

The Alfond Inn

The Alfond Inn
4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1,000 reviews)
"Location was great, friendly staff, beautiful hotel."
United States
Jessica
The Alfond Inn
Outdoor banquet area

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
Orlando
9.4 out of 10, Exceptional, (4,560 reviews)
"Great service and hotel!"
United States
Steven
The price is ₩194,875
₩219,234 total
includes taxes & fees
Mar 6 - Mar 7
Rosen Shingle Creek
Water park

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area
4.0 star property
Orlando
8.2 out of 10, Very Good, (5,921 reviews)
"Very nice and comfy resort."
United States
Christopher
Westgate Lakes Resort & Spa Universal Studios Area
Exterior

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport
4.0 star property
Orlando
9.4 out of 10, Exceptional, (4,033 reviews)
"Room was clean, perfect night stay before a super early trip. "
United States
Danielle
The price is ₩326,385
₩367,190 total
includes taxes & fees
Mar 4 - Mar 5
Hyatt Regency Orlando International Airport
Design Room | Living area | 40-inch Smart TV with digital channels, TV

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 ₩227,877
₩967,853 total
includes taxes & fees
Mar 1 - Mar 2
The Tiny Cottage in The Springs
Exterior

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, (1,073 reviews)
"This hotel was very clean and the breakfast was the best variety of any hotel we've stayed at."
United States
Linda Wilson
The price is ₩173,882
₩199,736 total
includes taxes & fees
Mar 15 - Mar 16
Holiday Inn Express & Suites Sanford- Lake Mary by IHG
6 outdoor pools, free cabanas, pool umbrellas

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
4.0 star property
Orlando
9.2 out of 10, Wonderful, (4,707 reviews)
"Beautiful property, clean and well maintained rooms, very nice staff."
United States
Debra
The price is ₩186,994
₩210,369 total
includes taxes & fees
Mar 22 - Mar 23
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Lobby

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive
4.0 star property
International Drive District
9.4 out of 10, Exceptional, (1,565 reviews)
"Breakfast was excellent! Hotel is very clean. "
Canada
Danqing
The price is ₩175,307
₩197,220 total
includes taxes & fees
Mar 22 - Mar 23
Hyatt House Orlando International Drive
5 outdoor pools

Disney's Port Orleans Resort - Riverside

Disney's Port Orleans Resort - Riverside
4.0 star property
Golden Oak
8.8 out of 10, Excellent, (1,005 reviews)
"Our stay was phenomenal!"
United States
Shadiyah
Disney's Port Orleans Resort - Riverside
3 outdoor pools

Disney's Beach Club Resort

Disney's Beach Club Resort
5.0 star property
Bay Lake
8.8 out of 10, Excellent, (700 reviews)
"Very nice place to stay in Disney World resort place for vacation which has shuttle buses for every where and walking distance to EPCOT. Wonderful experience there!"
United States
Yong Hoon
Disney's Beach Club Resort
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

Holiday Inn Resort Orlando Suites - Waterpark by IHG

Holiday Inn Resort Orlando Suites - Waterpark by IHG

10/10 Excellent
"Good room, good food choices, fun play area for the children "
Tamara 1-night trip
Posted 14 hours ago
Holiday Inn Resort Orlando Suites - Waterpark by IHG

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